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.
The Last Word
Jun26
Music & Comedy, Theatre & Performing Arts

The Last Word

The Last Word is the first 4 course craft cocktail progression paired with a screenplay. 6 actors come on stage and read through a high…

Friday, June 26th
7:00 p.m.9:30 p.m.
iO Theater
1501 N. Kingsbury St.
Pepper & The Movement – High Tide Summer Tour
Jun26
Music & Comedy

Pepper & The Movement – High Tide Summer Tour

Pepper and The Movement are scheduled to perform at The Vic Theatre in Chicago on Friday, June 26, 2026. This show is part of their…

Friday, June 26th
7:00 p.m.10:00 p.m.
The Vic Theatre
3145 N. Sheffield
Devil’s Daughter
Jun26
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, June 26th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Devil’s Daughter
Jun26
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, June 26th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Honk! A Short Form Improv Show
Jun26
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, June 26th
9:00 p.m.10:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Voila: The Improvised Musical
Jun26
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, June 26th
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
Jun26
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, June 26th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Stargazers Adventure Club
Jun27
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, June 27th
10:00 a.m.11:30 a.m.
Stars & Garters Theater
3914 N. Clark St.
Ed Sheeran Live in Chicago – LOOP 2026 Tour
Jun27
Music & Comedy

Ed Sheeran Live in Chicago – LOOP 2026 Tour

Ed Sheeran announces the North American leg of his LOOP Tour. On the Chicago stop at Soldier Field on June 27, 2026, he will be…

Saturday, June 27th
5:30 p.m.10:00 p.m.
Soldier Field
1410 Special Olympics Drive
The Infinite Wrench
Jun27
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, June 27th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
AMERICA – The Happy Trails Tour 2026
Jun27
Music & Comedy

AMERICA – The Happy Trails Tour 2026

Iconic classic-rock band AMERICA is scheduled to perform in Chicago area on June 27, 2026.

Saturday, June 27th
7:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
Baby Wants Candy! The Original Completely Improvised Musical
Jun27
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, June 27th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Jun27
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, June 27th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Weird Al’ Yankovic – The Bigger and Weirder 2026 Tour
Jun27
Music & Comedy

Weird Al’ Yankovic – The Bigger and Weirder 2026 Tour

Weird Al brings his legendary full-production multimedia comedy rock show back to the concert stage with the BIGGER & WEIRDER 2026 Tour, playing his iconic…

Saturday, June 27th
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St,
Josh Groban Live In Chicago – Gems Tour 2026
Jun27
Music & Comedy

Josh Groban Live In Chicago – Gems Tour 2026

Multi-platinum vocalist Josh Groban/w special guest Jennifer Hudson will perform live at Rosemont‘s Allstate Arena on June 27, 2026.

Saturday, June 27th
8:00 p.m.11:00 p.m.
Allstate Arena
6920 Mannheim Road
Secret Sketch Show
Jun27
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, June 27th
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Best Of Annoyance Sketch
Jun27
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, June 27th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
El Gran Combo de Puerto Rico
Jun27
Music & Comedy

El Gran Combo de Puerto Rico

El Gran Combo de Puerto Rico is scheduled to perform in Chicago on Saturday, June 27, 2026, for their “Un Verano en Chicago” concert.

Saturday, June 27th
9:30 p.m.11:30 p.m.
The Riveria Theater
4746 N Racine Ave
Malarkey Comedy Expo League
Jun28
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, June 28th
6:00 p.m.7:30 p.m.
Malarkey Comedy
1501 N. Kingsbury St.
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.
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.
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,