Live Music VenueWineryWine BarRestaurantEvent Venue
City Winery is a functioning winery, live music & entertainment venue, private event space, and restaurant, all housed right by Fulton Market in Chicago's West Loop. We have wine tastings & winery tours to get a closer look and try our best. There's a wine shop to bring home a bottle too! We offer handcrafted cocktails & great food including our small plates, perfect for groups or a romantic date night. We have live shows from concerts ranging R&B, Rock, & Jazz to stand up comedy. We also host any event - a venue for private happy hours, corporate events, weddings, & more. Whether you're interested in one of our shows, wine bar & wine garden, or for brunch, happy hour or dinner - Look no further for things to do in Chicago and visit today!
Customers consistently praised the quality of entertainment and live performances at the venue.
Food Quality
Feedback indicated that the food quality was often disappointing, with many describing it as overpriced and lacking variety.
Seating Comfort
Numerous reviews highlighted the cramped seating arrangements, making it uncomfortable for patrons during events.
Service Issues
While some staff received praise for their attentiveness, many reviews noted slow service and disorganization, particularly during busy events.
Ambiance
The venue's atmosphere was frequently described as inviting and intimate, enhancing the overall experience despite other shortcomings.
JD
John Denken
3 days ago
2.0
First time going here and it would have been a great experience if food/drinks were tasty and not so overpriced. My wife ordered salad and chicken on the side and chicken was smelling bad and i ordered flatbread and few pieces were too salty. I also ordered martini and it was bad (bad bartender) also had one three floyds beer and bill was about $85 before tip. I highly recommend ppl to eat and drink else where before walking into this place and spend close to $000
AT
Andrea Tobias
Nov 17, 2025
5.0
I had such a wonderful time at the Boney James concert that was held on Sunday, November 16, 2025 for the 5pm show. I sat at Table 323 and I had a great view of the stage and the sound system was impeccable. The food was delicious and the public transportation was in close proximity to the venue which was a plus. I was very pleased with my overall experience.
TL
The Reese Law Center, LLC
Nov 17, 2025
4.0
Upscale venue. Very organized with getting guest seated in a timely manner pre show. Wait staff worked as a team to ensure good service. Kale salads are excellent. No seat is a bad seat for viewing. Be warned mezzanine seating may be a little snug with other patrons seated at the same table. And of course Boney James and other artists accompanying him were iconic!
DB
D Bowman
Nov 16, 2025
5.0
My most recent trip to City Winery was great. It was the brunch that included the Sade tribute. The singer and band was AMAZING! Anthony, one of the managers, is amazing. He’s very customer oriented and cares deeply about customers having a positive experience. We had a slight ticket issue and he helped us work it out with ease.
My sisters enjoyed the buffet. My recommendation for the buffet would be to add meat items that are not fried (for those that do not eat fried foods), more non-pork and fruit options. What I didn’t know was that when there’s a brunch the regular menu is not available. So be mindful of that. Luckily, I had eaten a little bit of food before I arrived so it didn’t impact my ability to have cocktails.
The cocktails were amazing! They are a bit on the pricey side, but they are delicious and worth every penny!
Our server was great. I am sorry I don’t remember her name. It was a full house and she managed to keep up with everything. She checked on all of our tables and all of the guests were pleased.
The atmosphere was great! It was a full house and we enjoyed ourselves from start to finish.
I frequently attend events here and am consistently pleased. If you’re looking for some good entertainment, good food, good cocktails, and good service - City Winery Chicago is the place.
RP
Ric P
Nov 10, 2025
4.0
City Winery is a great venue for shows. It's an intimate setting to really experience an artist. It's a shame that their food service fails so badly. We recently met friends in the restaurant pre-show, and ordered an appetizer over an hour before showtime, yet they couldn't get it to the table by the time we had to take our seats. The waitress did promise to "sneak" it in to our table, yet it took another 20 minutes to get to us. We've mostly given up on ordering food there since quality is often poor, e.g. cold fries, grossly overcooked pasta, etc. If they just stepped up their food game the place would be perfect.
Frequently Asked Questions About City Winery Chicago
What are the operating hours of City Winery Chicago throughout the week?
City Winery Chicago is open from 4 PM to 9 PM on Monday and Tuesday, 4 PM to 10 PM on Wednesday and Thursday, 4 PM to midnight on Friday and Saturday, and 4 PM to 9 PM on Sunday.
Does City Winery Chicago offer happy hour specials? If so, when?
Yes, happy hours are available Monday through Friday from 4 PM to 6 PM. The venue is closed on Saturdays and Sundays for happy hour.
What types of events can be hosted at City Winery Chicago?
City Winery Chicago hosts private happy hours, corporate events, weddings, concerts ranging from R&B, rock, jazz to stand-up comedy, and other private events in their event space.
Does City Winery Chicago serve food and drinks, and what kind of cuisine can I expect?
City Winery offers handcrafted cocktails, great food including small plates perfect for groups or romantic dates, as well as wine tastings and a wine shop to purchase bottles to take home.
Is City Winery Chicago accessible for people with disabilities?
Yes, City Winery Chicago has wheelchair accessible entrance, parking, seating, and restrooms, ensuring accessibility for all guests.
What are some nearby coffee shops if I want to grab a drink before or after visiting City Winery Chicago?
Nearby coffee shops include Drip Collective, Heritage Bikes & Coffee, and Sparrow Coffee Roastery, providing great options to enjoy coffee close to City Winery Chicago.
Which nearby venues can I explore for additional entertainment around City Winery Chicago?
Nearby entertainment and event venues include The Flower Firm and The Symposium Room and Patio, perfect for exploring more live events or socializing in the West Loop area.
Are there any nearby fitness or wellness studios close to City Winery Chicago?
Yes, you can visit The Lab yoga studio and Train With Ron gym and sports venue near City Winery Chicago for wellness and fitness activities.
How can I stay connected with City Winery Chicago on social media?
You can follow City Winery Chicago on TikTok at https://www.tiktok.com/@cwconcerts and on Facebook at https://www.facebook.com/373085832710277 to keep up with events and updates.
What is the contact information and address for City Winery Chicago?
City Winery Chicago is located at 1200 W Randolph Street, Chicago, IL 60607, USA. The main phone number is +1 312-733-9463.