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Chicago Speakeasy: Roaring Twenties Experience
4.9
26 Ratings
Chicago
Step into Chicago’s Roaring Twenties at Vito’s Vault. Enjoy live music, comedy, and Prohibition-era charm. Discover the secret speakeasy experience.
Step into Chicago’s Roaring Twenties at Vito’s Vault. Enjoy live music, comedy, and Prohibition-era charm. Discover the secret speakeasy experience.
Duration:
3 hours
Cancellation:
24 hours
Highlights
-
5901 W Lawrence Ave - Travel back to 1929 and immerse yourself in the opulent era of gangsters and flappers. Provide the secret password at the entrance to join Vito and his crew for an evening brimming with exquisite food and entertainment.
Delight in a sumptuous meal, enjoy Vito’s homemade Hooch, and experience a vibrant 90-minute stage show…
-
5901 W Lawrence Ave - Travel back to 1929 and immerse yourself in the opulent era of gangsters and flappers. Provide the secret password at the entrance to join Vito and his crew for an evening brimming with exquisite food and entertainment.
Delight in a sumptuous meal, enjoy Vito’s homemade Hooch, and experience a vibrant 90-minute stage show featuring enchanting tunes from the twenties and amusing comedy sketches.
Vito’s carefully selected mugs and flappers deliver some of the finest entertainment Chicago has to offer. Prepare for an unforgettable night of speakeasy elegance and merriment. You might even become part of the excitement.
What's Included
- Roaring twenties musical revue
- Dinner
- Free parking in our own lot
- Roaring twenties musical revue
- Dinner
- Free parking in our own lot
What's Not Included
- Alcoholic beverages
- Alcoholic beverages
Meal Options
- Vito’s NY Strip steak - 10 oz strip steak, grilled to perfection. Served with baked potato and whole green beans.
- Sleepin’ with da fishes - Broiled Atlantic Salmon served in lemon sauce. Served with baked potato and whole green beans.
- Marry Me Chicken - 2 - 4oz chicken breasts covered in creamy garlic sauce and tomato slices. Served with baked…
- Vito’s NY Strip steak - 10 oz strip steak, grilled to perfection. Served with baked potato and whole green beans.
- Sleepin’ with da fishes - Broiled Atlantic Salmon served in lemon sauce. Served with baked potato and whole green beans.
- Marry Me Chicken - 2 - 4oz chicken breasts covered in creamy garlic sauce and tomato slices. Served with baked potato and whole green beans.
- Big Jim Colosimo - Rigatoni pasta with marinara sauce and Mama Valentino’s homemade giant 5 oz meatball.
Additional Information
Experience one of Chicago’s most distinctive adventures. Dive into the Roaring Twenties and journey back to Prohibition-era Chicago with gangsters and flappers, hosted by Vito Valentino. Enjoy fantastic music, delicious food, hilarious comedy, and an unforgettable time, all while savoring Vito’s bootleg spirits. Share the password at the door, and once inside, the fun begins.
Experience one of Chicago’s most distinctive adventures. Dive into the Roaring Twenties and journey back to Prohibition-era Chicago with gangsters and flappers, hosted by Vito Valentino. Enjoy fantastic music, delicious food, hilarious comedy, and an unforgettable time, all while savoring Vito’s bootleg spirits. Share the password at the door, and once inside, the fun begins.
Location
5901 W Lawrence Ave
West Lawrence Avenue
Vito needs your entree choices for your dinner. Make sure to contact him and tell him if ya want steak, chicken, salmon or pasta.
Come to da back green door in da rear parking lot, (green means it's safe from da cops) Give da password to da doorman, "I'm here to make a deposit".
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
4.9
(26 Ratings)
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1 star
Kreyl_m
May 21, 2026
The best evening ever! - We had one of the best times. Totally surrounded by the20's. Enjoy Vito's floor show. The food and cough, cough coffee was amazing.
Review provided by Viator
Natasha_s
May 3, 2026
Excellent experience! - The show was full of laughs, the steaks were perfect. The drinks and our waitress Josie were great! Highly recommend Vito's!!
Review provided by Viator
Mona_a
Apr 12, 2026
Lots of fun!! Great... - Lots of fun!! Great service and the food was exceptional. We laughed the entire evening. We would definitely recommend to our friends.
Review provided by Viator
Mary_p
Apr 5, 2026
Very personal and... - Very personal and welcoming. Excellent service and fun experience. I would recommend for a great Chicago experience.
Review provided by Viator
382helend
Mar 31, 2026
Great evening at Vito's - We had a great evening at Vito's. The food was very good. We had the steak dinner and recommend it. The entertainers/servers did a fantastic job. I would highly recommend Vitos speakeasy for an evening out.
Review provided by Tripadvisor
Cathyrk3104px
Mar 20, 2026
Great dinner show - Ambience was very 1920's, service was great, show was very entertaining, food was good.
Review provided by Tripadvisor
Hanna_i
Mar 15, 2026
Must see!!! - Amazing show laughed the whole time from walking in the door to leaving. It is longer than stated I think it said 2 hours but it was actually 4
Review provided by Viator
Muzique1960
Mar 10, 2026
The best show, dinner, and service!! - Quite the fun evening! The show was so fun! I have recommended it to friends and family! I did not expect the food to be in such an ample quantity and so delicious!! Full service bar. Depending on the number of reservations, they can really pack in the tables very tightly. No matter the tight seating, you will love the food, service, and the show!
Review provided by Tripadvisor
P8428tvlizs
Mar 1, 2026
Raided at Vito’s Vault! - Vito’s Vault from the moment you knock on the door to the final number was a night to remember! The ambiance was authentic, the cocktails were spot on, the steak was DELICIOUS, and the dinner was well timed within the progression of the evenings’ events. But most of all, Vito and his cast of characters were so attentive, creative, and talented. The packed house was full of energy, joy, and fun with all of the old standard songs, great dancing, and so much audience participation! HIGHLY recommend Vito’s Vault - and don’t forget the password!
Review provided by Tripadvisor
Beckyw949
Apr 26, 2026
The entertainment was pure clean family fun! Great singing and kept the audience engaged! Improve the food - Great family, fun that kept the kept the audience engaged. The food was not stellar, but understand that the staff was also the cast and they were feeding 80 people all at once.
Review provided by Tripadvisor