Robyn – Sexistential Tour
Sep12
Music & Comedy

Robyn – Sexistential Tour

Swedish pop star Robyn has announced her first headlining tour in seven years, the Sexistential Tour, which will visit Chicago in late 2026. Special Guest:…

Saturday, September 12th
7:30 p.m.10:30 p.m.
United Center
1901 W Madison St,
Secret Sketch Show
Sep12
Music & Comedy

Secret Sketch Show

Shhhhh! It’s a secret! Don’t tell anyone but your favorite iO performers are hosting a wild night of variety and sketch. Secret sketch show is…

Saturday, September 12th
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Best Of Annoyance Sketch
Sep12
Music & Comedy, Theatre & Performing Arts

Best Of Annoyance Sketch

Enjoy the best sketch comedy Chicago has to offer! The Annoyance Theatre has been at the crux of the comedy scene in Chicago for over…

Saturday, September 12th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Pitbull – I’m Back Tour 2026
Sep13
Music & Comedy

Pitbull – I’m Back Tour 2026

Global music star Pitbull and special guest Lil Jon are scheduled to perform in Tinley Park on Sunday, September 13, 2026, at 8:00 PM. The…

Sunday, September 13th
8:00 p.m.11:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Lily Allen – West End Girl Tour
Sep13
Music & Comedy

Lily Allen – West End Girl Tour

Lily Allen is scheduled to perform at the United Center in Chicago on Sunday, September 13, 2026. This newly added arena date is part of…

Sunday, September 13th
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St,
Tuesday Good Show
Sep15
Music & Comedy

Tuesday Good Show

Showcasing some of the best performers in the city, Tuesday Good Show is a free weekly variety show hosted by Nick Bonsignore and Keller Paulson.…

Tuesday, September 15th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Suicideboys – Grey Day Tour 2026
Sep16
Music & Comedy

Suicideboys – Grey Day Tour 2026

$uicideboy$ are scheduled to perform in Tinley Park, IL, on Wednesday, September 16, 2026, as part of their Grey Day Tour 2026. The concert will…

Wednesday, September 16th
6:30 p.m.11:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Altin Gun: North American Tour 2026
Sep16
Music & Comedy

Altin Gun: North American Tour 2026

Altın Gün is scheduled to perform in Chicago on Wednesday, September 16, 2026, as part of their North American Tour 2026. The tour celebrates their…

Wednesday, September 16th
7:30 p.m.10:30 p.m.
The Vic Theatre
3145 N. Sheffield
Hooch & Holler Comedy Show
Sep16
Music & Comedy, Theatre & Performing Arts

Hooch & Holler Comedy Show

Every Wednesday The Best Speakeasy In Chicago Hosts The Hottest Comedians The City Has To Offer! Indulge In Our Amazing Craft Cocktails And Enjoy An…

Wednesday, September 16th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
The Fizz Show
Sep16
Music & Comedy, Theatre & Performing Arts

The Fizz Show

Join iO house team Fizz for Chicago’s most carbonated improv show. Wednesdays at 10 p.m., Fizz cracks open a high-octane, full-sugar set of one-night-only scenes,…

Wednesday, September 16th
10:00 p.m.11:00 p.m.
iO Theater
1501 N. Kingsbury St.
Morgan’s Laugh Lounge
Sep17
Music & Comedy

Morgan’s Laugh Lounge

Laugh your way into your new favorite Thursday tradition at Morgan’s Laugh Lounge, Chicago’s newest comedy hotspot. Every Thursday night from 6:00–9:30 PM, the lounge…

Thursday, September 17th
7:00 p.m.8:30 p.m.
Morgan’s On Fulton
950 W Fulton Market
Dumb and Drummer
Sep17
Music & Comedy, Theatre & Performing Arts

Dumb and Drummer

Chicago’s best comedians doing their best material over live jazz! Every third Thursday at The Lincoln Lodge Theatre, Hosted by Jamaal Sanders, Hunter Hirsch, and…

Thursday, September 17th
7:30 p.m.9:00 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Breaking Benjamin, Chevelle & Starset
Sep18
Music & Comedy

Breaking Benjamin, Chevelle & Starset

Breaking Benjamin is bringing their massive Fall 2026 North American Tour to the Chicago area on Friday, September 18, 2026. Supporting Acts: The tour features…

Friday, September 18th
6:00 p.m.11:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
The Infinite Wrench
Sep18
Music & Comedy, Theatre & Performing Arts

The Infinite Wrench

Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…

Friday, September 18th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Devil’s Daughter
Sep18
Music & Comedy

Devil’s Daughter

The hottest show in town, Devil’s Daughter, features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…

Friday, September 18th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Devil’s Daughter
Sep18
Music & Comedy

Devil’s Daughter

The hottest show in town Devil’s Daughter features a cast of seasoned comedians who have performed together in Chicago and around the country for over a decade.…

Friday, September 18th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Honk! A Short Form Improv Show
Sep18
Music & Comedy, Theatre & Performing Arts

Honk! A Short Form Improv Show

Honk! is a short form, game-based improv show that asks: what good is comedy if you can’t get a little silly? Comprised of some of…

Friday, September 18th
9:00 p.m.10:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Voila: The Improvised Musical
Sep18
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, September 18th
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
Sep18
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, September 18th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Stargazers Adventure Club
Sep19
Music & Comedy

Stargazers Adventure Club

Blast off with Stargazers Adventure Club in Planetary Games, an interactive space spectacular where imagination fuels the fun! You’ll learn planetary facts from out-of-this-world host,…

Saturday, September 19th
10:00 a.m.11:30 a.m.
Stars & Garters Theater
3914 N. Clark St.
The Infinite Wrench
Sep19
Music & Comedy, Theatre & Performing Arts

The Infinite Wrench

Don’t miss the longest running late-night show in Chicago! At The Infinite Wrench you’ll see 30 original plays in 60 minutes written and performed by…

Saturday, September 19th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Tim McGraw – Pawn Shop Guitar Tour
Sep19
Music & Comedy

Tim McGraw – Pawn Shop Guitar Tour

Tim McGraw is bringing his Pawn Shop Guitar Tour to the Chicago area for a performance at the Credit Union 1 Amphitheatre in Tinley Park…

Saturday, September 19th
7:00 p.m.10:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Ritmo del Mar at Shedd Aquarium
Sep19
Museums, Galleries & Exhibitions, Music & Comedy

Ritmo del Mar at Shedd Aquarium

¡Muévelo! Join us at Shedd Aquarium for the Ritmo del Mar. Enjoy a night of music, cuisine, culture and mesmerizing animals with an aquatic backdrop…

Saturday, September 19th
7:00 p.m.11:00 p.m.
Shedd Aquarium
1200 S. Lake Shore Dr.
Baby Wants Candy! The Original Completely Improvised Musical
Sep19
Music & Comedy, Theatre & Performing Arts

Baby Wants Candy! The Original Completely Improvised Musical

“CRITICS’ PICK. TRULY AMAZING!” – New York Times “BEST VISITING IMPROV COMEDY!”– TimeOut NY “HIGHLY RECOMMENDED!” – The Onion “★★★★★” THEY ARE AN ENTERTAINMENT PHENOMENON AND I…

Saturday, September 19th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.