Tori Amos – In Times of Dragons Tour 2026
Aug14
Music & Comedy

Tori Amos – In Times of Dragons Tour 2026

Legendary singer-songwriter and pianist Tori Amos is scheduled to perform in Chicago on Friday, August 14, 2026, as part of her North American “In Times…

Friday, August 14th
8:00 p.m.11:00 p.m.
Auditorium Theatre
50 East Ida B. Wells Drive
Voila: The Improvised Musical
Aug14
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, August 14th
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
Aug14
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, August 14th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Lynyrd Skynyrd & Loverboy
Aug15
Music & Comedy

Lynyrd Skynyrd & Loverboy

Lynyrd Skynyrd with Loverboy and special guest Six Gun Sally will perform live at Credit Union 1 Amphitheatre on Aug 15, 2026.

Saturday, August 15th
6:30 p.m.10:30 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
The Infinite Wrench
Aug15
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, August 15th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Baby Wants Candy! The Original Completely Improvised Musical
Aug15
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, August 15th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Aug15
Music & Comedy, Theatre & Performing Arts

Clued In

After getting a single suggestion, the cast of six professional comedians asks the audience to choose a detective. Enjoy as they invent a tale of…

Saturday, August 15th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Lindsey Stirling – Duality Untamed Tour
Aug15
Music & Comedy

Lindsey Stirling – Duality Untamed Tour

Lindsey Stirling is scheduled to perform in Rosemont on Saturday, August 15, 2026, as part of her newly announced Duality Untamed Tour. Special Guest: The…

Saturday, August 15th
7:30 p.m.10:30 p.m.
Rosemont Theatre
Secret Sketch Show
Aug15
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, August 15th
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Best Of Annoyance Sketch
Aug15
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, August 15th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Wheel of Improv
Aug16
Music & Comedy, Theatre & Performing Arts

Wheel of Improv

Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…

Sunday, August 16th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Magic Mondays
Aug17
Music & Comedy, Theatre & Performing Arts

Magic Mondays

Experience an unforgettable night of wonder at Magic Mondays!! Starring award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing mind-blowing illusions and…

Monday, August 17th
7:00 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Tuesday Good Show
Aug18
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, August 18th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Five Finger Death Punch, Cody Jinks & Eva Under Fire
Aug19
Music & Comedy

Five Finger Death Punch, Cody Jinks & Eva Under Fire

Multi-platinum hard rock band Five Finger Death Punch is scheduled to perform at Credit Union 1 Amphitheatre on Wednesday, August 19, 2026, as part of…

Wednesday, August 19th
6:45 p.m.11:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Hooch & Holler Comedy Show
Aug19
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, August 19th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Dumb and Drummer
Aug20
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, August 20th
7:30 p.m.9:00 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
The Infinite Wrench
Aug21
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, August 21st
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Devil’s Daughter
Aug21
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, August 21st
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Devil’s Daughter
Aug21
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, August 21st
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Voila: The Improvised Musical
Aug21
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, August 21st
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
Aug21
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, August 21st
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Mötley Crüe Live In Chicago – The Return Of The Carnival Of Sins Tour
Aug22
Music & Comedy

Mötley Crüe Live In Chicago – The Return Of The Carnival Of Sins Tour

Legendary band Mötley Crüe is bringing their 2026 “The Return of the Carnival of Sins Tour” to the Chicago area with a concert at Credit Union…

Saturday, August 22nd
6:30 p.m.10:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
The Infinite Wrench
Aug22
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, August 22nd
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Desi Banks – Your Favorite Cousin Tour
Aug22
Music & Comedy

Desi Banks – Your Favorite Cousin Tour

Desi Banks is scheduled to perform in Chicago on Saturday, August 22, 2026, as part of his “Your Favorite Cousin” tour.

Saturday, August 22nd
7:00 p.m.11:30 p.m.
The Vic Theatre
3145 N. Sheffield