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Explore Chicago’s Hidden Past: Prohibition Culture & Architecture

icon 3 hours Mobile ticket Free Cancellation
Tickets from € 70,37

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July 2025
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Adult (6 - 99)

Minimum: 1, Maximun: 15
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Tour the streets of Chicago to see the beauty and legacy left behind by the Prohibition Era. See the amazing architecture, iconic sights (both old and new), the city's best spots along the way as you explore on foot.
  • Get tips on more sights, activities, and places to eat during your stay.
  • Enjoy Chicago-style popcorn
  • Discover architectural gems like Jewelers Building and London House
  • Join a friendly, local English-speaking guide on a walking tour.
  • Stroll the Chicago Riverwalk with stunning skyline views
  • See the Chicago Theater, Wrigley Building, and Tribune Tower.
  • Conclude at Millennium Park and the iconic Bean sculpture
  • Additional Food & Drink
  • Tips/gratuities for your guide
Departure Point

175 N State St, Chicago, IL 60601, USA The Chicago Theatre (underneath the marquee), 175 N. State Street, Chicago, IL 60601

Return Details

Millennium Park, Chicago, IL, USA Millennium Park and Michigan Ave

  • The Chicago Theatre, Chicago, Illinois, United States
    We begin at the iconic Chicago Theater marquee, then explore the city.
    10 minutes
  • Chicago Pedway, Chicago, Illinois, United States
    Weather permitting, we’ll explore the Chicago Pedway, a network of underground tunnels used by locals and commuters.
    20 minutes
  • City of Chicago - City Hall, Chicago, Illinois, United States
    We'll pass the City Hall-County Building, home to Chicago’s government and Cook County offices.
  • Picasso Statue, Chicago, Illinois, United States
    Next, we’ll stop at the Chicago Picasso in Daley Plaza, a 1967 installation that transformed public art and urban planning.
    10 minutes
  • Chicago River, Chicago, Illinois, United States
    Feel like a local as you walk past iconic buildings, catch stunning skyline views, and share in the daily commute along Chicago’s main artery.
    20 minutes
  • Chicago Riverwalk, Chicago, Illinois, United States
    Weather permitting, we’ll stroll the award-winning Chicago Riverwalk, enjoying views of iconic buildings like Marina Towers, the Wrigley Building, and the Tribune Tower.
    20 minutes
  • Wrigley Building, Chicago, Illinois, United States
    We’ll pass the iconic Wrigley Building at 400 N Michigan Ave, a historic landmark in the heart of Chicago.
  • Tribune Tower, Chicago, Illinois, United States
    Next, we’ll pass by Tribune Tower, a 463-foot, 36-story neo-Gothic skyscraper at 435 North Michigan Avenue.
  • The Magnificent Mile, Chicago, Illinois, United States
    Next, we’ll pass the Magnificent Mile on North Michigan Avenue, a vibrant district of shops, restaurants, and attractions, created as part of the 1909 Burnham Plan.
  • Chicago Cultural Center, Chicago, Illinois, United States
    Step inside a Chicago Landmark, the Cultural Center, where the Mayor has welcomed presidents, royalty, and dignitaries
    15 minutes
  • Millennium Park, Chicago, IL, USA
    Next is the picturesque Millennium Park, home to the iconic Bean sculpture. Your guide will end the tour here, offering tips on nearby sights, lunch spots, or drinks.
    20 minutes
  • Cloud Gate, Chicago, Illinois, United States
    We’ll end the tour at the Cloud Gate sculpture, also known as 'The Bean,' the centerpiece of Millennium Park.
    10 minutes
  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Transportation options are wheelchair accessible
  • Suitable for all physical fitness levels
  • This is a child-friendly tour. Children under 6 join for free. Children ages 6-11 can join at the adult rate. Please inform us of any children in your party at the time of booking, using the special requirements box on the checkout page.
  • Experiences happen rain, shine, or snow. Please dress accordingly.
  • Suitable for all ages and fitness levels, but please note that this tour covers about 4.8 km (3 miles) of walking.
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, cancel at least 24 hours before the scheduled departure time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
kristinbH5550BY
25 Jun 2025
A great way to see parts of the city we would not have thought about! It provided a good overview of Chicago history. Our guide, Dash, was wonderful!
I586EWjohnf
29 May 2025
Dash was our guide, and his knowledge and personality made this an amazing tour. He was eager to share both historical notes, and context that made Chicago’s amazing architectural history so unique. I lived in the city for 18 years and learned so much with him. Thanks for a great tour.
Fearless18713083259
27 May 2025
Incredible tour, highlighted by guide Dash. He has an infectious enthusiasm for the history of the city and getting to see things from the ground and getting inside of the buildings really makes the stories come alive. 2.5 hours didn't seem like nearly enough time to cover everything he had to share. Can't recommend highly enough
This tour in Chicago is organized by Intrepid Urban Adventures - USA

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We always double-check the availability with our local partners for each booking. Even though this is usually a swift process, it can take up to 24 hours. Once this process is completed you will receive your voucher or ticket by email. If our local partner is not able to confirm your booking we will offer you the best possible alternative. If the new date and/or time doesn’t fit your itinerary, we will reimburse the full amount paid.
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