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Top 10 Best Chicago Walking Tours

Found 157 Walking Tours activities in Chicago. Sort by Popularity. - Page 7
 

Chicago Art Deco Madness Walking Tour

(4.9 of 32 reviews)

Chicago’s Loop is home to some of the city’s most perfectly preserved Art Deco architecture designed during the Roaring 20s. See 7 stunning Art Deco buildings, all masterpieces in their unique & individual ways, as well as 4-5... More

Start From $45.00
 
Chicago Art Deco Madness Walking Tour Likely to Sell Out

Chicago Art Deco Madness Walking Tour

  • Chicago
  • Superb32 reviews4.9

Chicago’s Loop is home to some of the city’s most perfectly preserved Art Deco architecture desi....

    Start From $45.00
 
 

Inside Tour of Chicago’s Fine Arts Building

(4.9 of 23 reviews)

Take a time travel journey inside Chicago's best-kept secret: a 125-year-old architectural marvel. This extraordinary building was envisioned by renowned architect Solon Spencer Beman, famous for designing the town of Pullman and ... More

Start From $45.00
 
Inside Tour of Chicago’s Fine Arts Building Likely to Sell Out

Inside Tour of Chicago’s Fine Arts Building

  • Chicago
  • Superb23 reviews4.9

Take a time travel journey inside Chicago's best-kept secret: a 125-year-old architectural marvel. T....

    Start From $45.00
 
 

Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour

(4.9 of 23 reviews)

See Chicago through the eyes of Al Capone and the Everleigh Sisters at your own pace with this affordable walking tour. • Walk in the footsteps of the gangsters, bootleggers, hoodlums, gunmen, and crooked cops and politicians w... More

Private Tour
Start From $9.99
 
Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour Likely to Sell Out

Chicago’s Ragtime & Jazz Eras: A Self-Guided Audio Tour

  • Chicago
  • Superb23 reviews4.9

See Chicago through the eyes of Al Capone and the Everleigh Sisters at your own pace with this affor....

    Private Tour
    Start From $9.99
 
 

Custom Chicago Walking Tours

(5 of 2 reviews)

We create custom walking tours for groups of all sizes and interests, blending delicious food experiences with rich historical storytelling. From downtown explorations for high school students, to tavern tours tracing Chicago’s ... More

Free Cancellation
Private Tour
Start From $20.00
 
Custom Chicago Walking Tours Likely to Sell Out

Custom Chicago Walking Tours

  • Chicago
  • Superb2 reviews5

We create custom walking tours for groups of all sizes and interests, blending delicious food experi....

    Free Cancellation
    Private Tour
    Start From $20.00
 
 

Lincoln Park Spirits Ghost Private Walking Tour

(5 of 2 reviews)

Skip the crowds this is a private tour for your group only! “Lincoln Park Spirits: A Ghostly Walk Through Chicago’s Past” takes you on an eerie exploration of the Lincoln Park neighborhood. Begin at Julia Porter Park, a sere... More

Free Cancellation
Private Tour
Start From $656.64
 
Lincoln Park Spirits Ghost Private Walking Tour Likely to Sell Out

Lincoln Park Spirits Ghost Private Walking Tour

  • Chicago
  • Superb2 reviews5

Skip the crowds this is a private tour for your group only! “Lincoln Park Spirits: A Ghostly Walk ....

    Free Cancellation
    Private Tour
    Start From $656.64
 
 

Echoes of Elegance Private Tour Chicago’s Architectural Splendors

(5 of 2 reviews)

Skip the crowds this is a private tour for your group only! Embark on a captivating journey through Chicago’s most illustrious addresses, where each step tells a story of architectural brilliance, historical grandeur, and cultur... More

Free Cancellation
Private Tour
Start From $656.64
 
Echoes of Elegance Private Tour Chicago’s Architectural Splendors Likely to Sell Out

Echoes of Elegance Private Tour Chicago’s Architectural Splendo....

  • Chicago
  • Superb2 reviews5

Skip the crowds this is a private tour for your group only! Embark on a captivating journey through ....

    Free Cancellation
    Private Tour
    Start From $656.64
 
 

Small Group Downtown Chicago Walking Tour

(5 of 1 review)

What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hiding in plain sight amidst world famous architecture. This 2.5 hour small group (12 Guest Maximum) guided walking tour is perfect f... More

Free Cancellation
Private Tour
Start From $51.94
 
Small Group Downtown Chicago Walking Tour Likely to Sell Out

Small Group Downtown Chicago Walking Tour

  • Chicago
  • Superb1 review5

What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hid....

    Free Cancellation
    Private Tour
    Start From $51.94
 
 

Private Walking Tour of Chicago’s Artsy Cultural Landmarks

(5 of 1 review)

Skip the crowds this is a private tour for your group only! Dive into "Chicago's Artsy Cultural Landmarks – Walking Tour," a vibrant exploration of the city's iconic artistic and architectural gems. Start at the Chicago Cultural... More

Free Cancellation
Private Tour
Start From $656.64
 
Private Walking Tour of Chicago’s Artsy Cultural Landmarks Likely to Sell Out

Private Walking Tour of Chicago’s Artsy Cultural Landmarks

  • Chicago
  • Superb1 review5

Skip the crowds this is a private tour for your group only! Dive into "Chicago's Artsy Cultural Land....

    Free Cancellation
    Private Tour
    Start From $656.64
 
 

Chicago Christmas Loop Tour

(5 of 1 review)

The Loop is the heart of downtown Chicago. Within lies amazing art and architecture, great entertainment and shopping, history and horror and number of hidden gems. Christmastime adds another layer. It can be overwhelming, on your... More

Free Cancellation
Private Tour
Start From $80.00
 
Chicago Christmas Loop Tour Likely to Sell Out

Chicago Christmas Loop Tour

  • Chicago
  • Superb1 review5

The Loop is the heart of downtown Chicago. Within lies amazing art and architecture, great entertain....

    Free Cancellation
    Private Tour
    Start From $80.00
 
 

Lincoln Park Nature Museum & Zoo Private Walking Tour

(5 of 2 reviews)

Discover the wild heart of Chicago on our guided walking tour through Lincoln Park, where nature and history meet in one unforgettable experience. What sets our tour apart is the seamless blend of three iconic destinations—the P... More

Free Cancellation
Private Tour
Start From $250.00
 
Lincoln Park Nature Museum & Zoo Private Walking Tour Likely to Sell Out

Lincoln Park Nature Museum & Zoo Private Walking Tour

  • Chicago
  • Superb2 reviews5

Discover the wild heart of Chicago on our guided walking tour through Lincoln Park, where nature and....

    Free Cancellation
    Private Tour
    Start From $250.00
 
 

Historic Pullman Private Half-Day Walking Tour

(5 of 2 reviews)

Step into Chicago’s past and explore the story of America’s first model industrial town on this guided walking tour through the Pullman Historic District. Once the heart of George Pullman’s luxury railcar empire, this neighb... More

Free Cancellation
Private Tour
Start From $223.00
 
Historic Pullman Private Half-Day Walking Tour Likely to Sell Out

Historic Pullman Private Half-Day Walking Tour

  • Chicago
  • Superb2 reviews5

Step into Chicago’s past and explore the story of America’s first model industrial town on this ....

    Free Cancellation
    Private Tour
    Start From $223.00
 
 

Chicago Local Fashion Designers Shopping Tour with a Stylist

(5 of 2 reviews)

Discover the local shopping scene and its fashion DNA with a professional stylist as you embark on a personalized shopping circuit built to meet your style and wishes. Learn more about the art of styling your body features and ta... More

Free Cancellation
Private Tour
Start From $149.64
 
Chicago Local Fashion Designers Shopping Tour with a Stylist Likely to Sell Out

Chicago Local Fashion Designers Shopping Tour with a Stylist

  • Chicago
  • Superb2 reviews5

Discover the local shopping scene and its fashion DNA with a professional stylist as you embark on a....

    Free Cancellation
    Private Tour
    Start From $149.64
 
 

Private Chicago Street Food Walking Tour With A Local Guide

(5 of 2 reviews)

Immerse yourself in the vibrant food culture of Chicago with a guided walking tour, led by a knowledgeable local guide. Traverse Downtown's diverse culinary landscape, tracing the influence of immigrants on the city's gastronomy. ... More

Free Cancellation
Private Tour
Start From $306.43
 
Private Chicago Street Food Walking Tour With A Local Guide Likely to Sell Out

Private Chicago Street Food Walking Tour With A Local Guide

  • Chicago
  • Superb2 reviews5

Immerse yourself in the vibrant food culture of Chicago with a guided walking tour, led by a knowled....

    Free Cancellation
    Private Tour
    Start From $306.43
 
 

Chicago Full Day City - Rofftops-Interior - Pedway

(5 of 4 reviews)

Because we don't just show you the city... we tell you, and we make you live it! At ChicaGo Turismo you will discover the true essence of Chicago: its vibrant history, imposing architecture and hidden corners that few know. Our gu... More

Free Cancellation
Private Tour
Start From $35.00
 
Chicago Full Day City - Rofftops-Interior - Pedway Likely to Sell Out

Chicago Full Day City - Rofftops-Interior - Pedway

  • Chicago
  • Superb4 reviews5

Because we don't just show you the city... we tell you, and we make you live it! At ChicaGo Turismo ....

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Wind City Wanderlust: A Private Chicago Family Odyssey

(5 of 4 reviews)

Skip the crowds this is a private tour for your group only! Embark on a family adventure starting at the iconic metal horse sculpture at 425 S. Financial Place, a symbol of strength in the city's bustling financial district. Wande... More

Free Cancellation
Private Tour
Start From $656.64
 
Wind City Wanderlust: A Private Chicago Family Odyssey Likely to Sell Out

Wind City Wanderlust: A Private Chicago Family Odyssey

  • Chicago
  • Superb4 reviews5

Skip the crowds this is a private tour for your group only! Embark on a family adventure starting at....

    Free Cancellation
    Private Tour
    Start From $656.64
 
 

Chicago Murder Mystery Quest Outdoor Detective Escape Game

(5 of 4 reviews)

Play detective in a real-world murder mystery Solve 10–15 interactive puzzles and riddles Explore Chicago with a GPS-guided quest Great for couples, families, and friends Start anytime, pause and resume at your pace... More

Free Cancellation
Private Tour
Start From $5.99
 
Chicago Murder Mystery Quest Outdoor Detective Escape Game Likely to Sell Out

Chicago Murder Mystery Quest Outdoor Detective Escape Game

  • Chicago
  • Superb4 reviews5

Play detective in a real-world murder mystery Solve 10–15 interactive puzzles and riddles Explor....

    Free Cancellation
    Private Tour
    Start From $5.99
 
 

2 hours Private Evening Walking Tour with the Ghosts of Chicago

(5 of 4 reviews)

Step into the eerie past of Chicago on this thrilling 2-hour private ghost tour led by a local through the haunted corners of the Lincoln Park area.... More

Free Cancellation
Private Tour
Start From $350.00
 
2 hours Private Evening Walking Tour with the Ghosts of Chicago Likely to Sell Out

2 hours Private Evening Walking Tour with the Ghosts of Chicago

  • Chicago
  • Superb4 reviews5

Step into the eerie past of Chicago on this thrilling 2-hour private ghost tour led by a local throu....

    Free Cancellation
    Private Tour
    Start From $350.00
 
 

Wizard of Oz Movie Tour in Chicago

(5 of 1 review)

Uncover Hollywood's sinister past in Chicago through The Wizard of Oz, cocaine movies, and gangsters! A park inspired by The Wizard of Oz, homes designed by Chicago's leading architect, and a theater built for moving pictures see... More

Free Cancellation
Private Tour
Start From $49.99
 
Wizard of Oz Movie Tour in Chicago Likely to Sell Out

Wizard of Oz Movie Tour in Chicago

  • Chicago
  • Superb1 review5

Uncover Hollywood's sinister past in Chicago through The Wizard of Oz, cocaine movies, and gangsters....

    Free Cancellation
    Private Tour
    Start From $49.99
 
 

Movie and TV Guided Walking Tour Through Chicago Union Station

(5 of 1 review)

Embark on a 90-minute guided walking tour through Chicago's Union Station to explore its Hollywood connections. Gain exclusive access to areas not usually available to the public as you discover how this iconic train station has b... More

Free Cancellation
Private Tour
Start From $49.99
 
Movie and TV Guided Walking Tour Through Chicago Union Station Likely to Sell Out

Movie and TV Guided Walking Tour Through Chicago Union Station

  • Chicago
  • Superb1 review5

Embark on a 90-minute guided walking tour through Chicago's Union Station to explore its Hollywood c....

    Free Cancellation
    Private Tour
    Start From $49.99
 
 

Field Museum of Natural History Chicago Tour with Tickets

(5 of 2 reviews)

Skip the lines and uncover ancient wonders at Chicago’s Field Museum, home to SUE, the world’s most complete T. rex. Marvel at dazzling artifacts, real mummies, and hidden treasures from lost civilizations. Step into a world o... More

Free Cancellation
Private Tour
Start From $313.00
 
Field Museum of Natural History Chicago Tour with Tickets Likely to Sell Out

Field Museum of Natural History Chicago Tour with Tickets

  • Chicago
  • Superb2 reviews5

Skip the lines and uncover ancient wonders at Chicago’s Field Museum, home to SUE, the world’s m....

    Free Cancellation
    Private Tour
    Start From $313.00
 
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