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Ruben Ramirez
City Winery LLC
Ruben Ramirez

Ruben Ramirez

Featuring Oscar Carvajal, Jessi Realz, and Bryant Aguilar
05/05/2026
Tue 7:30 PM
Main Stage, City Winery Chicago
1200 W. Randolph St
Chicago 60607
United States
The sale has ended
(opens in a new tab)(opens in a new tab)City Winery Chicago Presents Ruben Ramirez Featuring Oscar Carvajal, Jessi Realz, and Bryant Aguilar live on Tuesday, May 5th at 7:30 PM!

A Chicago based comedian and actor, Ruben Ramirez is known for his bold blue humor and keen observational style, pulling laughs from everyday situations that feel instantly relatable. His comedy reflects real life with honesty and edge, reminding audiences that no matter where you come from, we all share more in common than we think. Ruben has appeared on the Michael Colyar Morning Show and WGN TV, and can be seen on BET+ in North of the 10 and Canal Street, as well as on Amazon Prime and Tubi in additional film projects. He has opened for some of today’s most recognizable touring comedians, including Martin Amini, Chingo Bling, Craig Conant, Ken Flores, and Josh Pray. His resume also includes headlining the Qué Chiste Comedy Festival in Seattle, performing at the World Comedy Expo, and competing on Roast Battle, where his latest battle earned over two million views. In 2023, he was nominated for Best Comedian at the 312 Music Awards. Join us for a lively Tuesday night of comedy, wine, and dining in City Winery Chicago’s intimate setting. Grab your seats now and get ready for a night full of laughs from a standout local voice.


🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.(opens in a new tab)


Reserve your preferred wine by filling out this form(opens in a new tab) and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.


2 Item Per Person Encouraged

🎶 While we do not require a two-item food or beverage minimum, we strongly encourage it. Most ticket revenue goes directly to the artist and production costs, so food and drink purchases help support the staff, service, and atmosphere that make these intimate shows possible.

The good news: we think you’ll love the food and wine just as much as the show.


🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. Become a Vinofile Member and enjoy the benefits today.(opens in a new tab)

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Ruben Ramirez
Main Stage, City Winery Chicago
The sale has ended
05/05/2026
Tue 7:30 PM
Main Stage, City Winery Chicago
1200 W. Randolph St
Chicago 60607
United States