Comedy in Chicago

Sunday, Oct 25

Sunday Brunch Stand Up Comedy

Laugh Factory

Enjoy a fun Sunday brunch with stand up comedy at Laugh Factory. Ideal for comedy lovers.

Sunday, Oct 25

Wild and Sublime LIVE in Chicago - EIGHTH ANNIVERSARY SHOW 10/25/26

The Lincoln Lodge

Celebrate eight years of Wild & Sublime with a night of sex-positive comedy and storytelling in Chicago.

Monday, Oct 26

CYNTHIA & FRIENDS

RED ROOM Comedy Club

Enjoy a night of laughter at the RED ROOM Comedy Club with the Cynthia & Friends comedy showcase.

Monday, Oct 26

Brett Goldstein

The Chicago Theatre

See Brett Goldstein's Sex, Death & Small Talk Tour at The Chicago Theatre. A must for comedy fans.

Monday, Oct 26

SUNDAY OCTOBER 25: CHICAGO'S BEST COMEDY SHOW

The Comedy Bar

Join top comedians for a night of laughs and pizza at The Comedy Bar. Perfect for comedy fans looking for a fun night out.

Monday, Oct 26

Baddieville's Got Talent: Standup, Drag, Music & More

The Lincoln Lodge

Chicago's wildest talent show featuring standup, drag, and live music at The Lincoln Lodge. A unique experience.

Tuesday, Oct 27

MONDAY OCTOBER 26: LATE NITE MIC WITH VIK PANDYA

The Comedy Bar

Enjoy a night of comedy hosted by Vik Pandya with special guests and an open mic. Perfect for comedy fans and aspiring comedians.

Wednesday, Oct 28

TUESDAY OCTOBER 27: GUY'Z NITE COMEDY SHOW

The Comedy Bar

Join Guy Reuven for a night of comedy featuring surprise headliners at The Comedy Bar in Chicago.

Thursday, Oct 29

WEDNESDAY OCTOBER 28: CHICAGO'S BEST COMEDY SHOW

The Comedy Bar

Experience an interactive stand-up show at Crowd Work Wednesday, hosted by Pat Bolduc & John Gasper at The Comedy Bar.

Thursday, Oct 29

Who All Gone Be There…. AGAIN?!

The Lincoln Lodge

Join Jillian for a live taping of her stand-up special at The Lincoln Lodge. Great for fans of comedy and live performances.

Thursday, Oct 29

Class! With Sara Benincasa & Chad the Bird

The Lincoln Lodge

Enjoy a night of mildly educated comedy with Sara Benincasa and Chad the Bird at The Lincoln Lodge in Chicago.

Thursday, Oct 29

Jam Sandwich

UP Comedy Club

Enjoy a night of spontaneous improv comedy at The Second City with Jam Sandwich. A fun experience for comedy lovers.

Friday, Oct 30

Lev Fer ONE NIGHT ONLY

The Lincoln Lodge

Enjoy a night of hilarious standup comedy with Lev Fer at The Lincoln Lodge. A great option for comedy fans.

Friday, Oct 30

THURSDAY OCTOBER 29: OHJAY LAMONT & FRIENDS

The Comedy Bar

Enjoy a night of laughs with OhJay Lamont and friends at The Comedy Bar, a must-see comedy event in Chicago.

Friday, Oct 30

Brew Comedy: New Material Night

Laugh Factory

Catch new material from comedians at Brew Comedy night at Laugh Factory. Ideal for comedy enthusiasts.

Friday, Oct 30

Lev Fer ONE NIGHT ONLY

The Lincoln Lodge

Enjoy a night of hilarious standup comedy with Lev Fer at The Lincoln Lodge. A must-see for comedy fans.

Saturday, Oct 31

DREW NICKENS & FRIENDS

RED ROOM Comedy Club

Enjoy a lively stand-up comedy showcase featuring Drew Nickens and friends at the RED ROOM Comedy Club in Chicago.

Saturday, Oct 31

Nervous Laughter Comedy Show: Laugh now, overthink later

The Lincoln Lodge

Experience a night of storytelling and standup comedy with local Chicago comedians at The Lincoln Lodge. Ideal for comedy enthusiasts.

Saturday, Oct 31

Don Lemon & DL Hughley: DL + DL 'Anything Goes'

The Chicago Theatre

See Don Lemon and DL Hughley perform their comedy show at The Chicago Theatre. Perfect for comedy fans looking for a night of laughs.

Saturday, Oct 31

Gay for Pay

The Lincoln Lodge

Experience a summer camp-themed night of standup, improv, and burlesque at The Lincoln Lodge in Chicago.

Saturday, Oct 31

You Win Some, You Dim Sum: an uplifting comedy show

The Lincoln Lodge

Join Chicago Standups for an uplifting comedy show that celebrates everyday wins. Perfect for anyone looking for a good laugh.

Sunday, Nov 1

SATURDAY OCTOBER 31: SERGEI PUTINSKI

The Comedy Bar

The hilarious Sergei Putinski headlines a night of laughs at The Comedy Bar, right off the Magnificent Mile!

Sunday, Nov 1

SATURDAY OCTOBER 31: GOOFAZZ HALLOWEEN COMEDY SHOW

The Comedy Bar

Join the Goofazz Halloween Comedy Show for a night of laughs and costumes at The Comedy Bar in Chicago.

Sunday, Nov 1

HALLOWEEN LAUGHTER

RED ROOM Comedy Club

Enjoy a night of stand-up comedy at the RED ROOM for Halloween. Perfect for comedy fans looking for fun.

Monday, Nov 2

Funny in the age of AI

The Lincoln Lodge

A live series blending comedy and education about AI, featuring comedians and researchers in Chicago.

Monday, Nov 2

SUNDAY NOVEMBER 1: JOEL JAMES

The Comedy Bar

Laugh along with comedian Joel James at The Comedy Bar in Chicago for a night of entertainment and fun.

Monday, Nov 2

Diva Double Feature: The Cumjuring / Cher & Cockroaches

The Newport Theater

Enjoy a double feature of comedy shows at The Newport Theater in Chicago. Great for fans of unique theater experiences.

Tuesday, Nov 3

Fem Com Grad Show

The Lincoln Lodge

Watch the graduation showcase of beginners from the Fem Com standup course. Perfect for comedy fans and supporters of new talent.

Tuesday, Nov 3

Standup Seminary Punch Up Grad Show

The Lincoln Lodge

Enjoy the graduation showcase for the advanced standup course, The Punch Up. Perfect for comedy lovers.

Tuesday, Nov 3

MONDAY NOVEMBER 2: LATE NITE MIC WITH VIK PANDYA

The Comedy Bar

Vik Pandya hosts comedians and a free open mic. Perfect for comedy fans looking for a fun night out.