Restaurant & Wine Bar
Discover one of the best restaurants Chicago has to offer at City Winery, where classic American cuisine meets live music and a vibrant ambiance—an unforgettable standout among Chicago’s restaurants.
Burgers & Barrels
Join us Sunday - Thursday at City Winery to enjoy our Burger & Barrel special for $25. Choose from the CW Burger, Classic Smash, or Truffle Burger, perfectly paired with a tap wine of your choice, then stay and enjoy the show.
Happy Hour
Indoors or outside on our patio - Enjoy our famous wines on tap, our fabulous flatbreads, as well as our variety of dips served with pita all for half price! Every Monday through Friday 4-7pm.
Business Hours
Monday: 4pm - 9pm
Tuesday: 4pm - 9pm
Wednesday: 4pm - 10pm
Thursday: 4pm - 10pm
Friday: 4pm - 12am
Saturday: 10am - 12am
Sunday: 10am - 9pm
2026 Restaurant Week
January 23rd to February 8th
Restaurant Week returns to City Winery Chicago with a thoughtfully curated three-course dinner for $45, featuring classic and vegetarian options. Join us for this elevated dining experience.
Burgers & Barrels
Sunday through Thursday
Burger + Glass of Tap Wine Pairing for $25
Brunch
10am - 3pm Saturdays & Sundays
Make City Winery your weekend brunch spot. Every Saturday and Sunday from 10 AM –3 PM, enjoy brunch classics and a DIY mimosa bar.
Wine and Food Events
Tastings, Tours, and Dinners
Join us for our wine experiences such as tastings & Winery Tours, brunches, themed dinners, and pairing events!
Concert Dining
Dinner and a Show
Get ready for an unforgettable concert experience at City Winery Chicago with our specially curated concert menu.
Wine Flights
Available for only $20!
For just $20, experience a variety of wines with our thoughtfully curated flights of reds and whites.
Wine Garden
Wine & Dine Outside!
Enjoy our beautiful Wine Garden to eat and drink with friends.
Yappy Hour
Offered in our Wine Garden
Treat your pup to our special Yappy Hour menu for dogs today!
Shop Our Wine
Available Online & In-Person
Take our world-class wines home with you
Culinary Philosophy
City Winery cuisine is designed to be enjoyed alongside a great glass of wine. Rooted in classic American flavors and seasonal ingredients, our menu highlights thoughtfully crafted dishes and shareable small plates that pair seamlessly with our world-class wines. Each item is prepared with care and brought to the table at its peak, creating a dining experience that’s both familiar and elevated.