City
19 upcoming events — sorted by Deal Score so the best deals surface first.
Monty Python's Spamalot
Thu, May 21, 2026
CIBC Theatre, Chicago, IL
More Monty Python's Spamalot tickets·All at CIBC Theatre
Lowest all-in
$74
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Arm's Length
Thu, May 21, 2026
House Of Blues - Chicago, Chicago, IL
More Arm's Length tickets·All at House Of Blues - Chicago
Lowest all-in
$52
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Concrete Boys
Thu, May 21, 2026
Park West, Chicago, IL
More Concrete Boys tickets·All at Park West
Lowest all-in
$48
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Fightmaster
Thu, May 21, 2026
Lincoln Hall, Chicago, IL
More Fightmaster tickets·All at Lincoln Hall
Lowest all-in
$68
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Greenlights Music
Thu, May 21, 2026
Beat Kitchen, Chicago, IL
More Greenlights Music tickets·All at Beat Kitchen
Lowest all-in
$36
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Trash Kickers
Thu, May 21, 2026
Schubas, Chicago, IL
More Trash Kickers tickets·All at Schubas
Lowest all-in
$58
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Tom Kenny and The Hi-Seas
Thu, May 21, 2026
Reggie's Rock Club, Chicago, IL
More Tom Kenny and The Hi-Seas tickets·All at Reggie's Rock Club
Lowest all-in
$31
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Roast Battle Chicago
Thu, May 21, 2026
Zanies Comedy Club - Chicago, Chicago, IL
More Roast Battle Chicago tickets·All at Zanies Comedy Club - Chicago
Lowest all-in
$76
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
The Klezmatics
Thu, May 21, 2026
City Winery - Chicago, Chicago, IL
More The Klezmatics tickets·All at City Winery - Chicago
Lowest all-in
$85
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Covenant - Play
Thu, May 21, 2026
Owen Bruner Goodman Theatre, Chicago, IL
More Covenant - Play tickets·All at Owen Bruner Goodman Theatre
Lowest all-in
$86
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Les Miserables
Thu, May 21, 2026
Cadillac Palace, Chicago, IL
More Les Miserables tickets·All at Cadillac Palace
Lowest all-in
$127
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Time Shifting
Thu, May 21, 2026
Orchestra Hall At Chicago Symphony Center, Chicago, IL
More Time Shifting tickets·All at Orchestra Hall At Chicago Symphony Center
Lowest all-in
$66
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Fault
Thu, May 21, 2026
The Yard at Chicago Shakespeare Theatre, Chicago, IL
More Fault tickets·All at The Yard at Chicago Shakespeare Theatre
Lowest all-in
$115
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Wait Wait...Don't Tell Me
Thu, May 21, 2026
Studebaker Theater, Chicago, IL
More Wait Wait...Don't Tell Me tickets·All at Studebaker Theater
Lowest all-in
$109
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Clara La San
Thu, May 21, 2026
Riviera Theatre - IL, Chicago, IL
More Clara La San tickets·All at Riviera Theatre - IL
Lowest all-in
$137
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Windfall
Thu, May 21, 2026
Ensemble Theater At Steppenwolf Theatre, Chicago, IL
More Windfall tickets·All at Ensemble Theater At Steppenwolf Theatre
Lowest all-in
$266
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Twin Peaks
Thu, May 21, 2026
Thalia Hall, Chicago, IL
More Twin Peaks tickets·All at Thalia Hall
Lowest all-in
$433
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Second City Mainstage Revue
Thu, May 21, 2026
Mainstage at Second City - Chicago, Chicago, IL
More Second City Mainstage Revue tickets·All at Mainstage at Second City - Chicago
Lowest all-in
$177
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Just Mustard
Thu, May 21, 2026
The Empty Bottle, Chicago, IL
More Just Mustard tickets·All at The Empty Bottle
Lowest all-in
$188
All-in price — includes all fees
New listing — price trend not yet available
New listing. Not enough price history yet to make a confident recommendation — check back soon or set an alert.
Browse all upcoming Chicago events above, sorted by Deal Score so the best prices surface first.
TicketDeal compares prices across every major platform for every show in Chicago — no markups, no surprises.
It depends on the game. TicketDeal automatically surfaces the lowest all-in price across every platform we track in real time.