Sorry, this activity is no longer available
Instant confirmation
Free cancellation

Private Speakeasy Pub Crawl in Chicago with Local Historian

4.7
Sorry, this activity is no longer available
Instant confirmation
Free cancellation

Private Speakeasy Pub Crawl in Chicago with Local Historian

4.7
Next available dates
Bestseller

Mini Bus (13 to 15 Passengers)

Instant confirmation
Free cancellation
LUXURY MINI COACH BUS
Pickup included

From

USD 110.85

Sedan (1 to 2 Passengers)

Instant confirmation
Free cancellation
MERCEDES S 550 AMG
Pickup included

From

USD 660.55

SUV (3 to 5 Passengers)

Instant confirmation
Free cancellation
CADILLAC ESCALADE
Pickup included

From

USD 260.22

Sprinter (6 to 12 Passengers)

Instant confirmation
Free cancellation
MERCEDES SPRINTER
Pickup included

From

USD 150.12

Sign up to enjoy 10% off your first 2 bookings

Highlights

Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or bachelorette parties, corporate events, or just a fun night out on the town to celebrate life and your friends. Hosted by a local historian, the tour makes stops at:
• Al Capone’s neighborhood
• Old Chicago bars
• Prohibition era establishments 


We transport you back in time to the 1920s, entering our venues through secret openings that really shed light on what the city was like 100-years ago. Relive the glamour of this time period while listening to stories of the rampant racketeering and bootlegging. If you’re really feeling up to it, dress the part, too.

Itinerary

We’ll visit old bars of Chicago, many preserved in original condition, that were open during prohibition in the 1920’s. Enter by way of the “secret” entrance and enjoy one of the same cocktails ordered by the infamous Chicago gangsters & bank robbers at these venues nearly a century ago. Al Capone’s personal favorite was “The South-side.” Relive the glamour of the 1920’s while listening to stories of the rampant racketeering and bootlegging of the era. This tour will visit several of these historic venues still in operation as speakeasies today in and around the Chicagoland area. The tour guide will tell the history behind and make recommendations for prohibition era cocktails, but the price of food and/or drinks is not included in the price of the tour. Dress is fancy casual or… For fun, you are welcome to wear period clothing like your Guide.

What's included

INCLUDED

Bottled water
Professional Historian Tour Guide
Guaranteed to skip the long lines
Luxury Private Transportation
Hotel/port pickup and drop-off

NOT INCLUDED

Alcoholic drinks (available to purchase)

Customer reviews

4.7

7 verified reviews
  • 1
  • 2
  • 3
  • 4
  • 5

Additional information

Must Know
Mobile or paper ticket accepted
Good To Know
Wheelchair accessible
Public transportation options are available nearby
Suitable for all physical fitness levels
Minimum drinking age is 21 years
Dress code is smart casual

Location

Provider

Chicago Tours

Earn 3 miles per S$1 on every booking

Best price guaranteed
From

USD 110.85

or use 15,582 KrisFlyer miles
Why Pelago?
  • Trusted by millions of travellers
  • Best price guarantee promise
  • Choose from 200,000+ activities
  • Earn KrisFlyer miles with every booking
  • A Singapore Airlines company

Why book with Pelago?

Best price guaranteed
See it cheaper elsewhere? Let us know and we'll refund the difference.
Earn KrisFlyer rewards
Earn miles for every booking and use miles to redeem your purchases.
Service that soars
Verified reviews, secure payments, and high-quality standards. A Singapore Airlines company.
Connect to culture
Discover top-rated activities – from tours to hidden gems and everything in between.