
Original Chicago Prohibition Bus Tour
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 4 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Original Chicago Prohibition Bus Tour worth booking?
Original Chicago Prohibition Bus Tour is a 0-hour experience in Chicago, United States, from $55 per person. It scores 46 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 5/5 rating across 4 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 46 / 100
- Rating
- 5/5 (4)
- Duration
- 0 hours
- From
- $55 per person
Our Original Bus Tour is a deep dive into Chicago's most notorious era. Taking you to neighborhood gems you may not find on your own, grab a drink and enjoy the history of the men, women and locations (famous and infamou
What you get
About this experience
Our Original Bus Tour is a deep dive into Chicago's most notorious era. Taking you to neighborhood gems you may not find on your own, grab a drink and enjoy the history of the men, women and locations (famous and infamous) that helped shape Chicago as we know it today.
What's included
Included
- Private transportation
Not included
- Alcoholic beverages
- Meals
Where it starts and ends
Meeting point
Chicago
Butch McGuires is located at 20 W Division St. When you arrive, go inside and the staff can direct you.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Both our walking and bus tours end inside Harry Caray's located at 33 W Kinzie
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Sat, Sun
- Group size
- Up to 15 travelers per booking
- Operated by
- Chicago Prohibition Tours
Know before you go
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Photos





What travelers are saying
Outty’s summary of the themes that recur across 3 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
3 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
1 mentionTravelers single out the guide as the reason the experience works.
Food and drink
1 mentionThe tastings and food stops are a highlight for most reviewers.
Traveler reviews
3 verified traveler reviews for Original Chicago Prohibition Bus Tour. Ratings and reviews provided by Viator and Tripadvisor.
A great way to discovery Chicago history while imbibing
My wife, her parents and sister, and I joined Jonathan on the Original Chicago Prohibition Tour on a Saturday afternoon in early June. We visited four bars/restaurants, all via bus, learned a lot of history, and had some fun drinks along the way. It was a great tour with balanced pacing at each location, but Jonathan made the tour truly fun. Highly recommended!
via Tripadvisor
A Must-See Tour!
Our tour guide Jonathan was a wealth of knowledge! I'd recommend this tour for tourists and locals alike. It's a great look at the history of Prohibition, dispels many of the rumors we know, and provides tremendous insight on how this era still impacts us today. Do yourself a favor and book this tour!
via Tripadvisor
Awesome tour with great cocktails!
Jonathan was very informative and made the experience fun and lively! I highly recommend this tour….
via Tripadvisor
Good to know
- Duration
- 0 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Sat, Sun
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 1
- Verdict
- Worth a Look
Why this scores 46
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Original Chicago Prohibition Bus Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Chicago.
How much does Original Chicago Prohibition Bus Tour cost?
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Prices start at $55 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Chicago usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Original Chicago Prohibition Bus Tour take?
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Plan for about 0 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Chicago is not rushed.
Is Original Chicago Prohibition Bus Tour worth it?
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It holds an Outty Ranking of 46 out of 100, which we label "Worth a Look". That score blends traveler sentiment (5/5 across 4 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Chicago, and how flexible the cancellation terms are.
Can I cancel or reschedule Original Chicago Prohibition Bus Tour?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Original Chicago Prohibition Bus Tour suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 0-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Original Chicago Prohibition Bus Tour?
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Around 1 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Chicago can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Chicago and add a light layer if any part of the 0-hour experience runs outdoors or after sunset.
Where does Original Chicago Prohibition Bus Tour start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Chicago within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Chicago?
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Chicago's signature experience is still the architecture boat cruise, and the difference between the docent-led originals and the party-boat imitators is the single biggest quality gap in the city. Beyond the river: gangster history walks, Art Institute access, deep-dish and hot-dog crawls, and skydeck timed entry. Outty Ranking leans on guide credentials and how consistently the promised route runs. On Outty we rank every Chicago experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Original Chicago Architecture Interiors Tour: Dazzling Interiors, Chicago Murder Mystery Tour, Chicago Favorites Ultimate Food and Walking Tour. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Chicago?
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May to October. Winter cruises stop running when the river ices. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Chicago?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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