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Chicago Walk: Prohibition, Architecture & Hidden Gems

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$49.00 /person
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About the activity

Explore Chicago’s streets on foot and uncover the legacy of the Prohibition Era. See iconic sights, stunning architecture, and learn how history, crime, and design shaped the city we know today.

  • Free cancellation
    Cancel up to 24 hours in advance for a full refund.
  • Instant confirmation & Mobile tickets
    Receive your ticket right away. Use your phone or print your voucher.
  • Private tour
    Avoid crowds with an exclusive experience. (depends on selected option)
  • Live guiding
    English
  • Duration
    2.5 hours
  • Includes
    • Guided walking tour through downtown Chicago
    • Expert local English-speaking guide
    • Chicago-style popcorn tasting
    • Visit to Millennium Park and The Bean
    • Stops at Prohibition-era and architectural landmarks
    • Entry to the Chicago Pedway
    • Gratuities
Highlights & Description

Highlights

  • Walk the Pedway, Riverwalk & visit Millennium Park and The Bean
  • Discover Chicago’s Prohibition past with expert local guides
  • See iconic architecture like the Wrigley Building & Tribune Tower
  • Enjoy a Chicago-style popcorn tasting
  • Join small-group tour with max 12 guests for a personal experience

Description

Explore Chicago’s Prohibition Era legacy and how it shaped the city's growth and architecture. Learn about iconic buildings that reflect Chicago’s dynamic future and rich history.

Start at the Chicago Theater, then stroll along the Riverwalk, learning about key landmarks like Marina Towers, Willis Tower, and the Jewelers Building. Discover Art Deco designs at the London House and Du Sable Bridge.

Visit the Chicago Cultural Center, a stunning architectural gem, and enjoy a local treat of Chicago-style popcorn. Learn about the Wrigley Building, Tribune Tower, and the city’s historical roots in journalism.

End at Millennium Park, home to the iconic Bean sculpture, with your guide offering great recommendations for lunch and further sights.

Good to know before you go
  • Is this tour environmentally responsible? This tour is carbon neutral and operated by a B Corp certified company committed to using travel as a force for good.
  • How many people will be on the tour? This is a small-group experience with a maximum of 16 travelers.
  • Can children join the tour? Yes, this is a child-friendly walking tour. Children under 6 can join free of charge.
  • How much walking is involved? The tour covers 4.8 to 6.4 km (3–4 miles) and is suitable for all fitness levels.
  • What happens in bad weather? The tour runs rain, shine, or snow. Please dress appropriately for the weather.
Meeting point

Shared Group Tour

Private Tour

Reviews & Ratings

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Frequently Asked Questions

1. What is the cancellation policy for this activity?
Cancel up to 24 hours in advance for a full refund.
2. When will I receive the confirmation of my booking?
You will receive an email notification right after your successful payment. If you don't see it in your inbox, check your spam or junk mail folder. When the payment is completed you have the option to download your ticket directly.
3. What is a private tour?
Private tours offer more advantages and benefits than regular tours. You will have your own private guide for the duration of the tour. You can also customize the itinerary to your specific interests and needs.
4. Are mobile tickets enough or do I have to print them?
Tickets don't need to be printed. You can show your ticket from your smartphone as a PDF.
  • Adults
    12-99 years
  • Children
    6-11 years
  • Infants
    0-5 years
December 2025
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