Chicago Prohibition Tour: Explore Historic Streets

Stroll through the streets of Chicago to admire the beauty and heritage from the Prohibition Era. Discover the stunning architecture, iconic landmarks (both historic and modern), and the city’s top attractions as you explore on foot.

Duration: 2 hours, 30 minutes
Cancellation: 24 hours
Highlights
  • The Chicago Theatre - Start at the renowned Chicago Theatre marquee and then venture into the city.
  • Chicago Pedway - If the weather is favorable, explore the Chicago Pedway, a series of underground tunnels frequented by locals and commuters.
  • City of Chicago - City Hall - Pass by the City Hall-County Building, which houses Chicago’s…
What's Included
  • Join a friendly, local English-speaking guide on a walking tour.
  • Stroll the Chicago Riverwalk with stunning skyline views.
  • Discover architectural gems like Jewelers Building and London House.
  • See the Chicago Theater, Wrigley Building, and Tribune Tower.
  • Conclude at Millennium Park and the iconic Bean sculpture.
  • Enjoy Chicago-style popcorn.
    -…
What's Not Included
  • Additional Food & Drink
  • Tips/gratuities for your guide
Additional Information
  • 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.
Location
The Chicago Theatre
North State Street
The Chicago Theatre (underneath the marquee), 175 N. State Street, Chicago, IL 60601
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.8
(87 Ratings)
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Jennifer_v
May 5, 2025
Rich is a gem! - We loved our tour with Rich, it felt like walking through town with an old friend. Highly recommend!
Review provided by Viator
Megan_b
May 3, 2025
A great experience with a great guide - We had a great time learning about the architectural history and sights of Chicago with Rich! He was very knowledgeable and had lots of interesting details about each of the places we visited.
Review provided by Viator
Betsy
Apr 27, 2025
Don't miss this tour! - Wow!! We would have given this tour 6 stars if we could. Our tour guide, Dave, was so knowledgeable and spun the stories to weave Chicago's history so clearly for these East Coast visitors. Loved the mixture of interior and street landmarks. We learned so much and will be sure to recommend this tour to others. A true highlight activity of our visit to Chicago.
Review provided by Tripadvisor
Barbara_s
Apr 26, 2025
Very informative and... - Very informative and interesting. Dave was easy to be with and was a wealth of information. We would never have known about these things or seen as many interesting points if we hadn’t taken this tour
Review provided by Viator
Tom_l
Apr 13, 2025
nothing beats... - nothing beats “edutainment” and this tour was chock full of it. live learning about all the hidden gems they are so easy to overlook. thanks to our amazing tour guide
Review provided by Viator
Jenna
Mar 12, 2025
A fantastic day in the city - 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.
Review provided by Tripadvisor
David_c
Feb 1, 2025
Provided lots interesting... - Provided lots interesting details throughout the walk on rainy Friday. Knew his information and communication was very clear.
Review provided by Viator
Andreajacobsen2
Dec 29, 2024
Must do! - 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.
Review provided by Viator
Rob_b
Nov 25, 2024
Best city tour I’ve ever had - My gf and I had the best tour with Dave. He knew so many hidden spots and all the history we were interested in. Highly highly recommend
Review provided by Viator
Sue
Oct 29, 2024
Chicago by foot in 2 1/2 hours - Our guide, Rich, was great. He enthusiastically took us on a very informative tour of beautiful buildings and sculptures. Lots of time to stop along the way for photo opportunities ( and enjoyed our chocolate and popcorn!)
Review provided by Tripadvisor
From $40
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).