Chicago Gangsters and Prohibition Private History Tour

Chicago, USA

Great choice

5+ bookings last month.

2 hours (approx.)
Pickup offered
Group discounts
Mobile ticket
Offered in: English

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Overview

What's Included

Hotel or custom pickup and drop-off
Professional English-speaking local driver/informal guide
Fuel and Tolls
All taxes and handling charges
Hotel pickup and drop-off
WiFi on board
Water

Meals and beverages
Tips and Gratuities

Meeting and Pickup

Pickup points

Select a pickup point

Pickup details

Your driver will meet you at the selected pickup location and time, and will wait for up to 30 minutes after the scheduled pickup. If no contact is made within this time, the booking will be considered a no-show, and the driver may leave. Before your ride, you’ll receive your driver’s name, phone number, and vehicle details, so you can easily recognize them upon arrival. Your driver will be punctual, professional, and happy to assist with your luggage and any special requests before beginning your journey. Please note that this sightseeing ride cannot start, end, or include stops at airports, ports, or train stations. If you have any special requirements — such as traveling with a service animal or needing extra assistance — kindly mention them when booking to ensure a smooth and enjoyable experience.

Itinerary

Biograph Theatre

15 minutes • Admission Ticket Free

Clark Street

15 minutes • Admission Ticket Free

Holy Name Cathedral

15 minutes • Admission Ticket Free

Criminal Court Building

15 minutes • Admission Ticket Free

Harry Caray's Italian Steakhouse

30 minutes • Admission Ticket Free

business locations

30 minutes • Admission Ticket Free

Additional Info

Confirmation will be received at time of booking
Not wheelchair accessible
Stroller accessible
Near public transportation
Infant seats available
Most travelers can participate

For 1-3 people: A comfortable sedan will be assigned to your group.
For 4-7 people: A spacious minivan will be assigned to your group.
Throughout your ride, our drivers serve as informal local guides—sharing stories, history, and local tips at every stop. Please note that drivers are not permitted to enter museums or archaeological areas, but they’ll ensure you make the most of your visit with suggestions and background information before you explore on your own.
Some stops on your itinerary may be closed on the date of travel due to public holidays, maintenance, or special events. We recommend verifying opening hours on the attraction’s official website or contacting us before your tour. If a stop is unexpectedly closed, we will try to offer a suitable alternative or a refund if the tickets are included in the price.
Our tours are fully flexible — you decide which attractions to explore inside and which to admire from the outside. Entrance tickets are not included unless clearly specified as a “tickets included” option in the tour selection. Your driver will adjust the itinerary based on opening hours, availability, and your preferences to ensure a smooth and enjoyable experience.
This is a private tour/activity. Only your group will participate

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Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Reviews

1.0

based on 2 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Good Luck

Mark_S, May 2026

I can’t rate the activity itself because our guide never showed up or answered any calls. Finally did speak to the tour company and they were nice but couldn’t reach the guide either. We will see how the refund process goes.

Response from Host, May 2026

Hi Mark, sorry to hear about what happened to the tour. Definitely, this is not what we would like you to experience with Welcome. Rest assured, we are working on this case and someone from our team will reach out to you as soon as possible. Thank you for your time and for bringing this to our attention.

Run Away - Avoid At All Costs

Joseph_D, May 2026

Want to see your hard earned money be burned right in front of your face?? Well then, you’ve found the right experience provider for that. You”ll be told that “the driver serves as a local, English-speaking professional who can share general insights and stories—similar to a knowledgeable local—but is not a certified tour guide.” Let’s clarify: There will absolutely be no general insights and no stories being provided by your driver. Your driver will stop in front of the location - play a 30 second audio recording and move on. The “English-speaking”. Most likely English won’t be the native language of your driver, which is fine. But because of this, you run the risk that your driver won’t be able to communicate with you in a coherent manner and won’t be able to read, in a coherent manner and any scripts or prompts they have been provided, setting the driver up for failure. “Professional” yeah don’t get me started on that claim. I’m not utterly confused what I paid $230 for - and where exactly that money went , was that bad we ended it after an hour. DO NOT SIGN UP FOR THIS - AVOID AT ALL COSTS. THIS IS BORDERLINE SCAM.

Response from Host, May 2026

Hi Joseph, we apologize for any inconvenience you've experienced with your booking in Chicago. We will make sure to help you further and to do that we would appreciate more details regarding your concerns. Please reach out to us at hello@welcomepickups.com, including your booking information and our Support Team will assist you regarding this. This will also help us investigate further and ensure a smoother experience for you in the future. Thank you for bringing this to our attention.

Likely to Sell Out