City Winery Chicago

Reviews

• AD

  Ashley Donnell

  3 days ago
  2.0
  Good wine and servers were great Attended a concert where everyone typically stands and dances and was told to sit or leave by security. It honestly changed the vibe of the performance in not a good way. The band looked awkward for the first few songs because the energy of the room was just… off. Finally halfway through the show the band told us all to stand up because they needed the interaction The chairs and tables are also way too close together. Not ADA or plus size friendly at all.
• SE

  Stephanie Elle

  3 days ago
  3.0
  The City Winery is a super cool smaller venue space more intimate. The seating is terrible. Please stop packing folks in like sardines. It is extra tight to sit comfortably. It is extra tight to eat comfortably. It is so tight to seat six people at at table that clearly should be for four at max. People come in different shapes and sizes and factor in clothing and coats it is the worst. The seating is the worst. The servers can barely get through. People can barely walk through. We have to scoot and adjust and move UGH! The hostess in the 29th was rude by asking me if I bought two seats bcs although she sees two plates and a person she’s already walked by twice - I may have just put my plate there. Ma’am you know someone is seated here; you places two people in front of me. Then the server asked another person about the food ordered on my credit card. This was blatant disrespect to me and she added food to my card. Laughed about it oh my mistake. Performance was good a ln hour.
• JS

  Jacques Short

  5 days ago
  5.0
  My wife and I traveled from Michigan to the Chicago City Winery to celebrate our 33rd Anniversary by attending the Kofi B Show which was absolutely amazing! Not only was the show amazing but the food and hospitality services were beyond amazing. We had a host named Belinda who the Chicago City Winery needs to do everything they can to retain her as an employee because the professional but yet genuine love she provided through her services to us just took our experience on our Anniversary to another level of excitement, enjoyment and appreciation. We were so impressed and had such a great experience at The Chicago City Winery for our Anniversary Celebration that we decided to attend a Teena Marie Tribute Brunch Celebration before departing back for home. The Chicago City Winery did a fabulous job of delivering a unique culinary and cultural experience to my wife an I whom are urban wine enthusiast!
• DH

  Debra House

  Aug 25, 2026
  4.0
  My sister and I were at this venue celebrating her birthday. We really enjoyed the entertainment. The ambience was great! We shared 3 different dishes. The short rib grill cheese was excellent. the flat bread pizza was ok, crust too thick. The chicken tacos weren't hot. I took a star away for that and they didn't have enough waiting staff. It took quite awhile to place our orders. All in all, she enjoyed the vibe and had a fantastic birthday.
• CG

  Capri Gehred-O'Connell

  Aug 24, 2026
  1.0
  Actually had a shocking time here. I was at a sold out show where they sat two people for every one place setting, so everyone was jammed in and couldn't move. You couldn't comfortably order, get to the bathroom, see the stage or drink your wine. I also used their much advertised "have wine ready for you when you arrive" service as a surprise for my girlfriend and they didn't have anything set up or know what I was talking about?? We eventually had to stand and lean by the wall at the exit to watch the show with any sort of space. Won't be going back tyyy <3