City Winery - Chicago Schedule 2026-2027

See upcoming events, concerts, schedules, and ticket prices at City Winery - Chicago.

Address: 1200 W. Randolph St., Chicago, IL 60607

City Winery - Chicago hosts live shows, music, and seasonal events throughout the year. Check the latest schedule, compare ticket prices, and see what’s coming up next in Chicago, IL.

Updated: November 15, 2026
Best Seats Guide

88 Upcoming Events
$45 Tickets From
Live Event Venue Venue Type
2026–2027 Current Schedule

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Schedule

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All Events in Chicago

Upcoming Events at City Winery - Chicago

Browse the complete schedule of upcoming events at this venue

Nov 15, 2026, 7:00 PM Sun — CLASSICAL, Weekend Event: Marcus Veltri & Rob Landes at City Winery - Chicago, Chicago, IL, US. From $66, Avg. price ~ $103, Tickets Available: 34. Select Seats

Nov 17, 2026, 7:30 PM Tue — R&B / SOUL: Aubrey O'Day at City Winery - Chicago, Chicago, IL, US. From $67, Avg. price ~ $88, 12 tickets remaining! Select Seats

Nov 18, 2026, 7:30 PM Wed — R&B / SOUL, Best Value, High Demand: Rozzi at City Winery - Chicago, Chicago, IL, US. From $51, Avg. price ~ $149, Tickets Available: 92. Select Seats

Nov 19, 2026, 7:30 PM Thu — JAZZ / BLUES: Wood Harris at City Winery - Chicago, Chicago, IL, US. From $97, Avg. price ~ $112, 2 tickets remaining! Select Seats

Nov 20, 2026, 7:30 PM Fri — RAP / HIP HOP, High Demand: Brother Ali at City Winery - Chicago, Chicago, IL, US. From $69, Avg. price ~ $173, Tickets Available: 70. Select Seats

Nov 21, 2026, 5:00 PM Sat — JAZZ / BLUES, High Demand, Weekend Event, Pay Later Available: Boney James at City Winery - Chicago, Chicago, IL, US. From $237, Avg. price ~ $688, 7 tickets remaining! Select Seats

Nov 21, 2026, 8:30 PM Sat — JAZZ / BLUES, High Demand, Weekend Event, Pay Later Available: Boney James at City Winery - Chicago, Chicago, IL, US. From $237, Avg. price ~ $688, 8 tickets remaining! Select Seats

Nov 22, 2026, 5:00 PM Sun — JAZZ / BLUES, High Demand, Weekend Event, Pay Later Available: Boney James at City Winery - Chicago, Chicago, IL, US. From $132, Avg. price ~ $509, 10 tickets remaining! Select Seats

Nov 22, 2026, 8:30 PM Sun — JAZZ / BLUES, High Demand, Weekend Event, Pay Later Available: Boney James at City Winery - Chicago, Chicago, IL, US. From $101, Avg. price ~ $238, Tickets Available: 60. Select Seats

Nov 23, 2026, 7:30 PM Mon — COMEDY, Best Value: Damon Williams at City Winery - Chicago, Chicago, IL, US. From $46, Avg. price ~ $106, Tickets Available: 50. Select Seats

Nov 24, 2026, 6:00 PM Tue — JAZZ / BLUES: Mohini Dey at City Winery - Chicago, Chicago, IL, US. From $64, Avg. price ~ $79, 6 tickets remaining! Select Seats

Nov 24, 2026, 9:30 PM Tue — JAZZ / BLUES: Mohini Dey at City Winery - Chicago, Chicago, IL, US. From $64, Avg. price ~ $91, 22 tickets remaining! Select Seats

Nov 25, 2026, 7:30 PM Wed — Concert, Best Value: The PC Band at City Winery - Chicago, Chicago, IL, US. From $46, Avg. price ~ $104, Tickets Available: 58. Select Seats

Nov 27, 2026, 7:30 PM Fri — RAP / HIP HOP, High Demand: Crucial Conflict at City Winery - Chicago, Chicago, IL, US. From $58, Avg. price ~ $349, 18 tickets remaining! Select Seats

Nov 28, 2026, 7:30 PM Sat — RAP / HIP HOP, Weekend Event, Pay Later Available: Crucial Conflict at City Winery - Chicago, Chicago, IL, US. From $165, Avg. price ~ $190, 4 tickets remaining! Select Seats

Nov 29, 2026, 7:00 PM Sun — RELIGIOUS, Weekend Event: The Walls Group at City Winery - Chicago, Chicago, IL, US. From $69, Avg. price ~ $130, 18 tickets remaining! Select Seats

Nov 30, 2026, 7:30 PM Mon — COMEDY: Cousin Tiera at City Winery - Chicago, Chicago, IL, US. From $69, Avg. price ~ $123, Tickets Available: 45. Select Seats

Dec 02, 2026, 7:30 PM Wed — COUNTRY / FOLK, High Demand: Mickey Guyton at City Winery - Chicago, Chicago, IL, US. From $59, Avg. price ~ $170, Tickets Available: 87. Select Seats

Dec 05, 2026, 6:00 PM Sat — R&B / SOUL, Weekend Event, Pay Later Available: Jubu Smith at City Winery - Chicago, Chicago, IL, US. From $106, Avg. price ~ $162, 8 tickets remaining! Select Seats

Dec 05, 2026, 9:30 PM Sat — R&B / SOUL, Weekend Event, Pay Later Available: Jubu Smith at City Winery - Chicago, Chicago, IL, US. From $111, Avg. price ~ $143, 7 tickets remaining! Select Seats

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City Winery - Chicago Location

City Winery - Chicago is a Entertainment Venue in Chicago, IL

FAQ about City Winery - Chicago

Quick answers on tickets, seats, parking, and what to expect.

How much are tickets at City Winery - Chicago?

Depends on the event, honestly. Weeknight shows and smaller games are usually cheaper, while big concerts, rivalry games, and playoffs can get expensive fast. Prices move around a lot once demand picks up in Chicago.

Where are the best seats at City Winery - Chicago?

Most people go for center sections if they can. Lower levels feel closer to the action, while mid-level seats usually give the best overall view without spending a fortune.

Are upper-level seats still worth it?

Yeah, for sure. Modern arenas and stadiums in Chicago are built so the view stays decent almost everywhere. You’re farther back, obviously, but still totally fine for most events.

What time should I get there?

Showing up about an hour early is usually the safe move. Security lines, parking, grabbing food, and finding your section around City Winery - Chicago can take longer than people expect.

Is parking available at City Winery - Chicago?

Usually, yeah. Most venues around Chicago have nearby lots, garages, or rideshare drop-off spots. Bigger events can get pretty backed up after the show, especially on weekends.

Do seats feel different depending on the event?

Definitely. A concert setup is totally different from basketball, hockey, football, or comedy. Same section can feel amazing one night and just okay the next depending on the stage or crowd setup.