City Winery - Chicago hosts a variety of live stage performances including theatrical productions, music-based shows, and touring events. The venue offers an intimate setting for audiences to experience live entertainment throughout the year.
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City Winery - Chicago Shows 2026–2027
Browse upcoming theatrical performances and live stage shows at this venue in Chicago.
City Winery - Chicago is a live performance venue in Chicago, serving local and visiting audiences, hosting theatrical productions, music-based shows, and touring stage performances. This page provides an overview of upcoming shows at City Winery - Chicago with event dates and venue-specific details.
Last updated: October 7, 2026.
Start Date
Oct 7, 2026
End Date
Nov 6, 2026
Contents
Upcoming Shows
About Venue
Venue Location
Planning Your Visit
Theatre Shows Directory
Frequently Asked Questions
Upcoming Shows at City Winery - Chicago
Upcoming Shows: 11
Browse upcoming theatrical performances, musicals, and stage productions at this theater.
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Oct2120267:30 PMWedSelect SeatsFrom $154Avg. price ~ $574 -
Oct2220267:30 PMThuSelect SeatsFrom $57Avg. price ~ $534
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Nov2320267:30 PMMonSelect SeatsFrom $66Avg. price ~ $97 -
Nov3020267:30 PMMonSelect SeatsFrom $69Avg. price ~ $121 -
Dec1820266:00 PMFriSelect SeatsFrom $69Avg. price ~ $178 -
Dec1820269:30 PMFriSelect SeatsFrom $69Avg. price ~ $178
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Dec1920266:00 PMSatSelect SeatsFrom $69Avg. price ~ $191
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Dec1920269:30 PMSatSelect SeatsFrom $69Avg. price ~ $178
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Dec2020265:00 PMSunSelect SeatsFrom $69Avg. price ~ $178
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Dec2020268:30 PMSunSelect SeatsFrom $69Avg. price ~ $176
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Jun0320277:30 PMThuSelect SeatsFrom $139Avg. price ~ $216
About City Winery - Chicago
City Winery - Chicago Location
Address, map, and directions. Plan your route and find the easiest way to reach the venue.
Planning Your Visit
Visitors attending performances at City Winery - Chicago should consider venue location, show times, and seating layout. Planning arrival time in advance can help ensure a smooth and enjoyable visit.
All information is provided by Theater.Guide — an independent theatre discovery platform.
Theatre Shows Directory
Explore current and upcoming theatrical productions, including musicals, plays, and stage performances, in the city and nearby towns.
Operation Mincemeat
Upcoming Shows: 7
CIBC Theatre
Oct 7, 2026 1:00 PM
Play On!
Upcoming Shows: 13
The Yard at Chicago Shakespeare Theatre
Oct 7, 2026 1:00 PM
Vidura Bandara Rajapaksa
Upcoming Shows: 2
Zanies Comedy Club - Chicago
Oct 7, 2026 7:00 PM
Jekyll & Hyde
Upcoming Shows: 39
Broadway Playhouse at Water Tower Place
Oct 7, 2026 7:00 PM 
Robby Hoffman - Comedian
Upcoming Shows: 3
Vic Theatre
Oct 7, 2026 8:00 PM
Vape! The Grease Parody
Upcoming Shows: 74
Apollo Theater Main Stage - Chicago
Oct 8, 2026 2:30 PM 
Jerry Seinfeld
Upcoming Shows: 3
The Chicago Theatre
Oct 9, 2026 7:00 PM 
Paul Elia
Upcoming Shows: 3
The Comedy Bar - Chicago
Oct 9, 2026 7:00 PM
Holmes - Comedian
Upcoming Shows: 4
Zanies Comedy Club - Chicago
Oct 9, 2026 7:00 PM
The Re:Up Comedy Show
Upcoming Shows: 2
Stars and Garters Theater
Oct 9, 2026 7:30 PM
Dead Girl's Quinceanera
Upcoming Shows: 21
Owen Bruner Goodman Theatre
Oct 9, 2026 7:30 PM
A Wrinkle In Time
Upcoming Shows: 5
Lifeline Theatre
Oct 9, 2026 7:30 PM
Rising Stars Burlesque Revue
Upcoming Shows: 11
Stars and Garters Theater
Oct 9, 2026 10:00 PM
Sugar Plum Fairy, P.I.
Upcoming Shows: 19
Lifeline Theatre
Oct 10, 2026 11:00 AM
Bright Star Circus
Upcoming Shows: 11
Stars and Garters Theater
Oct 10, 2026 12:00 PM
Topdog/Underdog
Upcoming Shows: 17
Downstairs Theatre At Steppenwolf Theatre - Chicago
Oct 10, 2026 3:00 PM 
Jordan Jensen
Upcoming Shows: 2
Vic Theatre
Oct 10, 2026 7:30 PM 
Don Giovanni
Upcoming Shows: 8
Lyric Opera House - IL
Oct 10, 2026 7:30 PM
Kanan Gill
Upcoming Shows: 1
Park West
Oct 11, 2026 7:00 PM
Drunk Dracula
Upcoming Shows: 44
The Lion Theatre - Chicago
Oct 12, 2026 7:00 PM
Show More
Frequently Asked Questions
What kind of shows actually come through Chicago, IL?
Pretty much the good stuff. You’ll see touring Broadway hits, big musicals, straight plays, plus ballet, opera, and the occasional comedy run. Some shows arrive with full Broadway-level production, others are a bit more stripped down — but still worth the night out.
How often does the schedule change in Chicago?
More often than people expect. New shows get announced, runs get extended, sometimes dates shift around. If you checked last month, it’s probably already different now — that’s just how live theater works.
Do Broadway shows really come to Chicago, or is that a stretch?
They absolutely do. Not the exact New York cast every time, but the same productions touring across the country. If it played well on Broadway, there’s a good chance it eventually rolls through Chicago.
Where do most shows happen in Chicago?
Usually at the main performing arts centers or historic theaters — the kind of venues built for live stage productions, not just concerts. If a big tour is in town, that’s where it’ll land.
What’s the easiest way to find shows in Chicago, IL?
Start with the schedule and work from there. Scan by date, see what’s coming up, then click into shows or venues that catch your eye. It’s less “searching” and more “browsing what’s playing.”
Are shows running all year in Chicago?
There’s always something happening, but individual shows don’t stick around forever. Most runs are short — a few days, maybe a couple of weeks — then the production moves on to the next city.
What’s the real difference between Broadway and touring shows here?
Broadway is New York. Everything else is on the road.
That said, touring productions can look surprisingly close to the original — same sets, same music, same story — just in a different zip code.
Do show dates in Chicago ever change last minute?
They can, yeah. It’s not super common, but it happens — schedules shift, runs extend, things get adjusted. Always worth double-checking before you lock in plans.
What theaters are usually included in Chicago listings?
Mostly the major venues — performing arts centers, touring houses, and established theaters that regularly host Broadway tours and large-scale productions.