Things to do in Chicago

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.

Friday, Oct 30

Jen Porter

Redhead Piano Bar

Enjoy a late-night performance by Jen Porter at The Redhead Piano Bar in Chicago.

Friday, Oct 30

Halloween Party at Howl at the Moon

Howl at the Moon Chicago

Join the Halloween weekend party at Howl at the Moon with live music and a costume contest. A lively night for partygoers.

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

BLUES PEOPLE

Buddy Guy's Legends

Enjoy an electrifying night of blues with BLUES PEOPLE at Buddy Guy's Legends in Chicago. Perfect for live music fans.

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

Slightly Spooky Saturday

Navy Pier

Celebrate Halloween with trick-or-treating and live entertainment at Navy Pier. A festive event for families.

Saturday, Oct 31

Spellbound: Pole Dancing + Burlesque Show

The Newport Theater

Experience an evening of mystery and mysticism with a pole dancing and burlesque show at The Newport Theater.

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

The Rocky Horror Picture Show

The Chicago Theatre

See The Rocky Horror Picture Show at The Chicago Theatre for a spooktacular night. Perfect for fans of cult classic cinema.

Sunday, Nov 1

I|O Godfrey Halloween 2026

IO Godfrey Rooftop Lounge

Join the Halloween celebration at IO Godfrey Rooftop Lounge in Chicago. A must for fans of themed nightlife and music.

Sunday, Nov 1

Do The Needful - Live on Halloween

Skylark

Enjoy a vibrant Bollywood performance by Do The Needful this Halloween. Perfect for music lovers and dance enthusiasts.

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

Spellbound: Pole Dancing + Burlesque Show

The Newport Theater

Experience a night of mystery with a pole dancing and burlesque show at The Newport Theater. Great for arts and culture enthusiasts.

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.

Sunday, Nov 1

BLUES People: Bring the NY/NJ Blues Heat

Rosa's Lounge

Join us for a night of blues music at Rosa's Lounge. Ideal for jazz and blues enthusiasts.

Sunday, Nov 1

BLUES People: Bring the NY/NJ Blues Heat

Rosa's Lounge

Enjoy a night of blues music at Rosa's Lounge with special guests and late-night sets in Chicago. Perfect for music enthusiasts.

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.

Monday, Nov 2

blackhawks at united center

Kaiser Tiger

Enjoy a complimentary shuttle to the United Center for the Blackhawks game. Great for sports fans looking for convenience.

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.

Tuesday, Nov 3

HERE: for the holidays

The Newport Theater

Celebrate the night before the Midterm Elections with a special event. Great for those looking to engage in the holiday spirit.

Tuesday, Nov 3

Standup Seminary Grad Show

The Lincoln Lodge

Join the graduation showcase for students of the Standup Seminary course. Perfect for comedy fans.

Wednesday, Nov 4

TUESDAY NOVEMBER 3: TOMATO THROW SHOW

The Comedy Bar

An interactive comedy show where the audience decides the funniest acts. Great for comedy lovers.