CW
City Winery Chicago
Wine, dining, and live music—intimate evenings at City Winery Chicago.
4
Restaurant
$$$
Wine, dining, and live music—intimate evenings at City Winery Chicago.
City Winery Chicago blends a wine-country vibe with an urban, intimate setting for dinner and live music. The menu features hanger steak, grilled salmon, wings, and truffle fries, all paired with thoughtful wine flights. Guests enjoy vibrant concerts and close acoustics, though some note variable service, cramped dining, and higher prices during shows.
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Intimate performances by artists in a cozy venue with excellent acoustics and dining options during shows.
Farm-to-table cuisine featuring small plates, steaks, seafood, and seasonal dishes in an upscale setting.
Handcrafted wine selections with flights and pairings, showcasing our winery's offerings.
Host weddings, corporate events, and parties in our industrial-chic space with catering and AV support.
Full-service bar with cocktails, beer, and an extensive wine list in a lively atmosphere.
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Overall rating
Venita Nance
City Winery Chicago was a great experience. I went for the Chrisette Michelle concert, and the venue itself was intimate and well set up for live music. There were solid meal options available, which made it easy to enjoy dinner during the show. I had the classic wine flight and the wings, and both were good. The truffle fries were especially great—definitely a highlight. Service was decent overall. Most importantly, Chrisette Michele was absolutely amazing and put on a fantastic performance. I’d definitely return for another show.
Helga Plas
I recently dined at City Winery Chicago and was impressed by the quality of their dishes, particularly the hanger steak and grilled salmon, which were both flavorful and well-prepared. The ambiance was lively and upscale, with a modern industrial feel that complemented the live music performances. However, the noise level was a bit high during the concert, making conversation challenging at times. Overall, it was a delightful experience, and I look forward to returning.
Yulia Pers
I visited City Winery Chicago for dinner plus a show and was charmed by the intimate, wine-country meets urban vibe and exposed brick decor. The food was decent—small plates and steaks—but I thought the portions were a bit light for the price and some dishes lacked wow flavor. The acoustics and ambiance were a real highlight, making the live music feel close and immersive, though the dining layout felt cramped and tight at my table. Overall, it was a special night with good food and musical flair, but not without a few trade-offs
Frances Carver
First time here. R&B Bingo. Very fun. Ticket price ok. I felt like the marker's (3.00 each ) should have been included , at our table alone that was a extra 30.00 for them. Food was ok , small portions and very over priced. Not a lot of food choices. They need more on the Menu. Bite size meals so don't go hungry or you will be paying a lot. The winery is beautiful and the music was great. I don't like restaurants that force you with a minimal amount that should be my choice if I want to eat or drink. The waitress sometimes hard to flagged down when you want something.
Nicky “NickyMouse”
Food was great atmosphere was great.The server we had was so so. We absolutely enjoyed the concert. We were pretty much one of the first ones in there.We had a wonderful salad with the shrimp.Skewers, and we ordered two diet sodas. And then we got dessert and coffee. The gal did not refill our sodas at all.Did not ask for refills on our coffee.Did not hardly see her at all. We had plates in front of us all through the concert. The food like I said, was incredible. The service was so so. We saw other servers doing a lot better than ours was.
