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Chicago Prohibition Tour: Explore Historic Streets
4.8
90 Ratings
Chicago
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.
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…
- 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 government and Cook County offices.
- Picasso Statue - Visit the Chicago Picasso in Daley Plaza, a 1967 installation that revolutionized public art and urban planning.
- Chicago River - Experience the local vibe as you walk by iconic buildings, enjoy breathtaking skyline views, and join the daily commute along Chicago’s main thoroughfare.
- Chicago Riverwalk - Weather permitting, take a leisurely walk along the award-winning Chicago Riverwalk, admiring views of iconic structures like Marina Towers, the Wrigley Building, and the Tribune Tower.
- Wrigley Building - Pass by the historic Wrigley Building at 400 N Michigan Ave, a landmark in the heart of Chicago.
- Tribune Tower - Continue past the Tribune Tower, a 463-foot, 36-story neo-Gothic skyscraper at 435 North Michigan Avenue.
- The Magnificent Mile - Stroll along the Magnificent Mile on North Michigan Avenue, a lively area filled with shops, restaurants, and attractions, developed as part of the 1909 Burnham Plan.
- Chicago Cultural Center - Enter the Chicago Cultural Center, a landmark where the Mayor has greeted presidents, royalty, and dignitaries.
- Millennium Park - Visit the scenic Millennium Park, home to the famous Bean sculpture. The guide will conclude the tour here, providing suggestions for nearby attractions, dining, or drinks.
- Cloud Gate - Conclude the tour at the Cloud Gate sculpture, also known as ‘The Bean,’ the highlight of Millennium Park.
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.
-…
- 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.
- Get tips on more sights, activities, and places to eat during your stay.
What's Not Included
- Additional Food & Drink
- Tips/gratuities for your guide
- 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.
- 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.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.8
(90 Ratings)
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Kristinbh5550by
Jun 25, 2025
Good introduction to Chicago! - 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!
Review provided by Tripadvisor
I586ewjohnf
May 29, 2025
A Dash through architecture - 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.
Review provided by Tripadvisor
Fearless18713083259
May 27, 2025
Great Tour with Dash - 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
Review provided by Tripadvisor
Helen
May 15, 2025
A morning learning so much about Chicago - Rich was such a good guide. He set a realistic pace and was helpful and informative. We had a worthwhile experience and learnt so much more than we would have on our own.
Review provided by Tripadvisor
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
