Things to do in Chicago

Friday, Oct 23

LIZ MANDEVILLE

Buddy Guy's Legends

Enjoy a night of live music featuring Liz Mandeville and an acoustic set by Matt Hendricks. Perfect for blues and jazz fans.

Friday, Oct 23

blackhawks at united center

Kaiser Tiger

Take advantage of the complimentary shuttle service to the United Center for the Blackhawks game.

Saturday, Oct 24

Nightmare at the Newport Pole Show

The Newport Theater

Experience a spooky pole show presented by Dahlia Dime and La Amazonian at The Newport Theater.

Saturday, Oct 24

Houston Dash at Chicago Stars FC

Fatpour McCormick: Ultimate Chicago Sports Bar

Catch the exciting match between Houston Dash and Chicago Stars at Fatpour Tap Works. Perfect for sports fans.

Saturday, Oct 24

FRIDAY OCTOBER 23: ZAR THE STAR

The Comedy Bar

Zar the Star headlines a comedy night at The Comedy Bar. Enjoy laughs and deep-dish pizza with friends.

Saturday, Oct 24

Ellen Harrold Headlines ONE NIGHT ONLY 10/23/26

The Lincoln Lodge

Comedian Ellen Harrold performs live at The Lincoln Lodge in Chicago for one night only.

Saturday, Oct 24

Dill Costa Quartet

The California Clipper

Experience classic Brazilian music with the Dill Costa Quartet. Ideal for fans of jazz and world music.

Saturday, Oct 24

Trauma Dumping: A Hilarious Comedy Show!

The Lincoln Lodge

Enjoy a night of humor as top comedians share their worst experiences at The Lincoln Lodge in Chicago. Ideal for comedy lovers.

Saturday, Oct 24

AVERAGE JOEY

RED ROOM Comedy Club

Enjoy a night of laughs with AVERAGE JOEY at RED ROOM Comedy Club. Ideal for comedy lovers looking for something new.

Saturday, Oct 24

I Said What I Said: A Reality TV-Themed Comedy Show

The Lincoln Lodge

Experience a night of laughter with reality TV-themed comedy at The Lincoln Lodge in Chicago. Perfect for comedy fans.

Saturday, Oct 24

Abigail Riccards Quartet - Motown Gems: The Music of Stevie Wonder, Smokey Robinson, and Aretha Franklin

Winter's Jazz Club

Enjoy Motown gems performed by Abigail Riccards Quartet at Winter's Jazz Club. A must for jazz and soul fans.

Saturday, Oct 24

HOP LATE NIGHT TIL 4AM with JuJu + DJ Cher

Hopsmith Chicago

Dance the night away at Hopsmith with JuJu and DJ Cher. A vibrant late-night party experience awaits.

Saturday, Oct 24

RAY FULLER

Buddy Guy's Legends

Enjoy live music from Ray Fuller at Buddy Guy's Legends. A great night for blues and jazz fans.

Saturday, Oct 24

FRIDAY OCTOBER 23: ZAR THE STAR

The Comedy Bar

Zar the Star brings laughs to The Comedy Bar. Join for a night of comedy and delicious deep-dish pizza.

Saturday, Oct 24

Chasen Wayne (TX)

Broken Hearts

Experience Chasen Wayne's authentic music at Broken Hearts. A night for fans of storytelling and live performances.

Saturday, Oct 24

Just Jenny Bitch WAX

The California Clipper

Enjoy a live music performance by Just Jenny Bitch WAX. Ideal for fans of local music scenes.

Saturday, Oct 24

The Regulars

The Lincoln Lodge

Experience a unique candle-lit comedy show with The Regulars at The Lincoln Lodge. Ideal for comedy lovers.

Saturday, Oct 24

The Dollz Spectra (presented by Showdoll Heaux-ductions): Orange FANTA-sies

The Newport Theater

Experience a captivating burlesque performance at The Newport Theater, featuring Lady Ve'Lush and more.

Saturday, Oct 24

Jamiah Rogers Album Release Celebration: "Chicago Cowboy" –South Side Stories

Rosa's Lounge

Celebrate the release of Jamiah Rogers' album 'Chicago Cowboy' at Rosa's Lounge. A night for jazz and blues enthusiasts.

Saturday, Oct 24

Wyatt Feegrado and Luke Abranches: The Sibling Rivalry Tour 10/23/26

The Lincoln Lodge

Enjoy a night of standup comedy with independent comedians Wyatt Feegrado and Luke Abranches in Chicago.

Saturday, Oct 24

Jamiah Rogers Album Release Celebration: "Chicago Cowboy" –South Side Stories

Rosa's Lounge

Celebrate the release of Jamiah Rogers' album 'Chicago Cowboy' at Rosa's Lounge. A night for jazz and blues enthusiasts.

Saturday, Oct 24

Timmy's Tailgate For A Cause! With Noon Whistle & Sun Cruiser

Timothy O'Toole's Pub Chicago

Join Timmy's Tailgate for a Cause benefiting cancer research. Enjoy food and drinks while supporting a great cause in Chicago.

Sunday, Oct 25

History Shmistory

The Lincoln Lodge

Enjoy stand-up comics performing as historical figures in costume. A unique comedy experience for history buffs and comedy fans.

Sunday, Oct 25

SATURDAY OCTOBER 24: ZAR THE STAR

The Comedy Bar

Enjoy a night of laughs with Zar The Star at The Comedy Bar. A fun event for comedy lovers and fans of live performances.

Sunday, Oct 25

Ben Paterson Organ Trio featuring Bobby Broom

Winter's Jazz Club

Enjoy a night of jazz with the Ben Paterson Organ Trio at Winter's Jazz Club in Chicago.

Sunday, Oct 25

COREY DENNISON

Buddy Guy's Legends

Enjoy a night of jazz and blues with Corey Dennison at Buddy Guy's Legends. A vibrant evening for music lovers in Chicago.

Sunday, Oct 25

Brown Suga - A NEW BIPOC BURLESQUE COMP

The Newport Theater

Witness Chicago's premier all-BIPOC burlesque competition, Brown Suga BackShots, featuring talented artists from across the US.

Sunday, Oct 25

The Bootstrap Boys

Broken Hearts

Experience The Bootstrap Boys' unique blend of country music at Broken Hearts. A night not to miss for music fans.

Sunday, Oct 25

SATURDAY OCTOBER 24: ZAR THE STAR

The Comedy Bar

Join Zar The Star for a night of comedy and deep-dish pizza at The Comedy Bar. Ideal for fans of live comedy shows.

Sunday, Oct 25

HOP LATE NIGHT TIL 5AM with Barragoon + DJ N. Harmonix

Hopsmith Chicago

Join Barragoon and DJ N. Harmonix for a late-night party at Hopsmith. An unforgettable night of music and fun awaits.