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The 6 Best Chicago Walking Tours

See the best Chi-Town has to offer on your own two feet.

Courtesy of Steven Sabourin | Inside Chicago

Discover the hidden details of the Windy City's famed architecture with a tour from Inside Chicago.

Note: Some tour providers on this list may have ceased operations due to COVID-19. Check with your tour operator about availability before you book.

The Windy City is known for its interesting architecture and landmarks, its deep-dish pizza and specialty hot dogs and its many loyal sports fans. However, getting a real feel for Chicago can be difficult if you only hit the main attractions or you spend your entire trip in a single neighborhood. To gain a local's perspective, book a guided walking tour. Factoring in both traveler sentiment and expert opinion, U.S. News selected these seven tours as the best walking tours available in Chicago.

Inside Chicago – Open Your Eyes: Inside the Pedway & Other Secrets of the Loop

This two-hour tour takes you throughout the city's famous Pedway (an underground network of tunnels that connects more than 50 buildings) to see the details hidden in its architecture. During the 1 1/2-mile walk, you'll also see above-ground treasures, such as a Picasso statue and a 1920s-era church, and venture into a few buildings that connect to the Pedway. Throughout the tour, helpful guides share stories of the city. Reviewers call this tour informative and surprising. Walks are offered at 2 p.m. on Monday and Friday, and tickets start at $30 for adults and $25 for seniors and children ages 5 to 10. Other public tours from Inside Chicago include tours of individual neighborhoods and a seasonal Christmas outing.

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Chicago Food Planet – Gateway to the West Loop Food Tour

Chicago has long been considered one of America's best foodie destinations . To sample some of the city's best bites, consider this tour from Chicago Food Planet. Tastings rotate, but foods could include Mexican fare, doughnuts, pizza, meatballs, beer and hamburgers. As you eat your way through the West Loop, guides share stories about the neighborhood's history and culture. Travelers advise coming hungry as there are plenty of samples. Tour availability changes seasonally, but tours generally start at 1 p.m. several days a week and last three hours. Tickets start at $60, but you can upgrade your package to include three drink pairings for around $80 per person. Youths ages 12 and younger can also tag along for $35 each. Chicago Food Planet also offers tasty trips through Wrigleyville and Navy Pier , among other options.

Free Tours by Foot – Lincoln Park Blues and Gangster Tour

Ideal for visitors interested in an in-depth overview of Chicago's famous Lincoln Park neighborhood, this two-hour, mile-long walk earns high marks from reviewers. Guides teach patrons about the history of the neighborhood and the city's infamous gangsters while making stops at DePaul University, the Red Lion Pub and Oz Park, among other landmarks. Patrons say this trip is informative and that they loved seeing more of Lincoln Park. This tour is free to take, although you can decide to tip your guide however much you want at the end. Tour times and dates vary and reservations are required. Free Tours by Foot also operates tours of Millennium Park , a ghost tour and tours of the Riverwalk , among other options.

Chicago Gangsters and Ghosts Tour

Patrons say this guided walk is great fun and praise guides who expertly mix humor and gruesome stories. You will walk approximately 1 1/2 miles in two hours while exploring haunted locations and old crime scenes where some of the city's most famous misdeeds played out. Historians are your guide, so you will learn the real story behind shady deals and infamous Chicago gangsters like Al Capone. Tickets start at $27 for adults, $25 for seniors ages 65 and older and $17 for youth ages 7 to 17. Children ages 6 and younger can tour for free. Tours depart daily at 11 a.m. and at 1, 4 and 8 p.m.

Bobby's Bike Hike – Chinatown Food & Culture Walking Tour

Eat your way through Chinatown on this tour with Bobby's Bike Hike. In 2 1/2 hours, you'll sample delicacies that represent five different regions of China while guides share the history of Chinese immigration to Chicago. Tea, Szechuan chicken, hot pot, dim sum and baked goods are just some of the treats you could try during the trip. Patrons say the outing is full of incredible food and history. Prices vary depending on the day you tour, but you can expect to pay around $55 for adults and $50 for children. Tours depart at 4 p.m. on Friday and Saturday. Bobby’s Bike Hike also offers a dessert walking tour and various bike tours, among other options.

Free Chicago Walking Tours – Riverwalk & North Loop Tour

This two-hour tour details Chicago's history from the late 1600s to the present day, discussing the Revolutionary War, 1915's Eastland disaster and everything in between. As you walk, you'll see the Chicago River, the Jewelers Building, Heald Square Monument, the Chicago Cultural Center, Daley Plaza and an array of other important landmarks. Reviewers appreciate the pace of this tour and its knowledgeable, thoughtful guides. Your only cost is what you decide to tip your guide at the end. Free Chicago Walking Tours also operates trips through Millennium Park and walks that guide you through less touristy parts of the city, among others.

Tags: Chicago , Travel , Tours , Vacations

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Chicago Walking Tour: Historic Treasures of Chicago

• Walking tour of Chicago Architecture
• Narration by a professional and certified guide
• Admission to the Galleries of the Chicago Architecture Center
• Entry/Admission - Chicago
• Hotel pick-up or drop-off
• Storage for luggage or strollers
• Entry/Admission - Wrigley Building
• Entry/Admission - Carbide and Carbon Building
• Chicago Architecture Center, 111 E Wacker Dr, Chicago, IL 60601, USA Meet at the Chicago Architecture Center at 111 E Wacker Drive, Chicago, IL, 60601
• Chicago Cultural Center, 78 E Washington St, Chicago, IL 60602, USA The tour will end in the Chicago Cultural Center. The docent will return to the Chicago Architecture Center and participants are welcome to accompany the docent back to the CAC.
• Wheelchair accessible
• Stroller accessible
• Service animals allowed
• Near public transportation
• Transportation is wheelchair accessible
• Surfaces are wheelchair accessible
• Confirmation will be received at time of booking
• No heart problems or other serious medical conditions
• Most travelers can participate
• Access to building interiors featured on this tour may be subject to change, due to weekend and holiday schedules or unforeseen closures.
• Pets are not allowed.
• This tour/activity will have a maximum of 15 travelers
• For a full refund, cancel at least 24 hours in advance of the start date of the experience.

Similar experiences

• You'll start at Chicago Architecture Center 111 E Wacker Dr, Chicago, IL 60601, USA Meet at the Chicago Architecture Center at 111 E Wacker Drive, Chicago, IL, 60601 See address & details
• 1 Chicago Architecture Center Stop: 5 minutes - Admission included See details
• 2 Wrigley Building Stop: 5 minutes - Admission excluded See details
• 3 Palmer House Hilton Historic Lobby Stop: 10 minutes See details
• 4 Carbide and Carbon Building Stop: 5 minutes - Admission excluded See details
• 5 Reliance Building Stop: 5 minutes See details
• 6 Chicago Cultural Center Stop: 10 minutes See details
• You'll end at Chicago Cultural Center 78 E Washington St, Chicago, IL 60602, USA The tour will end in the Chicago Cultural Center. The docent will return to the Chicago Architecture Center and participants are welcome to accompany the docent back to the CAC. See address & details

• Anna R 0 contributions 5.0 of 5 bubbles Architecture Boat Tour - Fantastic!!! The architecture boat tour was fantastic! Alison our guide was very knowledgeable and charming - we learned so much! My teenage son (17) loved it too. Read more Written April 27, 2024
• A9896VLjs 0 contributions 5.0 of 5 bubbles So revealing Our docent was so informed and passionate. We saw south Streeterville from an architectural and historical perspective. Read more Written April 24, 2024
• Damon H 0 contributions 5.0 of 5 bubbles Excellent tour Tom was a very informative and friendly guide who provided lots of interesting stories about the development of architecture in Chicago. Highly recommend. Read more Written April 24, 2024
• B7673GLjesperh 0 contributions 4.0 of 5 bubbles Interesting and effective tour Our guide, Matt, was great. He told the stories and the facts with both knowledge and humor. I liked the higher pace which made us see much of the loop. Read more Written April 21, 2024
• 618herbr 0 contributions 5.0 of 5 bubbles Walking Tour: a walk through time with Robert the tour guide All the staff were friendly and helpful. Our walking tour guide Robert was awesome! He provided the basic facts along with stories about the life’s of the buildings we visited. He kept the tour interesting by exhibiting enthusiasm and a love of the history of the bulidlings. Read more Written April 21, 2024
• U19PGrichardt 0 contributions 5.0 of 5 bubbles Good way to learn Chicago’s history Great way to learn Chicago’s history. I have known Chicago’s history but the way this tour showed it to me was fascinating. Our tour guide Rene was very good explaining how from the very origins Chicago got the first settlers and how was discovered. From the Chicago great fire and the way they re built the city. How Chicago became a city and grew so fast due being the busiest trading port in the world. He showed us pretty cool architecture through the years and how it has evolved since then including all the new latest additions to the city. We saw some cool Art Deco buildings like the Motor club ,and contemporary styles like the St Regis. I really enjoyed this tour and I definitely will recommend it to everyone who is visiting or live in Chicago! Read more Written April 21, 2024
• markgM3560FM 0 contributions 5.0 of 5 bubbles Fulton-Randolph Markets - Newly Appreciated We toured the Fulton-Randolph Market neighborhood tour with Lynne, who enlightened us with her broad knowledge of the historic/transformed/transforming elements of this Chicago neighborhood. As with so many CAC tours, we left with a deeper appreciation for an area we frequent quite often such that we look forward to future walks unattached to a restaurant destination. Highly recommended! Read more Written April 21, 2024
• R C 0 contributions 5.0 of 5 bubbles OLD POST OFFICE TOUR I took the architecture tour for the Old Post Office with John S. This past week and I must have to say I was fascinated with the beauty of this building. Learned how important and busy was the post office back in the day in Chicago! Also it was very cool seeing how the building has been readapted and reused for a new purpose, specially after being abandoned for many years! We saw the pretty interior and how they have changed the inside of it. Also we visited the rooftop and seeing the green roof they have to be environmental friendly. He showed us all around and took us through the history and beauty of this building. I definitely will recommend this tour to my family and friends who live in Chicago! Read more Written April 18, 2024
• Lahdeedahleigh 0 contributions 5.0 of 5 bubbles Walk through history Chicago's architecture is abundantly interesting and varied. Our guide, Chris P, offered historical perspectives at each stop. Read more Written April 18, 2024
• Rhonda C 0 contributions 5.0 of 5 bubbles Marshall Fields on State Delta’s tour of the former Marshall Fields building on State Street was fantastic! We learned so much about about this building and its history. Highly recommended! Read more Written April 15, 2024
• Compass56399755148 0 contributions 5.0 of 5 bubbles Great tour! Must to while in Chicago Second time taking a walking tour with the Chicago Architecture Centre. Loved it every time. Definitely worth it to do the walking tour as details are much easier to absorb and the flow with the guide is closer. Will likely do it again! Read more Written April 14, 2024
• richardwG7724RL 0 contributions 4.0 of 5 bubbles Great way to connect to Chicago. Quentin was very knowledgeable, accessible and entertaining. So much history! Someone needs to test the audio sets; mine was terrible. Consider using potentiometer cleaner spray on the volume knobs, lt could help to avoid replacing a lot of them. Read more Written April 14, 2024
• 404cathir 0 contributions 5.0 of 5 bubbles Love Art Deco After taking another walking tour in the morning, we enjoyed this one in the afternoon with Marcia as our guide. I never realized how many fascinating stories there are about the buildings that surround us. I am certain I will not look at buildings the same way again, great experience, definitely worth the price. Read more Written April 13, 2024
• LAK-ANK-ASK 0 contributions 5.0 of 5 bubbles Fantatic! Our guide Maureen was personable and full of information. When she didn't know something, which was rare, she admitted as such. She was full of other excellent suggestions for our remaining time in Chicago. Read more Written April 10, 2024
• Ana A 0 contributions 5.0 of 5 bubbles Great tour with Mitch Great experience. Our guide, Mitch, was very knowledgeable, nice, and kind. The tour combined history and technology. Read more Written April 8, 2024

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Chicago is known around the world for its architecture. Whether you choose to explore our fabled downtown or one of the city’s many distinct and charming neighborhoods, our expert docents will guide you by boat, bus, train or on foot and share the stories behind the buildings. Visit iconic skyscrapers, elegant hotels or the legendary houses of Frank Lloyd Wright. With dozens of tours to choose from, we won't blame you if you can't pick just one.

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7 Tours in this collection

Chicago Architecture Center River Cruise aboard Chicago's First Lady

Experience why we're the #1 rated boat cruise in Chicago, tickets are on sale now for the 2024 season…

Must-See Chicago

Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous…

Chicago Architecture: A Walk Through Time

Want a quick introduction to Chicago’s magnificent architecture? This 90-minute tour takes a comprehensive…

Chicago Icons: Connecting Past and Present

This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll…

Chicago’s First Skyscrapers

Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Century…

Frank Lloyd Wright in Oak Park

Oak Park is home to the world’s largest collection of buildings designed by Frank Lloyd Wright. View…

Elevated Architecture: Downtown "L" Train

Explore Chicago’s amazing architecture from the unique perspective of elevated trains and station platforms…

4 Tours in this collection

Wabash Avenue Arts Corridor

Discover a living urban canvas along the Wabash Avenue Arts Corridor in the South Loop. Learn more about…

Over the course of 90 minutes, explore some of the newest buildings around the Chicago Architecture Center…

Aqua, St. Regis Chicago and Lakeshore East

Take a short walk to see the Lakeshore East neighborhood, featuring two notable buildings designed by…

Riverwalk West

This tour helps you discover the western portion of the Riverwalk, starting at the Vietnam Memorial near…

5 Tours in this collection

Modernism: Reviving the Loop

Previously titled Mid-Century Modern Skyscrapers, this tour takes a look at iconic Mid-Century Modern…

Art Deco Skyscrapers: The Loop

Go inside the lobbies of Art Deco masterpieces built in the heart of Chicago’s financial district during…

Art Deco Skyscrapers: The Riverfront

Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during…

Chicago's Moveable Bridges

Understand how the unique Chicago-style bascule bridges work. View the underpinnings of the bridges,…

Walk the 606

Learn about The 606/Bloomingdale Trail and how it came to be during this 90-minute, one-mile walking…

Grant Park Secrets

Grant Park’s landscape is both front yard and recreation spot for Chicago. But did you know that the…

Civil War to Civil Rights at Oak Woods Cemetery

Hear the stories behind the people buried at the beautiful and tranquil Oak Woods Cemetery on Chicago’s…

6 Tours in this collection

Northwestern University

Discover Northwestern University’s stunning, wooded campus on the shore of Lake Michigan. This two-hour…

In addition to being the site of the 1893 World’s Fair, Hyde Park is also home to the University of…

Explore Chinatown

Discover the art, architecture and history of Chinatown on this 90-minute walk, which includes stops…

Discover Uptown—a treasure trove of terra cotta ornament and creatively repurposed historic buildings;…

Fulton-Randolph Market

Discover the fascinating 150-year evolution of the Fulton-Randolph Market District from food wholesaling…

Tours by type

Tours by location.

Experience why we're the #1 rated boat cruise in Chicago, tickets are on sale now for the 2024 season!

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Want a quick introduction to Chicago’s magnificent architecture? This 90-minute tour takes a comprehensive look at the city’s architectural history by viewing buildings in chronological order, from early skyscrapers to new supertall high rises.

Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Century marvels, learn about innovations used to build them and discover how they transformed Chicago into a center of skyscraper design and engineering…

Go inside the lobbies of Art Deco masterpieces built in the heart of Chicago’s financial district during the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism with lavish materials and geometric ornament.

Historic Treasures of Chicago’s Golden Age

Learn about the great architectural landmarks of Michigan Avenue and State Street. The 40 years between 1890 and 1930 saw the creation of some of Chicago’s the most memorable buildings, many of which are featured on this tour.

Discover a living urban canvas along the Wabash Avenue Arts Corridor in the South Loop. Learn more about the murals that make up this colorful corridor and discover art in hidden places.

Tiffany in Chicago

Learn about the life and work of Louis Comfort Tiffany as we visit some of Chicago’s most magnificent art-glass and mosaic installations, each designed and crafted by the Tiffany Glass and Decorating Company.

Must-See Chicago is a fast-paced, 90-minute introductory tour to Chicago featuring some of its most famous buildings, including the Wrigley Building, Tribune Tower, the Art Institute of Chicago, Willis (Sears) Tower, and more!

Architecture of the Magnificent Mile

Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier shopping district. Hear the secrets and stories behind the striking buildings on North Michigan Avenue that…

Over the course of 90 minutes, explore some of the newest buildings around the Chicago Architecture Center, focusing on construction elements and their impact on the city’s built environment.

Previously titled Mid-Century Modern Skyscrapers, this tour takes a look at iconic Mid-Century Modern architecture in Chicago and its triumvirate of modern architects (Mies van der Rohe, Bertrand Goldberg and SOM)

Humboldt Park

Walk the historic core in the largest of Chicago’s West Side parks, created by many including William LeBaron Jenney and Jens Jensen. Discover architecture and sculpture that honor many of the immigrant groups that have created our city. Our walk partner…

Historic Austin

Explore the architectural gems of Austin, a former “railroad suburb” on Chicago’s West side. Annexed in 1899, Austin became the home of numerous immigrant communities and remains a hub for many grand residences built in the fashionable Queen Anne…

Walk Kenilworth's leafy streets, learn the history of the village, view its earliest houses and see other fine examples of residential architecture that were designed between 1891 and the mid-1920s by distinguished Chicago architects.

This lively overview of Chicago architecture explores iconic buildings from the 1890s to present. We'll compare and contrast a wide range of buildings with varying architectural styles and see how older structures connect to new skyline additions.

Oak Park is home to the world’s largest collection of buildings designed by Frank Lloyd Wright. View the exteriors of nearly a dozen of Wright’s structures.

Discover the art, architecture and history of Chinatown on this 90-minute walk, which includes stops at a Chinese bakery and a former Italian church. The tour begins and ends near some of Chinatown's tastiest restaurants, convenient for those wanting…

Discover Northwestern University’s stunning, wooded campus on the shore of Lake Michigan. This two-hour walking tour explores a wide variety of architectural styles, from 19th Century Collegiate Gothic buildings to cutting-edge, contemporary designs…

Learn about The 606/Bloomingdale Trail and how it came to be during this 90-minute, one-mile walking tour along the beautifully restored Bloomingdale railroad viaduct on Chicago’s northwest side.

Discover the fascinating 150-year evolution of the Fulton-Randolph Market District from food wholesaling and meatpacking to gourmet restaurants, technology hubs and boutique hotels.

Lights, Camera, Architecture!

Chicago’s unique architecture has co-starred in movies with Ferris Bueller, Batman and the Blues Brothers, among other famous big screen characters. See some of the buildings featured in these films and more!

Hear the history of this stately neighborhood, home to Chicago’s early industrialists, modern-day innovators and President Barack Obama.

Walk Pilsen

Discover Pilsen, a neighborhood that continues to welcome immigrants, adding to the mosaic that enriches urban life. Walk a vibrant community whose architecture and art reflect the dreams of all who come to Chicago. Trace European and Mexican influences…

Discover Uptown—a treasure trove of terra cotta ornament and creatively repurposed historic buildings; home to entertainment palaces like the Riviera, Green Mill and the Aragon Ballroom; and one of the most diverse neighborhoods on the North Side.

Evanston Along the Lake

This walk through Evanston's Lakeshore Historic District explores a variety of churches and residences in the town that became Daniel Burnham's "country retreat" and which is still considered one of Chicago's most desirable suburbs.

In addition to being the site of the 1893 World’s Fair, Hyde Park is also home to the University of Chicago and many significant buildings, including Frank Lloyd Wright’s masterpiece, Robie House.

Gold Coast: Astor Street

Discover the architectural treasures of the Astor Street Historic District, one of Chicago's most affluent neighborhoods. The tour covers residential architecture of the late 19th and early 20th centuries and looks at the preservation movement of the…

Gold Coast: Dearborn Street

See beautifully preserved examples of domestic architecture of the early 1900s in this delightful walk along three blocks of Dearborn Street in the heart of Chicago’s Gold Coast.

Take a short walk to see the Lakeshore East neighborhood, featuring two notable buildings designed by the woman-led Studio Gang Architects: Aqua Tower and the St. Regis Chicago.

Mies and Modernism: The IIT Campus Tour

The Illinois Institute of Technology is home to the largest group of buildings designed by Mies van der Rohe—the most influential figure in American Modernism. This tour traces the evolution of the campus with a special emphasis on the years 1938—1958—the…

Wicker Park

Learn the history of this Northwest Side classic Chicago neighborhood listed on the National Register of Historic Places. Developed by numerous immigrant communities beginning in the 1870s, today it is a diverse mix of economic levels and architectural…

Grant Park’s landscape is both front yard and recreation spot for Chicago. But did you know that the area was once under water? Or that at one time it housed an airfield, a major league sports team and the tomb of a Civil War hero? Join us as we unlock…

Understand how the unique Chicago-style bascule bridges work. View the underpinnings of the bridges, as the tour follows the bridge lifts of three of the Chicago River’s most famous bridges, including Michigan Avenue’s DuSable Bridge, Columbus Drive’s…

Hear the stories behind the people buried at the beautiful and tranquil Oak Woods Cemetery on Chicago’s South Side, from important local African Americans who fought for Civil Rights to Confederate prisoners of war.

Civil War and Chicago's Role: Rosehill Cemetery

Hear the stories of the heroes, villains and ordinary citizens on this visit to Rosehill Cemetery. Learn about the people who were instrumental in the nomination of Lincoln, discover the role of newspaper editors in this struggle and those who were involved…

Explore Chicago’s amazing architecture from the unique perspective of elevated trains and station platforms. Learn the history behind the famous "L" system and hear how it has shaped the development of buildings within the Loop.

875 N. Michigan Ave (John Hancock Center)

Completed in 1970, 875 N. Michigan Ave (John Hancock Center) dominates the northern end of Chicago’s skyline. On this tour, you'll learn how the building forever changed the character of North Michigan Avenue.

Architectural Highlights by Bus

Discover the exciting diversity of Chicago’s world famous architecture as we trace its development from the early days up to the present.

Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during the business boom of the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism with lavish materials and geometric ornament.

Beverly (South): A Castle, Mansions and More

Tour one of Chicago’s most fascinating neighborhoods, Beverly. Explore two houses built just after the Great Fire of 1871, a Frank Lloyd Wright home and a true Chicago castle. This tour showcases part of Chicago’s Longwood Drive Landmark District…

Bohemian National Cemetery

Discover a wealth of stories told in stone and bronze at Bohemian National Cemetery. Since 1877, Bohemian National has remained the cemetery of choice for Chicago’s Bohemian and Czech immigrant communities. In this beautiful space, immigrants have vividly…

Chicago Board of Trade Building

The Chicago Board of Trade is a Loop icon and City of Chicago and US National Historic Landmark that anchors La Salle Street, described in the building's opening brochure as the 'monarch' of the street, still standing tall and proud. We’ll see newly…

Devil in the White City

History buffs and true crime lovers, rejoice! This bus tour delves into the compelling true story told in Erik Larson’s best-selling novel, “Devil in the White City.” The story traverses two simultaneous events in Chicago’s history: the World’s…

Fine Arts Building

Discover this treasure trove on Michigan Avenue and learn how it went from a carriage showroom to a high-profile artists’ colony that housed tenants like Frank Lloyd Wright, Lorado Taft and Harriet Monroe.

Fort Sheridan

Discover the history and architecture of Fort Sheridan, a former military base listed on the National Registry of Historic Places.

French Language (Langue Française): Les Incontournables

Cette visite vous propose un aperçu complet de l’architecture de Chicago, de ses bâtiments les plus connus et admirés, ainsi que la collection de nombreuses œuvres d’art dans le centre de la ville.

GRACELAND CEMETERY

Beautiful and serene, Graceland Cemetery is a treasured oasis in the center of our bustling city. Notables interred here are Chicago's movers and shakers of the late 19th and early 20th centuries: Daniel Burnham, Potter Palmer, Charles Wacker, George…

Graceland Cemetery: Symbols in Stone

As we explore a venerable section of Graceland Cemetery, we’ll discuss the meanings of and changes to gravestone symbols and shapes, from Victorian times to the present day.

Graceland Cemetery: Women of Influence

During Chicago’s period of growth in the late 19th and early 20th centuries, women played a hugely influential role by participating in the Underground Railroad, exhibiting the first Modern Art paintings, creating the juvenile justice system and even…

Highland Park

This tour traces Highland Park’s history from pioneer settlement to summer retreat for Chicago’s wealthy to year-round suburb. Encounter a beautiful variety of residential styles and see homes by architects like Frank Lloyd Wright and W. W. Boyington…

Hotel Boom: Making Old New Again

Chicago’s growth as a favorite travel destination has fueled a surge in the creative repurposing of historic skyscrapers into chic new hotels. Learn how and why a former motor club, insurance company and bank have undergone this change

Inland Steel Building

As the first skyscraper built within the Loop after World War II, the Inland Steel Building became an instant symbol of Chicago’s prominence as a modern American city in the 20th century.

Explore the fascinating history reflected in the unique designs of the North Shore suburb of Lake Bluff. Trace the history from the formation of the Lake Bluff Camp Meeting Association, and their plans for a resort similar to the Chautauqua movement,…

Lake Forest Cemetery

Experience the Lake Forest Cemetery's park-like setting overlooking Lake Michigan in one of Chicago's most beautiful premier suburbs. Hear stories of Lake Forest's founding and those who made their mark from Civil War to modern times.

Lincoln Park: From Cemetery to Sculpture Garden

Take a pleasant walk through Chicago’s beautiful Lincoln Park—a former lakeside cemetery turned recreation destination. Hear about the park’s history, learn the stories behind famous sculptures and enjoy a stroll through the park’s beloved zoo…

Macy's on State: The Legacy of Marshall Field's

Explore the construction, development and renovation of this State Street landmark by Daniel Burnham.

Marquette Building

Completed in 1895, the Marquette Building brings Chicago’s early history to life in an artistic and elegant setting. Examine the innovative exterior and get an up-close view of the beautiful interior.

Merchandise Mart

Once the largest building in the world, the Merchandise Mart remains a center for commercial and residential design. This massive structure has kept up with the times and is now recognized as a key Chicago hub for technological innovation.

Monadnock Building

Tour the world’s tallest commercial building with load-bearing masonry walls and learn how the transition from masonry to steel frame skyscrapers transformed the workplace.

Old Town Triangle

No other Chicago neighborhood is like Old Town. Tucked behind high-rises and moments from the vast green space of Lincoln Park, this landmark district has a unique history and diversity. Today diversity adds richness to Old Town from St. Michael's Church—considered…

Palmer House Hotel

Experience the glamour, intrigue and excitement of the bygone "Grand Hotel" era at the Palmer House. See recently restored public spaces and renovated guest rooms while learning about the history of Chicago’s oldest continually operating hotel.

Pub Tour: Andersonville

Experience the Swedish influences of Andersonville a historically landmarked neighborhood settled in the 1850's. Join us in seeing architecture taken to new uses and now operate as churches, restaurants and schools with Scandinavian inspiration. Get…

Pub Tour: Near North

Explore the variety of living spaces in the Near North neighborhood, part of River North. High rise living among micro-unit apartments interspersed with various hotels broaden the idea of working from home. Historically a destination for Italian immigrants…

Pub Tour: West Loop

Combining post-Chicago fire buildings with the recent influx of residents and company headquarters locations, see how buildings in the West Loop have adapted to spaces for families to live, work and play. Stroll by an abundance of cutting-edge dining…

Reliance Building

Marvel at the original marble, mahogany doors and decorative wrought iron found throughout the two lobbies and uppermost floors of this 1895 building, designed by John Wellborn Root and Charles Atwood.

River North: Transformation of a Neighborhood

See historic gems in this former center of manufacturing and explore its boom-and-bust transformation into a vibrant neighborhood buzzing with residential buildings, entertainment venues and office towers. Steeped in history and character, River North…

This tour helps you discover the western portion of the Riverwalk, starting at the Vietnam Memorial near State Street. As we walk to Lake Street, hear how this linear park—called Chicago’s new coastline by some—has become a magnet for outdoor recreation…

Rookery Building

Explore the interior and exterior of one of Chicago’s most famous and beloved historic buildings: The Rookery by Daniel Burnham and John Wellborn Root.

Sacred Spaces in Downtown Chicago

Chicago's downtown is home to a number of striking and architecturally significant houses of worship. Visit several of these sites, including "the tallest church in the world"—a skyscraper with offices, designed for worship and work.

Sheffield Historic District

Historic Sheffield is long considered a gem of late 19th century architecture, its streets lined with gorgeous homes from that era and beyond. Also noteworthy are the three Row House Districts from the 1870s and ’80s, each of them landmarked by the…

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Chicago Riverwalk and History Tour

Tour Information

Riverwalk and history tour, riverwalk and history tour highlights.

The Chicago River, still a hub of trade and commerce as it has been since the late 1700’s, has evolved into a bustling and beautiful destination of celebration. Learn the history that makes the Chicago River and its recently updated Riverwalk historically unique.  Chicago is home to one of the world’s most recognizable and celebrated skylines and the Riverwalk’s intimate vantage provides an ideal perspective from which to learn and appreciate its incredible buildings.

You will learn about Chicago's greatest triumphs as well as her most devastating tragedies.  You will see the birthplace of the city where the original army settlements were.  Since this tour is on foot, you will get to pause and really appreciate each architectural gem.

Other Pay-What-You-Wish Chicago Tours:

• Magnificent Mile
• Chicago Loop and Millennium Park
• Ghost Tours

Join Free Tours by Foot as we stroll leisurely along the Chicago River taking in beautiful architectural masterpieces, such as the Wrigley Building while learning stories about the architects who built them. The tour ends near the Centennial Fountain which commemorates one of Chicago’s greatest civic engineering feats! 

Sights we will cover on the Chicago Riverwalk Tour:

• The Chicago River
• Original settlement of Fort Dearborn
• The Jeweler’s Building
• The Aqua Building
• The Wrigley Building
• The Marina City Towers
• History of the Chicago Flag
• and much more!

Reservations:  REQUIRED.  Click here to reserve . Groups of 10 or more must  contact us  before booking.

También ofrecemos este tour en español

Where:   1 W Wacker Dr, Chicago, IL 60601 . Directly outside of the Renaissance Hotel at the corner of State St. and Wacker Dr.

Duration:  Tour lasts approx. 2 hours. Total walking is just over one mile (1.6 km).

View our  full tour calendar  .  Tours are on Central Standard Time!

Cost:  This tour is free to take, and you get to decide what, if anything, the tour was worth when it’s done. A  name-your-own-price tour  is a tour for anyone’s budget.

Save more money and combine our tours with a  tourist pass  and/or a  hop-on, hop-off bus  ticket.

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Self-Guided Chicago Walking Tours

Explore riverwalk & millennium park with this bundle.

Tour Details

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Welcome to the self-guided walking tour of chicago.

Explore the surprising beauty and history of the Windy City with this Chicago tours bundle of Millennium Park and Riverwalk! Snap a picture by the famous Cloud Gate sculpture and get away from the hustle and bustle in the city’s most iconic park. Then, stroll along the picturesque riverside, admire Chicago’s totally unique architecture, and learn the fascinating stories behind the city’s skyline. This combo is the easiest, best way to get to know this complex city!

About the Tour

Your Chicago tour through Millennium Park will begin at the park’s north end. From there, you’ll walk toward the famous Pritzker Pavilion, the park’s centerpiece. Once at the pavilion, you’ll learn about the biggest performances held here, the high-tech design, and the man behind it all: Jay Pritzker.

Next you’ll see the park’s “Secret Garden,” a beautiful green space featuring a peaceful boardwalk and fantastic skyline views.

After that, you’ll spot the Art Institute of Chicago and continue on to the incredible Crown Fountain, known for its intricately detailed “face towers.”

At last, you’ll arrive at Cloud Gate, known by the locals as “The Bean” (but don’t tell the artist)! Get to know the wacky artist behind it, find out how he created such a huge, smooth surface, and don’t forget to snap some pictures of your reflection! The Millennium Park tour concludes here.

Your Riverwalk tour begins by the historic DuSable Bridge. Here, you’ll learn not only about this picture-perfect bridge, but also about the iconic Wrigley Building.

From there, you’ll stroll west along the riverside, past what was once voted America’s Most Beautiful Bridge. After that, you’ll stop at the Chicago Vietnam Veterans Memorial for a moment of somber reflection.

The next stop is hard to miss: It’s the Marina Towers, looming 600 feet over the river. Find out why people say these towers are a “city within a city,” then keep walking to the Dearborn Street Bridge. Hear the full story of why an angry mob once descended on this bridge with axes, then continue your stroll.

As you walk, your audio guide will also recount the tale of one of the deadliest shipwrecks in American history… which took place right on the Chicago River!

Up next is the humbly-named (but not so humbly designed) Merchandise Mart. This gorgeous example of the art deco style is sure to pique the interest of any budding architects!

Next, you’ll reach Wolf Point, where, nearly 200 years ago, Chicago’s very first hotel once stood. Then you’ll get a good look at the Tribune Tower, home to the famous Chicago Tribune. This skyscraper also contains pieces of historic buildings from across the world, including the Notre Dame Cathedral and the Berlin Wall!

After that, you’ll come face to face with NBC’s Chicago headquarters, which look suspiciously like the iconic 30 Rockefeller Center in the Big Apple… because it was modeled after that iconic skyscraper!

Finally, you’ll stop by the last bridge separating the Chicago River from the great lake beyond. It’s a great place to admire the scenery, and an even better one to snap some photos for your Insta. The Riverwalk tour concludes here.

This bundle is the easiest, most flexible way to see the Windy City. So what are you waiting for?

Upgrade to Action+

For $99.99, you can upgrade to Action+ Annual Unlimited Subscription with 100+ tours. Use the tours as often as you like during your one-year subscription period. You also get free access to any new tours that come out during the time you are subscribed.

How Does It Work?

• Once you book a tour, you’ll get a text/email with instructions.
• Download the app (while in good wifi/signal) and use your unique password to access your tours. If there are multiple versions or entrances for your tour, be sure to download all audio guides.
• To begin touring, go to the starting point and launch the app.
• The audio starts automatically once you reach the starting point. Stick to the tour route and speed limit for the best experience.
• Please note that no one will meet you at the starting point.

What You'll See

Your tour begins at Millennium Park.

Parking Lot to Park

Mayor Richard Daley and architect Frank Gehry transformed an abandoned train yard into Millennium Park.

Jay Pritzker Pavilion

The iconic bandshell, designed by Frank Gehry, reflects sound and creates optimal acoustics using the LARES system.

Frank Gehry

Frank Gehry, a world-renowned architect, has left a lasting impact with his bold and whimsical designs.

Gehry's Fame

Gehry's architectural fame stems from his instantly recognizable aesthetic and iconic buildings worldwide.

Pavilion Acoustics

The LARES system at the Pritzker Pavilion provides clear sound and minimizes reverberation, creating a concert space free from external noise interruptions.

The Pavilion Today

The Pritzker Pavilion hosts a wide range of free events, including concerts, festivals, and fitness activities, against the backdrop of Chicago's skyline.

BP Pedestrian Bridge

Designed by Frank Gehry, the BP Bridge connects Millennium Park to Maggie Daley Park and serves as both a bridge and a sound barrier.

Lurie Gardens Entrance

Lurie Gardens, named after philanthropist Ann Lurie, reflects Chicago's historic landscapes and showcases the meticulous design of Kathryn Gustafson.

Kathryn Gustafson

Landscape architect Kathryn Gustafson is known for her innovative designs, incorporating earth, water, stone, and grass in projects worldwide.

Dark Plate and Light Plate

Lurie Gardens features two distinct sections, the Light Plate and the Dark Plate, representing Chicago's modernity and marshy roots.

Carl Sandburg

Carl Sandburg, a renowned poet, coined the phrase "City of Broad Shoulders" in his works, inspiring the protective hedge in Lurie Gardens.

Nichols Bridgeway

The Nichols Bridgeway, designed by Renzo Piano, connects Millennium Park to the Art Institute of Chicago.

Contemporary Art (Boeing Gallery South)

Explore the ever-changing contemporary art sculptures that evoke different emotions and perspectives.

Crown Fountain

The interactive Crown Fountain features Chicagoan faces spouting water, providing a playful and diverse tribute to the city's residents.

Walk to the Bean

Approach the famous Cloud Gate, also known as "The Bean," designed by Anish Kapoor to reflect and distort the city's skyline.

Under the Bean (Cloud Gate)

Stand beneath the seamless surface of Cloud Gate and admire its inner steel structure, designed to withstand Chicago's extreme temperatures.

Preview The Tour

  where does the chicago tour through millennium park begin.

The Chicago tour through Millennium Park begins at the park’s north end.

  What can visitors expect to see at the “Secret Garden” in Millennium Park?

The “Secret Garden” in Millennium Park offers beautiful green spaces, a peaceful boardwalk, and fantastic skyline views.

  Is the Chicago Loop walkable?

Yes, the Chicago Loop is highly walkable, with many attractions, shops, and restaurants within easy walking distance.

  Is Chicago tourist-friendly?

Yes, Chicago is a very tourist-friendly city, offering a wide range of attractions, tours, and activities to cater to visitors.

  Which month is best to visit Chicago?

The best months to visit Chicago are during the spring (April to June) and fall (September to October), when the weather is pleasant, and there are various events and festivals.

  What is the best way to tour Chicago?

The best way to tour Chicago is by taking guided walking tours, boat tours on the Chicago River, or hop-on-hop-off buses to explore the city’s main attractions.

  How can I tour Chicago without a car?

Chicago offers excellent public transportation, including buses and the ‘L’ train system, making it easy to explore the city without a car. Walking and biking are also popular options.

  What is the famous route in Chicago?

One of the most famous routes in Chicago is the Magnificent Mile, a stretch of Michigan Avenue known for its upscale shopping, dining, and cultural landmarks.

  What is the prettiest street in Chicago?

Many consider North Michigan Avenue, also known as the Magnificent Mile, to be one of the prettiest streets in Chicago due to its stunning architecture, shopping, and dining options.

  Where do most celebrities live in Chicago?

Celebrities often reside in affluent neighborhoods like Gold Coast, Lincoln Park, and Streeterville, where luxury homes and amenities are abundant.

  What is the starting point of the Riverwalk tour, and what will visitors learn about there?

The Riverwalk tour starts at the historic DuSable Bridge, and visitors will learn about this picturesque bridge and the iconic Wrigley Building.

Inclusions and Exclusions

Nearby tours.

Springfield Illinois Walking Tour: Self-Guided

$ 14.99 / Person

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9 Great Chicago Architecture Tours

I f you're looking for the best Chicago architecture tours, you've found them here! As a local who has explored these tours on weekends, during staycations, or while showing visiting friends around Chicago, I can honestly say that this list shares the most unique and fun experiences.

The city has great options including the best architectural boat tours, helicopter tours, walking tours, and more.

If you have limited hours, take the Hop On/Hop Off bus tour in Chicago or visit the top Chicago attractions to get the most out of a short amount of time.

Architecture Tours You Should Try in Chicago

Chicago architecture cruise.

Check rates for Chicago Architecture Cruise

If you love touring on water, then this cruise is for you. I've taken this cruise several times while showing friends the city and they loved it too.

On this cruise, you will ride the Chicago River and see the city's famous architecture. You'll see the impressive flat skyline including over 40 famous buildings such as Navy Pier, the Wrigley Building, and the John Hancock Building with audio narratives. The tour covers all three branches of the Chicago River.

Navy Pier Centennial Wheel Regular & Express

Check rates at Navy Pier Centennial Wheel

This is one of my favorite ways to see the city and the Chicago skyline. You circle only once, but the ride is super slow, and you'll have some great photo ops when you get to the top.

Navy Pier is among the most visited destinations in the world. It offers beautiful views from the wheel, and it's a must-do when in the area! Located right on the pier, you have spectacular views of the city's skyline, architecture, and waterfront.

45-Minute Private Helicopter Flight

Check rates at 45-Minute Private Helicopter Flight

I was scheduled to go on this flight but it was canceled due to bad weather. At least they are good at following safety protocol. Too bad that I missed this amazing experience by helicopter. From what I hear, you will get the best views of touring Chicago architecture, and the experience of flying amongst the clouds. 

Willis Tower Skydeck and The Ledge

Check rates for Willis Tower Skydeck and The Ledge

Having been on the Skydeck a couple of times, it never disappoints. What I didn't like much was that there is a limited time that you have to stand in the box. But if there were no supervision, the line would be from the street.

But here, you will have some of the most breathtaking views of Lake Michigan. You'll also see why home is to beautiful parks and cultural attractions such as the Adler Planetarium in Millennium and the Shedd Aquarium in Grant Park.

Look north to see Chicago's iconic skyscrapers and landmarks from Lincoln Park to the world-famous Wrigley Field.

Night Tour with Willis Tower Entry & Skyline Cruise

Check rates at Night Tour with Willis Tower Entry & Skyline Cruise

This tour is a wonderful way to spend the evening while touring in Chicago. You'll immerse yourself in one of the tallest architectural buildings in Chicago along with a Chicago boat tour. 

Experience the Windy City’s most popular attractions on this overnight tour. Watch the night light show of Buckingham Fountain. Cruise along the Chicago skyline and climb to the top of the iconic Willis Tower.

Big Bus Panoramic Sunset Tour with Live Guide

Check rates at Big Bus Open-Top Panoramic Night Tour

If this is your first visit to this city, this is a great way to tour Chicago , Illinois and how it shines at night. There is so much to see on both sides of the bus since the architecture of Chicago is interesting

Experience the stunning skyscrapers of Windy City that light up at night. Take a panoramic nighttime tour from the Magnificent Mile to Michigan Avenue past the Chicago Theater and Buckingham Fountain.

Chicago History, Culture, and Architecture Walking Tour

Check rates at Chicago History, Culture, and Architecture Walking Tour

This is a great way to hear about Chicago's history and architecture. Take a private stroll or share walks with family or friends for this architecture tour. You can see old and new architecture, try delicious local treats, see beautiful boats tour the river. 

Chicago Architecture Center Exhibit Admission

Check rates at Chicago Architecture Center Exhibit

The Chicago Architecture Center or CAC is located at the south end of Magnificent Rock near Michigan Walker Intersection. You'll discover super-sized models of architecture from around the world.

The vouchers give you access to two floors of imaginative exhibitions at the city's newest cultural venue.

Chicago Art Deco Skyscrapers Walking Tour

Check rates at Chicago Art Deco Skyscrapers Walking

The luxurious materials and geometric decorations of Art Deco represent the opulence and optimism of the decadent 20s. Visit some of the city's most beautiful architecture and learn about the history and characteristics of this modern decorative style.

Final Thoughts on the Best Chicago Architecture Tours

These are the best ways to tour Chicago architecture and see all the unmissable attractions. I've taken every single one of these tours, including ones not mentioned and found them worth the money.

I enjoyed seeing the towering skyscrapers and iconic landmarks. The tours offer a fascinating glimpse into the architectural history of the Chicago. Not to mention, it's nice to play tourist in my own back yard.

As a visitor, be sure to plan your tour in advance and consider factors such as weather and time of day to make the most of your experience. Don't forget your camera to capture the stunning views along the way.

Whether you're an architecture enthusiast or simply looking to appreciate the city's remarkable skyline, a Chicago architecture tour is a must-do activity. The buildings are inspiring structures and some are a marvel of innovative designs that have shaped this iconic city.

Whether you go on water, in the air, or on foot , book your tour today and embark on a journey through Chicago's architectural wonders.

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Walking Tour

Walking Tour | Pilsen Murals

Saturday, July 15, 2023 10:30 am

National Museum of Mexican Art 1852 W. 19th St. Chicago , IL 60608

$22.50 members

$25 non-members

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Experience the grandness of Pilsen’s murals with poet and multidisciplinary artist Luis Tubens . The public art on railroad viaducts, buildings, and doors shows an evolution of the community’s Mexican identity, heritage, and activism. In the tradition of Mayan and Aztec practices , these murals are vibrant, large-scale reflections of personal lived experiences. The style of the mural paintings has gone through multiple phases–political, social, graffiti, icon art–and will continue to evolve along with Pilsen’s population.

Tubens is a former arts educator at the local National Museum of Mexican Art .  This tour is created in partnership with Pilsen Public Art Tours .

Tour runs 1.5 to 2 hours. Meet outside the National Museum of Mexican Art, 1852 W. 19th St., Chicago, IL 60608.

$25, $22.50 members

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