Voila: The Improvised Musical
Jun19
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 19th
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
Jun19
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 19th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Morgan Wallen Live In Chicago – Still The Problem Tour 2026
Jun20
Music & Comedy

Morgan Wallen Live In Chicago – Still The Problem Tour 2026

Country megastar Morgan Wallen brings the Still The Problem Tour to Chicago for two back-to-back nights at Soldier Field  on June 19 and 20, 2026,…

Saturday, June 20th
5:30 p.m.10:00 p.m.
Soldier Field
1410 Special Olympics Drive
The Infinite Wrench
Jun20
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 20th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Baby Wants Candy! The Original Completely Improvised Musical
Jun20
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 20th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
Jun20
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 20th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Rosalía – Lux 2026 Tour
Jun20
Music & Comedy

Rosalía – Lux 2026 Tour

Spanish singer-songwriter Rosalía will perform in Chicago on Saturday, June 20, 2026, at the United Center as part of her “LUX Tour 2026”.

Saturday, June 20th
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St,
Secret Sketch Show
Jun20
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 20th
9:00 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Best Of Annoyance Sketch
Jun20
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 20th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
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.
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
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 North Milwaukee Avenue
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
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.
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.
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.
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.
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.
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