“Outta This World!” An Original Play
Jun21
Music & Comedy, Theatre & Performing Arts

“Outta This World!” An Original Play

“Outta This World!” is an absurd comedic play about two aliens who land in mid-century Chicago after running out of fuel. In our story, the…

Sunday, June 21st
6:00 p.m.7:00 p.m.
iO Theater
1501 N. Kingsbury St.
UFO Case Files
Jun21
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 21st
7:00 p.m.8:00 p.m.
cosmic underground theater
3433 W Fullerton Ave
Dominick Pupa’s This Is Not a Pride Show But It’s June and I’m Gay
Jun21
Music & Comedy, Theatre & Performing Arts

Dominick Pupa’s This Is Not a Pride Show But It’s June and I’m Gay

Dominick Pupa (FIXING FAMOUS PEOPLE, RAISING SPIRITS, LO on ROKU) returns to Chicago with his signature, no-nonsense approach to pop culture, gay singledom, important debates…

Sunday, June 21st
7:00 p.m.8:00 p.m.
The Newport Theater
956 West Newport Avenue
Wheel of Improv
Jun21
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 21st
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Now Extended Through June 21st: “Going Bacharach” Presenting the Greatest Hits of Bacharach at the Apollo Theater
Jun21
Music & Comedy, Theatre & Performing Arts

Now Extended Through June 21st: “Going Bacharach” Presenting the Greatest Hits of Bacharach at the Apollo Theater

Following the success of the Going Bacharach: The Songs Of An Icon Chicago debut, the musical revue has been extended to run through June 21 at the Apollo Theater. Rediscover the…

Sunday, June 21st
7:30 p.m.9:30 p.m.
Apollo Theater
2550 N. Lincoln Ave.
French Montana – Wave Gods: Narcos Tour
Jun21
Music & Comedy

French Montana – Wave Gods: Narcos Tour

French Montana is scheduled to perform in Chicago on Sunday, June 21, 2026, at the Riviera Theatre. This concert is part of the Wave Gods:…

Sunday, June 21st
8:00 p.m.11:00 p.m.
The Riveria Theater
4746 N Racine Ave
Michael Charles and Band on The Tall Ship Windy Music Concert Series
Jun22
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 22nd
7:00 p.m.9:00 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Joji – Solaris Tour
Jun23
Music & Comedy

Joji – Solaris Tour

Joji is scheduled to perform in Chicago on Tuesday, June 23, 2026, as part of his newly announced SOLARIS global arena tour. Special Guests: The…

Tuesday, June 23rd
6:30 p.m.10:30 p.m.
United Center
1901 W Madison St,
Tuesday Good Show
Jun23
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 23rd
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
A Musical Tribute to John Williams & Steven Spielberg
Jun23
Music & Comedy

A Musical Tribute to John Williams & Steven Spielberg

Celebrate the legendary collaboration between composer John Williams and filmmaker Steven Spielberg as the Chicago Symphony Orchestra brings to life some of cinema’s most iconic…

Tuesday, June 23rd
7:30 p.m.9:00 p.m.

220 S. Michigan Ave.
The Human League, Soft Cell & Alison Moyet – The Generations Tour
Jun23
Music & Comedy

The Human League, Soft Cell & Alison Moyet – The Generations Tour

The Human League, Soft Cell, and Alison Moyet are co-headlining The Generations Tour 2026, which stops in Chicago on Tuesday, June 23, 2026. This “once…

Tuesday, June 23rd
7:30 p.m.10:30 p.m.
The Chicago Theatre
175 N. State
Comic Court: Chicago’s #1 Comedy Court Show
Jun23
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, June 23rd
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 N Milwaukee Ave, Chicago, IL 60647, United States
Jazzin’ at the Shedd
Jun24
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, June 24th
5:00 p.m.10:00 p.m.
Shedd Aquarium
1200 S. Lake Shore Dr.
Barber Violin Concerto
Jun24
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Barber Violin Concerto

Kalena Bovell leads the Grant Park Orchestra in the wistful lyricism of Samuel Barber’s Violin Concerto with acclaimed violinist Will Hagen. Jessie Montgomery’s Starburst opens the concert…

Wednesday, June 24th
6:30 p.m.8:00 p.m.
Millennium Park
201 E Randolph Street
Hooch & Holler Comedy Show
Jun24
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, June 24th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
The Fizz Show
Jun24
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, June 24th
10:00 p.m.11:00 p.m.
iO Theater
1501 N. Kingsbury St.
Martin Garrix – Garrix Show Experience Americas Tour 2026
Jun25
Music & Comedy

Martin Garrix – Garrix Show Experience Americas Tour 2026

Dutch electronic dance music star Martin Garrix will perform live at Chicago’s Huntington Bank Pavilion at Northerly Island on June 25, 2026.

Thursday, June 25th
6:30 p.m.9:30 p.m.
Morgan’s Laugh Lounge
Jun25
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, June 25th
7:00 p.m.8:30 p.m.
Morgan’s On Fulton
950 W Fulton Market
Rockin’ in the Park 2026 Free Summer Concert Series
Jun25
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, June 25th
7:00 p.m.10:00 p.m.
Parkway Bank Park Entertainment District
5501 Park Place
Star Wars: A New Hope in Concert
Jun25
Music & Comedy

Star Wars: A New Hope in Concert

Embark on an epic adventure to a galaxy far, far away with Star Wars: A New Hope! Experience the iconic film like never before as the…

Thursday, June 25th
7:30 p.m.9:30 p.m.

220 S. Michigan Ave.
Cosmic Comedy Hour
Jun25
Music & Comedy

Cosmic Comedy Hour

Cosmic Comedy Hour is a one-hour live comedy show that combines magic, improv, and theatrical comedy into one fast-paced experience. Unlike traditional comedy shows, this…

Thursday, June 25th
8:00 p.m.9:00 p.m.
cosmic underground theater
3433 W Fullerton Ave
Corbyn Besson & Soulidified – The Pop’n Out Tour
Jun25
Music & Comedy

Corbyn Besson & Soulidified – The Pop’n Out Tour

Corbyn Besson and Soulidified are performing at the House of Blues Chicago on Thursday, June 25, 2026, as part of “The Pop’n Out Tour.”

Thursday, June 25th
8:00 p.m.11:00 p.m.
Tchaikovsky Piano Concerto No. 1
Jun26
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Tchaikovsky Piano Concerto No. 1

Conductor Edwin Outwater takes the podium for Tchaikovsky’s dazzling Piano Concerto No. 1, featuring award-winning pianist Sara Davis Buechner. Jimmy López’s Loud, Lou Harrison’s Elegiac Symphony No. 2,…

Friday, June 26th
6:30 p.m.8:30 p.m.
Harris Theater
205 E. Randolph Street
The Infinite Wrench
Jun26
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, June 26th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.