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
Baby Wants Candy! The Original Completely Improvised Musical
Aug22
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 22nd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Aug22
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 22nd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Jill Scott – To Whom This May Concern Tour
Aug22
Music & Comedy

Jill Scott – To Whom This May Concern Tour

Jill Scott is bringing her “To Whom This May Concern” world tour to Chicago for a three-night residency at The Chicago Theatre in August 2026.…

Saturday, August 22nd
7:30 p.m.10:30 p.m.
The Chicago Theatre
175 N. State
Bonnie Raitt Live In Concert
Aug22
Music & Comedy

Bonnie Raitt Live In Concert

Bonnie Raitt is performing in Highland Park, IL, on Saturday, August 22, 2026, as part of the Ravinia Festival. Support Act: The performance features special…

Saturday, August 22nd
7:30 p.m.10:30 p.m.
Hunter Pavilion At Ravinia
200-201 Ravinia Park Road
Secret Sketch Show
Aug22
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 22nd
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Best Of Annoyance Sketch
Aug22
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 22nd
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Malarkey Comedy Expo League
Aug23
Music & Comedy, Theatre & Performing Arts

Malarkey Comedy Expo League

Welcome to Expo League, where competition and exhibition meet to make an entertaining and interactive experience you’ll never forget! Like the Savannah Bananas and Harlem…

Sunday, August 23rd
6:00 p.m.7:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
Wheel of Improv
Aug23
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 23rd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Jill Scott – To Whom This May Concern Tour
Aug23
Music & Comedy

Jill Scott – To Whom This May Concern Tour

Jill Scott is bringing her “To Whom This May Concern” world tour to Chicago for a three-night residency at The Chicago Theatre in August 2026.…

Sunday, August 23rd
7:30 p.m.10:30 p.m.
The Chicago Theatre
175 N. State
Improvised DCOM
Aug23
Music & Comedy, Theatre & Performing Arts

Improvised DCOM

Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage with…

Sunday, August 23rd
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Outlaw Music Festival: Willie Nelson, Avett Brothers & Lukas Nelson
Aug25
Music & Comedy

Outlaw Music Festival: Willie Nelson, Avett Brothers & Lukas Nelson

The Outlaw Music Festival is scheduled to stop in Tinley Park on Tuesday, August 25, 2026. This year’s tour features a high-powered lineup celebrating country,…

Tuesday, August 25th
3:20 p.m.10:00 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
Tuesday Good Show
Aug25
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 25th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Deep Purple & Kansas Live In Concert
Aug25
Music & Comedy

Deep Purple & Kansas Live In Concert

Deep Purple and Kansas are performing together in Highland Park, IL, on Tuesday, August 25, 2026, as part of the Ravinia Festival.

Tuesday, August 25th
7:00 p.m.10:00 p.m.
Hunter Pavilion At Ravinia
200-201 Ravinia Park Road
Comic Court: Chicago’s #1 Comedy Court Show
Aug25
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Comic Court: Chicago’s #1 Comedy Court Show

Order in the court!Comic Court is back at The Lincoln Lodge every 2nd & 4th Tuesday at 9PM. Comedians argue ridiculous cases like actual lawyers,…

Tuesday, August 25th
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Jazzin’ at the Shedd
Aug26
Museums, Galleries & Exhibitions, Music & Comedy

Jazzin’ at the Shedd

Live jazz revels at Shedd Aquarium! Join us for the popular midweek  Jazzin’ at the Shedd series with unforgettable evenings of music, mingling and marine life.…

Wednesday, August 26th
5:00 p.m.10:00 p.m.
Shedd Aquarium
1200 S. Lake Shore Dr.
Brandi Carlile & I’m With Her – The Human Tour
Aug26
Music & Comedy

Brandi Carlile & I’m With Her – The Human Tour

Brandi Carlile is performing in Highland Park, IL, on Wednesday, August 26, 2026, at the Ravinia Festival as part of her “The Human Tour” Support…

Wednesday, August 26th
7:00 p.m.10:00 p.m.
Hunter Pavilion At Ravinia
200-201 Ravinia Park Road
Grupo Frontera – Triste Pero Bien C*brón Tour
Aug26
Music & Comedy

Grupo Frontera – Triste Pero Bien C*brón Tour

Grupo Frontera is bringing the “Triste Pero Bien C*brón Tour” to Rosemont on Wednesday, August 26, 2026, for a performance at the Allstate Arena.

Wednesday, August 26th
8:00 p.m.11:00 p.m.
Allstate Arena
6920 Mannheim Road
Hooch & Holler Comedy Show
Aug26
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 26th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
The Fizz Show
Aug26
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, August 26th
10:00 p.m.11:00 p.m.
iO Theater
1501 N. Kingsbury St.
NEEDTOBREATHE & Drew And Ellie Holcomb – The Long Surrender Tour
Aug27
Music & Comedy

NEEDTOBREATHE & Drew And Ellie Holcomb – The Long Surrender Tour

NEEDTOBREATHE is scheduled to perform in Chicago on Thursday, August 27, 2026. The concert is part of “The Long Surrender Tour” and will feature special…

Thursday, August 27th
6:30 p.m.10:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
Morgan’s Laugh Lounge
Aug27
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, August 27th
7:00 p.m.8:30 p.m.
Morgan’s On Fulton
950 W Fulton Market