Things to do in Chicago

Thursday, Oct 15

Jeremy Kahn Trio with guest Geof Bradfield - Chasin' the Trane: Celebrating John Coltrane's Centennial

Winter's Jazz Club

Join the Jeremy Kahn Trio for a special performance celebrating John Coltrane's centennial. A must for jazz enthusiasts.

Friday, Oct 16

Clued In Presents: Travel Can Be Murder

The Second City Training Center

Join Clued In for an improvised murder mystery inspired by Agatha Christie at Second City’s UP Comedy Theatre.

Friday, Oct 16

Clued In Presents: Travel Can Be Murder

UP Comedy Club

Experience Travel Can Be Murder, an improvised mystery show at UP Comedy Club in Chicago. Perfect for mystery lovers.

Friday, Oct 16

Clued In Presents: Travel Can Be Murder

The Second City

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

Friday, Oct 16

East of LA: A Midwest Asian Comedy Show

The Lincoln Lodge

Catch a hilarious stand-up show featuring Asian American comedians in the Midwest. Great for comedy fans.

Friday, Oct 16

Thursday Night Stand Up Comedy

Laugh Factory

Enjoy a night of stand-up comedy at the Laugh Factory. Perfect for comedy lovers looking for a good laugh.

Friday, Oct 16

ROCKY ATHAS

Buddy Guy's Legends

Experience an electrifying performance by Rocky Athas at Buddy Guy's Legends. Ideal for blues music lovers.

Friday, Oct 16

Vintage on the Avenue

The Shops at North Bridge

Discover high-end vintage clothing and accessories at Vintage on the Avenue in Chicago.

Friday, Oct 16

Bulls at United Center (Preseason)

Kaiser Tiger

Enjoy the Bulls preseason game with complimentary shuttle service. A great event for basketball fans in Chicago.

Saturday, Oct 17

Buena Onda Comedy

The Lincoln Lodge

Enjoy a stand-up show highlighting Latin comedic talent at The Lincoln Lodge. A night of good vibes and laughter.

Saturday, Oct 17

FRIDAY OCTOBER 16: JOEY BRAGG

The Comedy Bar

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

Saturday, Oct 17

ANARCHY: The Improvised Rock Opera

The Second City

Experience ANARCHY: The Improvised Rock Opera at The Second City. A unique comedy and music event.

Saturday, Oct 17

ANARCHY: The Improvised Rock Opera

UP Comedy Club

Join ANARCHY: The Improvised Rock Opera at UP Comedy Club for a night of music and laughs. A unique experience for comedy fans.

Saturday, Oct 17

ANARCHY: The Improvised Rock Opera

The Second City Training Center

Enjoy a unique improvised rock musical experience at The Second City Training Center in Chicago.

Saturday, Oct 17

DARK & STORMY Comedy Show

RED ROOM Comedy Club

Experience edgy laughter at the DARK & STORMY Comedy Show featuring various comedians. A fun night for comedy fans.

Saturday, Oct 17

Jill Goldberg

Redhead Piano Bar

Enjoy an evening of live music with Jill Goldberg at the Redhead Piano Bar. A great night for music lovers and friends.

Saturday, Oct 17

Good: A Standup Comedy Showcase

The Lincoln Lodge

Enjoy a night of good comedy with talented comedians at The Lincoln Lodge in Chicago. Perfect for comedy lovers looking for a fun evening.

Saturday, Oct 17

Brad Williams

The Chicago Theatre

See Brad Williams bring his Tall Tales Tour to The Chicago Theatre. A great night for comedy fans.

Saturday, Oct 17

MAHINDRA BLUES FEST – JENI GROUWS

Buddy Guy's Legends

Join the Mahindra Blues Fest at Buddy Guy's Legends in Chicago featuring Jeni Grouws. A must for blues music lovers.

Saturday, Oct 17

FRIDAY OCTOBER 16: CHICAGO'S BEST COMEDY SHOW

The Comedy Bar

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

Saturday, Oct 17

Luke Pytel Band: Celebrating Luke’s B-Day

Rosa's Lounge

Celebrate Luke's birthday with the Luke Pytel Band at Rosa's Lounge in Chicago for a night of blues.

Saturday, Oct 17

Laugh Now Cry Later

The Lincoln Lodge

Laugh Now Cry Later is a comedy show featuring some of the funniest acts in Chicago. Ideal for comedy lovers looking for a good laugh.

Saturday, Oct 17

Rocky Horror CONCERT Show

The Newport Theater

Experience the Rocky Horror Concert Show with live performances of classic tracks at The Newport Theater.

Saturday, Oct 17

RIFF CITY STANDUP COMEDY SHOW

The Lincoln Lodge

Riff City is a unique stand-up comedy show where the jokes revolve around the audience. Great for those who enjoy interactive comedy.

Saturday, Oct 17

Luke Pytel Band: Celebrating Luke’s B-Day

Rosa's Lounge

Celebrate Luke's birthday with the Luke Pytel Band at Rosa's Lounge. A night of blues and special guest performances awaits.

Saturday, Oct 17

Claudia's 5K

Boulevard

Participate in Claudia's 5K to support mental health awareness. A meaningful run promoting courage and community connection.

Saturday, Oct 17

Vintage on the Avenue

The Shops at North Bridge

Explore a curated collection of high-end vintage clothing and accessories at this unique shopping event.

Saturday, Oct 17

SATURDAY OCTOBER 17: COMEDY BRUNCH! FEATURING BAD MOMZ OF COMEDY

The Comedy Bar

Enjoy a hilarious brunch with Orly K.G.'s Bad Momz of Comedy at The Comedy Bar. A fun event full of stand-up and laughs.

Saturday, Oct 17

High School Ensemble Show

UP Comedy Club

Watch talented students perform in sketch, improv, and stand-up at The Second City. A fun outing for comedy fans.

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.