Travel back in time to learn about life in Chicago in the 1920s, 30s, and 40s on this private, 2.5-hour sightseeing tour. Learn about the mafia, blues music, plus the city’s scandals, sports teams, and more. Then explore the current nightlife scene in the Windy City.

Historic Chicago sightseeing tour of the 1920s-1940s
Learn about the mafia, blues music, scandals and more
Explore the current nightlife scene in Chicago
Private guide ensures personal attention

What's Included

Bottled water
Driver/guide
Hotel pickup and drop-off
Transport by private vehicle

Alcoholic drinks (available to purchase)
Gratuities

Meeting And Pickup

Pickup points

Select a pickup point

Start time

07:30 PM

What To Expect

Begin this exploration into Chicago’s notorious past with a visit to the very location of the St. Valentine's Day Massacre — located in a garage on the city’s North Side — and find out about the events that led up to it. Then learn about Prohibition — including its history and how it became one of Chicago's defining moments. And see how the music known as ‘the Blues’ became a powerful force that helped the Mafia grow in Chicago.

Next, explore Chicago’s modern-day nightlife scene, featuring a stop at a legendary landmark bar that was previously owned by famous gangster Al Capone. Enjoy a drink (for a fee) and maybe some live music, in the spirit of the 1920s. Visitors must be at least 21 of age or older to enter. Please bring proper photo identification.

Chicago Travel & Tours (Pass By)

Tour privativo organizado pela Chicago Travel & Tours

Green Mill

Tour privado, podemos personalizar o tour de acordo com sua expectativa

20 minutes • Admission Ticket Included

Additional Info

Confirmation will be received within 48 hours of booking, subject to availability
Minimum age is 21 years
May be operated by a multi-lingual guide
A minimum of 3 people and a maximum of 12 people is required per booking
A current valid passport or government-issued ID is required
Duration includes hotel pickup and drop-off

Not wheelchair accessible
Near public transportation
Most travelers can participate
Tour offered in Portuguese only
This is a private tour/activity. Only your group will participate

Cancellation Policy

This experience is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.

about cancellations.

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Product code: 26564P2

Attractions in Chicago, United States

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Private Chicago Mafia and Blues Evening Tour

From $220.00

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Overview