UFO Case Files
Jun28
Music & Comedy

UFO Case Files

Men in Black meets Whose Line Is It Anyways? UFO Case Files is a live improv show in Logan Square where the cast creates a…

Sunday, June 28th
7:00 p.m.8:00 p.m.
cosmic underground theater
3433 W Fullerton Ave
Wheel of Improv
Jun28
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, June 28th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Mike Sherm – Sherm Summer Tour
Jun28
Music & Comedy

Mike Sherm – Sherm Summer Tour

Mike Sherm is performing at the House of Blues Chicago on Sunday, June 28, 2026, for his “Sherm Summer” tour.

Sunday, June 28th
7:30 p.m.10:30 p.m.
Improvised DCOM
Jun28
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, June 28th
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Madison Beer – Locket Tour 2026
Jun29
Music & Comedy

Madison Beer – Locket Tour 2026

Pop artist Madison Beer will perform in Chicago at the Aragon Ballroom on Monday, June 29, 2026, at 6:30 PM as part of the The…

Monday, June 29th
6:30 p.m.10:00 p.m.
Michael Charles and Band on The Tall Ship Windy Music Concert Series
Jun29
Music & Comedy

Michael Charles and Band on The Tall Ship Windy Music Concert Series

We’ll help you chase your “Monday blues”, aboard the 148-foot Tall Ship Windy as you enjoy the breathtaking views of Chicago from the waters of…

Monday, June 29th
7:00 p.m.9:00 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Alex Warren: Little Orphan Alex Live
Jun29
Music & Comedy

Alex Warren: Little Orphan Alex Live

Alex Warren is bringing Little Orphan Alex Live to Chicago’s United Center on June 29!

Monday, June 29th
7:30 p.m.10:30 p.m.
United Center
1901 W Madison St,
CA7RIEL & Paco Amoroso – FREE SPIRITS WORLD TOUR
Jun30
Music & Comedy

CA7RIEL & Paco Amoroso – FREE SPIRITS WORLD TOUR

CA7RIEL & Paco Amoroso are scheduled to perform in Chicago on Tuesday, June 30, 2026, as part of their “FREE SPIRITS WORLD TOUR”.

Tuesday, June 30th
6:30 p.m.10:00 p.m.
Tuesday Good Show
Jun30
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, June 30th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
The Guess Who – Takin’ It Back Tour
Jun30
Music & Comedy

The Guess Who – Takin’ It Back Tour

The Guess Who, now featuring reunited original members Burton Cummings and Randy Bachman, will perform in Chicago on Tuesday, June 30, 2026. Don Felder is…

Tuesday, June 30th
7:30 p.m.10:30 p.m.
Of Montreal: North American Summer Tour 2026
Jun30
Music & Comedy

Of Montreal: North American Summer Tour 2026

of Montreal is scheduled to perform in Chicago on Tuesday, June 30, 2026, at Thalia Hall. This performance is part of their North American summer…

Tuesday, June 30th
8:00 p.m.11:00 p.m.
Thalia Hall
"1621 Central Ave, Suite 330 Cheyenne, WY 82001"
Jazzin’ at the Shedd
Jul1
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, July 1st
5:00 p.m.10:00 p.m.
Shedd Aquarium
1200 S. Lake Shore Dr.
Rachmaninov Piano Concerto No. 3
Jul1
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Rachmaninov Piano Concerto No. 3

Conductor Laureate Carlos Kalmar returns to the Festival with the technically brilliant pianist Olga Kern for Rachmaninov’s highly virtuosic Piano Concerto No. 3. The program…

Wednesday, July 1st
6:30 p.m.8:30 p.m.
Millennium Park
201 E Randolph Street
Wale & Smino – Everything Is a Lot Tour
Jul1
Music & Comedy

Wale & Smino – Everything Is a Lot Tour

Wale & Smino will co-headline their “Everything Is A Lot? The Tour” in Chicago on Wednesday, July 1, 2026

Wednesday, July 1st
7:00 p.m.10:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
Hooch & Holler Comedy Show
Jul1
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, July 1st
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
The Fizz Show
Jul1
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, July 1st
10:00 p.m.11:00 p.m.
iO Theater
1501 N. Kingsbury St.
Morgan’s Laugh Lounge
Jul2
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, July 2nd
7:00 p.m.8:30 p.m.
Morgan’s On Fulton
950 W Fulton Market
Buju Banton & Stephen Marley – Roots and Rhymes Tour
Jul2
Music & Comedy

Buju Banton & Stephen Marley – Roots and Rhymes Tour

Reggae legends Buju Banton and Stephen Marley are performing in Chicago on Thursday, July 2, 2026, as part of their co-headlining Roots and Rhymes Tour.

Thursday, July 2nd
7:00 p.m.10:00 p.m.
Rockin’ in the Park 2026 Free Summer Concert Series
Jul2
Festivals, Fairs & Special Events, Music & Comedy

Rockin’ in the Park 2026 Free Summer Concert Series

Rosemont’s Parkway Bank Park Entertainment District (5501 Park Place, Rosemont) will set the stage for another summer of live music with the return of its “Rockin’ in the…

Thursday, July 2nd
7:00 p.m.10:00 p.m.
Parkway Bank Park Entertainment District
5501 Park Place
Roast Battle at Zanies
Jul2
Music & Comedy

Roast Battle at Zanies

Roast Battle Is @ Zanies Chicago! From the hit Comedy Central series, Roast Battle, brought to you by the team with over 200,000 online followers, Roast Battle…

Thursday, July 2nd
9:00 p.m.11:00 p.m.
Zanies Comedy Club
5437 Park Place
Rachmaninov Piano Concerto No. 3
Jul3
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Rachmaninov Piano Concerto No. 3

Conductor Laureate Carlos Kalmar returns to the Festival with the technically brilliant pianist Olga Kern for Rachmaninov’s highly virtuosic Piano Concerto No. 3. The program…

Friday, July 3rd
6:30 p.m.8:30 p.m.
Millennium Park
201 E Randolph Street
The Infinite Wrench
Jul3
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, July 3rd
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Louis Tomlinson – How Did We Get Here? World Tour
Jul3
Music & Comedy

Louis Tomlinson – How Did We Get Here? World Tour

Louis Tomlinson is scheduled to perform in Rosemont, IL, on Friday, July 3, 2026, at the Allstate Arena. The show is part of his “How…

Friday, July 3rd
7:00 p.m.10:00 p.m.
Allstate Arena
6920 Mannheim Road
Devil’s Daughter
Jul3
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, July 3rd
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.