Recently Viewed
Chicago Speakeasy: Roaring Twenties Experience
4.9
18 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. Share 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. Share 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 present 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
(18 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
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
Shaw0ndas
Feb 28, 2026
Vitos Vault experience - This experience was very entertaining. The crew/ performers were great. The food was good and so was the drinks
Review provided by Tripadvisor
Randy_m
Feb 15, 2026
Really enjoyed ourselves - Just enjoy yourself & be open to being part of the show if you're chosen, also the food is gd & the drinks are great
Review provided by Viator
Vickie_b
Jan 18, 2026
Great Place!!!! - Wonderful experience! Friendly, welcoming, and a lot of fun. Food was good and show was fantastic. Service was very good and wait staff were very personable.
Review provided by Viator
Rachel_w
Nov 4, 2025
Be ready for a lot of... - Be ready for a lot of interactions and laughs. There was never a dull moment from the time we walked in, til we walked out.
Review provided by Viator
Srivera1283
Oct 26, 2025
Great night with family - We went to see the show with the family & like others, I was not sure what to expect. It was great food & absolutely hysterical comedy. Hubby got pulled up on stage to be part of a skit 🤣
Tabby was a WONDERFUL hostess with a great demeanor. Definitely recommend if you're looking for something to do on the weekend!!
Review provided by Tripadvisor
Cruiser54186262148
Oct 22, 2025
Mom and kids trip to Chicago 2025 - It was a blast. Loved the characters. The food and drinks were fantastic. The only thing I would do differently is dress the part.
Review provided by Tripadvisor
Jessicacj3519qx
Oct 16, 2025
10 out of 10! - Vito and the crew sure know how to put on a show!! Came with my parents not knowing what to expect and we were pleasantly surprised. Had some great laughs and some great food! Our waitress Sunny was truly a delight and boy can those ladies sing!
Review provided by Tripadvisor
Brei2024
Oct 19, 2025
1920s Cabaret - Cheesey but a great time if you’re looking for a touristy thing to do! Order the steak and thank me later. It was more of a cabaret than a musical experience with songs from the 1920s. Experience ends a little before 9:30. If they call you up on stage, Bugsy’s cop character WILL make fun of you, a little bit to excess
Review provided by Tripadvisor