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Chicago Walking Tour: Legacy of the Prohibition Era

icon 3 hours Mobile ticket Free Cancellation
Tickets from € 73.85

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April 2025
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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 and try a local sweet treat along the way as you explore on foot.
  • Enjoy stunning river views
  • Join Friendly Local English-speaking guide
  • Stroll through the beautiful parks
  • Get tips on what else to see, do and eat during your stay
  • Discover Chicagos’ incredible architecture both old and new
  • Taste local tradition: Chicago-style popcorn
  • Pass by where Chicago Theatre where musical Chicago was filmed
  • 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 start our tour under the dazzling marquee of the Chicago Theater (you might recognize from dozens of movies and TV shows) before heading off into the bustling city
    10 minutes
  • Chicago Pedway, Chicago, Illinois, United States
    Weather permitting, we'll head towards the Chicago Pedway. This unique feature of Chicago is used by locals and commuters daily to move about the city in a network of underground tunnels — especially necessary during the Midwest winters.
    20 minutes
  • City of Chicago - City Hall, Chicago, Illinois, United States
    We will pass by the City Hall-County Building, commonly known as City Hall. that houses the seats of government of the City of Chicago and Cook County.
  • Picasso Statue, Chicago, Illinois, United States
    Next, we will stop at the Chicago Picasso sculpture by Pablo Picasso in Daley Plaza . The 1967 installation of The Picasso, "precipitated an aesthetic shift in civic and urban planning, broadening the idea of public art beyond the commemorative."
    10 minutes
  • Chicago River, Chicago, Illinois, United States
    You’ll enjoy feeling like a local as you zip past buildings and catch even more awesome views. If your guide takes you on a water taxi, you’ll be seeing the Chicago skyline from a totally different perspective, as well as sharing in the daily commute of local Chicagoans late for work.
    20 minutes
  • Chicago Riverwalk, Chicago, Illinois, United States
    An award-winning $108 million, 1.25-mile promenade along the south bank of the Chicago River downtown. Weather permitting, we’ll take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Sears Tower (now known as the Willis Tower).
    20 minutes
  • Wrigley Building, Chicago, Illinois, United States
    We will pass by the Wrigley Building: 400 N Michigan Ave.
  • Tribune Tower, Chicago, Illinois, United States
    We'll pass by Tribune Tower, a 463-foot-tall (141 m), 36-floor neo-Gothic skyscraper located at 435 North Michigan Avenue.
  • The Magnificent Mile, Chicago, Illinois, United States
    We will stop at the Magnificent Mile - a premier commercial district in downtown. It was part of the 1909 Burnham Plan of Chicago, a visionary project to transform the city's urban landscape and it was built in the 1920s to replace an industrial and residential area. Here you can find many shops, restaurants, hotels, and attractions. It is located on North Michigan Avenue.
  • Chicago Cultural Center, Chicago, Illinois, United States
    Step inside a Chicago Landmark building operated by Chicago's Department of Cultural Affairs. The Cultural Center houses the city's official reception venue, where the Mayor of Chicago has welcomed presidents, royalty, diplomats, and community leaders
    15 minutes
  • Millennium Park, Chicago, IL, USA
    Next is picturesque Millennium Park, home to the iconic Bean sculpture. Here (or nearby), your guide will conclude your tour and point you in the right direction toward more amazing sights, great lunch spots, or a drink recommendation inside one of the most amazing spaces in the city.
    20 minutes
  • Cloud Gate, Chicago, Illinois, United States
    We will end the tour at the Cloud Gate, a public sculpture by Indian-born British artist Anish Kapoor, that is the centerpiece of AT&T Plaza at Millennium Park in the Loop community area of Chicago.
    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 the age of 6 are permitted to join this tour free of charge.
  • 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.
  • We can accommodate vegetarian options but cannot accommodate other food allergies or dietary preferences. Please notify us in advance if you have any dietary requests.
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.
Jenna J
12 Mar 2025
I had a fantastic experience on this tour and learned so much! Rich was so nice and knowledgeable. He even made suggestions for sports bars and restaurants.
David_C
01 Feb 2025
Provided lots interesting details throughout the walk on rainy Friday. Knew his information and communication was very clear.
andreajacobsen2
29 Dec 2024
It was amazing. I grew up in Rockford, IL and grew up going to Chicago a few times a year. But I never knew about its rich full history and of course its beautiful architecture. I know the boat tours are popular, but I recommend doing this one instead!! Going inside the buildings and learning about its history and viewing the ceilings and interior was amazing.
This tour in Chicago is organized by Intrepid Urban Adventures - USA

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