Things to do in Chicago

Saturday, Oct 17

Josh Ocean Thomas

The Lincoln Lodge

Enjoy an evening of stand-up comedy with Josh Ocean Thomas in Chicago. A great night for comedy fans looking for laughs.

Saturday, Oct 17

Chicago Fire FC at New England Revolution

Fatpour McCormick: Ultimate Chicago Sports Bar

Watch the Chicago Fire face off against New England Revolution at Fatpour. A great spot for sports fans.

Sunday, Oct 18

SATURDAY OCTOBER 17: JOEY BRAGG

The Comedy Bar

Join comedian Joey Bragg for a night of laughs at The Comedy Bar. Enjoy a fun atmosphere right off the Magnificent Mile.

Sunday, Oct 18

“Ask a Comedian” Comedy Show w/ Kyrie Da Comic

The Lincoln Lodge

Experience the unique comedy show at The Lincoln Lodge in Chicago. Perfect for comedy enthusiasts.

Sunday, Oct 18

Tatum Langley featuring Jeremy Kahn Quartet

Winter's Jazz Club

Enjoy a night of jazz with Tatum Langley and the Jeremy Kahn Quartet at Winter's Jazz Club. Perfect for jazz enthusiasts.

Sunday, Oct 18

MAHINDRA BLUES FEST – NEW ORLEANS BEAU

Buddy Guy's Legends

Join us for an exciting night of blues music at Buddy Guy's Legends. A must for blues enthusiasts.

Sunday, Oct 18

SATURDAY OCTOBER 17: CHICAGO'S BEST COMEDY SHOW

The Comedy Bar

Enjoy a night of stand-up comedy featuring Chicago's best comedians at The Comedy Bar. Perfect for a fun night out.

Sunday, Oct 18

Rick King's Royal Hustle

Rosa's Lounge

Join us for Rick King's Royal Hustle at Rosa's Lounge. A lively night of blues music and entertainment.

Sunday, Oct 18

Josh Ocean Thomas

The Lincoln Lodge

Enjoy an evening of stand-up comedy with Josh Ocean Thomas, a Chicago-based comedian. Perfect for comedy lovers.

Sunday, Oct 18

Rick King's Royal Hustle

Rosa's Lounge

Join us for a late-night blues set with Rick King's Royal Hustle at Rosa's Lounge. Ideal for blues fans.

Sunday, Oct 18

Vintage on the Avenue

The Shops at North Bridge

Explore high-end vintage clothing and accessories at The Shops at North Bridge. A unique shopping experience for vintage lovers.

Sunday, Oct 18

Clued In Presents: Travel Can Be Murder

The Second City Training Center

Experience an improvised murder mystery inspired by Agatha Christie at The Second City. Perfect for mystery fans and comedy lovers.

Sunday, Oct 18

Clued In Presents: Travel Can Be Murder

UP Comedy Club

Enjoy a unique improvised murder mystery experience at UP Comedy Club. Ideal for fans of comedy and suspense.

Sunday, Oct 18

Clued In Presents: Travel Can Be Murder

The Second City

Experience an improvised murder mystery at The Second City. Perfect for fans of comedy and interactive theater.

Sunday, Oct 18

An Evening with Danny Sinoff and the Great American Songbook - Debut!

Winter's Jazz Club

Enjoy a night of jazz with Danny Sinoff and his band, perfect for jazz lovers and music enthusiasts.

Sunday, Oct 18

Saya Meads

The Lincoln Lodge

Comedian Saya Meads performs standup at The Lincoln Lodge, promising a night of laughter and entertainment.

Sunday, Oct 18

Seattle Reign FC at Chicago Stars FC

Fatpour McCormick: Ultimate Chicago Sports Bar

Watch the Seattle Reign FC take on the Chicago Stars FC at Fatpour Tap Works. Perfect for soccer fans.

Monday, Oct 19

SUNDAY OCTOBER 18: CALIMAR WHITE

The Comedy Bar

Enjoy a night of laughs with Calimar White at The Comedy Bar. A fun comedy event with pizza and nonstop humor.

Monday, Oct 19

Tales from the $trip

The Newport Theater

Enjoy true stories told by $trippers at The Newport Theater in Chicago.

Monday, Oct 19

Saya Meads

The Lincoln Lodge

Catch comedian Saya Meads performing standup for one night only at The Lincoln Lodge.

Monday, Oct 19

Marital Bed & Chris Coleslaw Band - Live

Skylark

Enjoy a night of unique live music with Marital Bed and Chris Coleslaw Band. Ideal for fans of quirky and post-punk sounds.

Monday, Oct 19

ELEVATION BAND – LITTLE WALTER FOUNDATION

Buddy Guy's Legends

Join the Elevation Band for a lively performance supporting the Little Walter Foundation. Great for blues and jazz lovers.

Monday, Oct 19

Sips x Z Bar - October 19

Z Bar

Join Sips at Z Bar for a curated cocktail evening. Ideal for cocktail enthusiasts and social gatherings.

Tuesday, Oct 20

MONDAY OCTOBER 19: LATE NITE MIC WITH VIK PANDYA

The Comedy Bar

Join Vik Pandya for a night of comedy at The Comedy Bar. Enjoy laughs and a free open mic session afterwards.

Wednesday, Oct 21

TUESDAY OCTOBER 20: TOMATO THROW SHOW

The Comedy Bar

Experience the interactive Tomato Throw Show at The Comedy Bar. Audience participation makes it a unique comedy night.

Wednesday, Oct 21

The Counterpoint Theatre Launch Party

The Newport Theater

Join the cabaret fundraiser for the launch of The Counterpoint Theatre. Perfect for arts enthusiasts and community supporters.

Wednesday, Oct 21

A Chillingly Chic Pumpkin Paint Night

ERIS Brewery and Cider House

Join us for a fun pumpkin painting night at ERIS Brewery and Cider House. A creative evening with friends awaits.

Thursday, Oct 22

WEDNESDAY OCTOBER 21: CROWD WORK WEDNESDAY

The Comedy Bar

Join us for Crowd Work Wednesday at The Comedy Bar, an interactive stand-up comedy event featuring local comedians.

Thursday, Oct 22

24 Hours to Sketch Show

The Second City Training Center

Watch talented students perform original sketches in just 24 hours at Donny's Skybox Theater. A night of laughter awaits.

Thursday, Oct 22

24 Hours to Sketch Show

UP Comedy Club

Experience the 24 Hours to Sketch Show with fresh comedic content by aspiring comedians. Ideal for those who enjoy innovative and funny performances.