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Music & Comedy, Theatre & Performing Arts
Hitch*Cocktails
A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…
Friday October 9, 2026
10:00 p.m. – 11:30 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Theatre & Performing Arts
Spamalot
THE SHOW THAT SET BROADWAY BACK 1,000 YEARS…RETURNS! TOURING ACROSS AMERICA THE TONY AWARD-WINNING BEST MUSICAL COMEDY MONTY PYTHON’S SPAMALOT Peter Marks of The Washington…
Saturday October 10, 2026
5:00 p.m. – 7:00 p.m.CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602Music & Comedy, Theatre & Performing Arts
The Infinite Wrench
Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…
Saturday October 10, 2026
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Theatre & Performing Arts
Suffs
BEHIND EVERY POWERFUL WOMAN… ARE MORE POWERFUL WOMEN. Direct from Broadway, comes the acclaimed Tony Award®-winning musical Suffs about the brilliant, passionate, and funny American…
Saturday October 10, 2026
7:00 p.m. – 9:30 p.m.CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602Theatre & Performing Arts
Water for Elephants
“Many wonders await audiences in this gorgeously imaginative Broadway musical.” – The New York Times The critically acclaimed bestselling novel comes to “thrilling, dazzling” life (Time…
Saturday October 10, 2026
7:00 p.m. – 10:00 p.m.James M. Nederlander Theatre
24 W. Randolph St.Music & Comedy, Theatre & Performing Arts
Baby Wants Candy! The Original Completely Improvised Musical
“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…
Saturday October 10, 2026
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St.Music & Comedy, Theatre & Performing Arts
Clued In
After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…
Saturday October 10, 2026
7:30 p.m. – 8:30 p.m.The Second City
1616 N. Wells St., Theater on the Second FloorTheatre & Performing Arts
The Lincoln Lodge
The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…
Saturday October 10, 2026
8:00 p.m. – 9:30 p.m.The Lincoln Lodge Theater
2040 N. Milwaukee Ave.Music & Comedy, Theatre & Performing Arts
Best Of Annoyance Sketch
Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…
Saturday October 10, 2026
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Theatre & Performing Arts
Spamalot
THE SHOW THAT SET BROADWAY BACK 1,000 YEARS…RETURNS! TOURING ACROSS AMERICA THE TONY AWARD-WINNING BEST MUSICAL COMEDY MONTY PYTHON’S SPAMALOT Peter Marks of The Washington…
Sunday October 11, 2026
5:00 p.m. – 7:00 p.m.CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602Theatre & Performing Arts
Suffs
BEHIND EVERY POWERFUL WOMAN… ARE MORE POWERFUL WOMEN. Direct from Broadway, comes the acclaimed Tony Award®-winning musical Suffs about the brilliant, passionate, and funny American…
Sunday October 11, 2026
7:00 p.m. – 9:30 p.m.CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602Theatre & Performing Arts
Water for Elephants
“Many wonders await audiences in this gorgeously imaginative Broadway musical.” – The New York Times The critically acclaimed bestselling novel comes to “thrilling, dazzling” life (Time…
Sunday October 11, 2026
7:00 p.m. – 10:00 p.m.James M. Nederlander Theatre
24 W. Randolph St.Theatre & Performing Arts
Spamalot
THE SHOW THAT SET BROADWAY BACK 1,000 YEARS…RETURNS! TOURING ACROSS AMERICA THE TONY AWARD-WINNING BEST MUSICAL COMEDY MONTY PYTHON’S SPAMALOT Peter Marks of The Washington…
Tuesday October 13, 2026
5:00 p.m. – 7:00 p.m.CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602Music & Comedy
Tuesday Good Show
Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…
Tuesday October 13, 2026
7:00 p.m. – 8:30 p.m.The Gallery Cabaret
2020 N Oakley AveTheatre & Performing Arts
Suffs
BEHIND EVERY POWERFUL WOMAN… ARE MORE POWERFUL WOMEN. Direct from Broadway, comes the acclaimed Tony Award®-winning musical Suffs about the brilliant, passionate, and funny American…
Tuesday October 13, 2026
7:00 p.m. – 9:30 p.m.CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602Theatre & Performing Arts
Water for Elephants
“Many wonders await audiences in this gorgeously imaginative Broadway musical.” – The New York Times The critically acclaimed bestselling novel comes to “thrilling, dazzling” life (Time…
Tuesday October 13, 2026
7:00 p.m. – 10:00 p.m.James M. Nederlander Theatre
24 W. Randolph St.Music & Comedy, Theatre & Performing Arts
Hooch & Holler Comedy Show
Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…
Wednesday October 14, 2026
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionTheatre & Performing Arts
Spamalot
THE SHOW THAT SET BROADWAY BACK 1,000 YEARS…RETURNS! TOURING ACROSS AMERICA THE TONY AWARD-WINNING BEST MUSICAL COMEDY MONTY PYTHON’S SPAMALOT Peter Marks of The Washington…
Thursday October 15, 2026
5:00 p.m. – 7:00 p.m.CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602Theatre & Performing Arts
Suffs
BEHIND EVERY POWERFUL WOMAN… ARE MORE POWERFUL WOMEN. Direct from Broadway, comes the acclaimed Tony Award®-winning musical Suffs about the brilliant, passionate, and funny American…
Thursday October 15, 2026
7:00 p.m. – 9:30 p.m.CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602Theatre & Performing Arts
Water for Elephants
“Many wonders await audiences in this gorgeously imaginative Broadway musical.” – The New York Times The critically acclaimed bestselling novel comes to “thrilling, dazzling” life (Time…
Thursday October 15, 2026
7:00 p.m. – 10:00 p.m.James M. Nederlander Theatre
24 W. Randolph St.Theatre & Performing Arts
Comedy Hour at Annoyance Theatre
Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…
Friday October 16, 2026
12:00 a.m. – Saturday October 17, 2026
1:00 a.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.Theatre & Performing Arts
Spamalot
THE SHOW THAT SET BROADWAY BACK 1,000 YEARS…RETURNS! TOURING ACROSS AMERICA THE TONY AWARD-WINNING BEST MUSICAL COMEDY MONTY PYTHON’S SPAMALOT Peter Marks of The Washington…
Friday October 16, 2026
5:00 p.m. – 7:00 p.m.CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602Music & Comedy, Theatre & Performing Arts
The Infinite Wrench
Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…
Friday October 16, 2026
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.Theatre & Performing Arts
Suffs
BEHIND EVERY POWERFUL WOMAN… ARE MORE POWERFUL WOMEN. Direct from Broadway, comes the acclaimed Tony Award®-winning musical Suffs about the brilliant, passionate, and funny American…
Friday October 16, 2026
7:00 p.m. – 9:30 p.m.CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602

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