moonwatchers
May7
May24
Music & Comedy, Theatre & Performing Arts

moonwatchers

It is Rocco and Allen’s job to watch the moon, and it is really quite boring. Night after night, they time the sequences exactly –…

Thursday, May 7th
8:00 p.m.Sunday, May 24th
2:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Disclosure: Spring 2026 North America Tour
May8
Music & Comedy

Disclosure: Spring 2026 North America Tour

Multi-Platinum duo Disclosure will perform live at The Salt Shed Outdoors on May 8-10, 2026.

Friday, May 8th
6:30 p.m.9:30 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
August Burns Red & The Amity Affliction – Spring Horizons 2026 Tour
May8
Music & Comedy

August Burns Red & The Amity Affliction – Spring Horizons 2026 Tour

August Burns Red and The Amity Affliction will perform in Chicago on Friday, May 8, 2026, at the Riviera Theatre as part of their “Spring…

Friday, May 8th
6:30 p.m.10:00 p.m.
The Riveria Theater
4746 N Racine Ave
The Infinite Wrench
May8
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, May 8th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Gus Constantellis at The Comedy Bar
May8
Music & Comedy

Gus Constantellis at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Gus Constantellis (he/they) is a gay,…

Friday, May 8th
7:00 p.m.8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Francesca Amari – Different Drum: The Music of Linda Ronstadt
May8
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Francesca Amari – Different Drum: The Music of Linda Ronstadt

Linda Ronstadt is one of the biggest names in pop/rock music history, earning 12 Grammys & selling 100 million+ albums. Her iconic voice helped shape…

Friday, May 8th
7:30 p.m.
The Checkout
4116 N. Clark St.
Devil’s Daughter
May8
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, May 8th
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Naomi Watanabe – From Tokyo 2026 Tour
May8
Music & Comedy

Naomi Watanabe – From Tokyo 2026 Tour

Comedian, actor, and creator Naomi Watanabe will perform live at Vic Theatre on May 8, 2026.

Friday, May 8th
7:30 p.m.9:30 p.m.
The Vic Theatre
3145 N. Sheffield
Devil’s Daughter
May8
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, May 8th
8:00 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Missed Call Sketch Comedy Show
May8
Music & Comedy, Theatre & Performing Arts

Missed Call Sketch Comedy Show

Missed Call is a premier Chicago comedy group that writes and performs an entirely new sketch show every Friday — inspired by the audience’s suggestion!

Friday, May 8th
8:00 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Peso Pluma – Dinastia Tour 2026
May8
Music & Comedy

Peso Pluma – Dinastia Tour 2026

Mexican music star Peso Pluma is scheduled to perform in Chicago on May 8-9, 2026, as the grand finale of his North American “DINASTÍA by…

Friday, May 8th
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St,
moonwatchers
May8
May25
Music & Comedy, Theatre & Performing Arts

moonwatchers

It is Rocco and Allen’s job to watch the moon, and it is really quite boring. Night after night, they time the sequences exactly –…

Friday, May 8th
8:00 p.m.Monday, May 25th
2:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Honk! A Short Form Improv Show
May8
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, May 8th
9:00 p.m.10:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Gus Constantellis at The Comedy Bar
May8
Music & Comedy

Gus Constantellis at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Gus Constantellis (he/they) is a gay,…

Friday, May 8th
9:00 p.m.10:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
420 Shakespeare
May8
Music & Comedy, Theatre & Performing Arts

420 Shakespeare

4 professional actors meet to perform a Shakespeare play… but only after one of them takes at least 20mg of you know what, leading to…

Friday, May 8th
9:00 p.m.10:30 p.m.
The De Matt Theater at The Second City
230 W North Ave
Wine Down Comedy
May8
Music & Comedy

Wine Down Comedy

Wine Down Comedy at iO Theater invites you to relax into the weekend with great wine and Chicago’s best stand up comedians. Sip, laugh, and…

Friday, May 8th
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Voila: The Improvised Musical
May8
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, May 8th
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
May8
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, May 8th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Stargazers Adventure Club
May9
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, May 9th
10:00 a.m.11:30 a.m.
Stars & Garters Theater
3914 N. Clark St.
Dinner Detective Murder Mystery Show
May9
Music & Comedy, Theatre & Performing Arts

Dinner Detective Murder Mystery Show

The Dinner Detective is an interactive true crime murder mystery show set in the present day and based on real cold cases. Feast on a…

Saturday, May 9th
6:00 p.m.9:00 p.m.
Courtyard by Marriott Chicago Downtown Magnificent Mile
165 E Ontario St
Disclosure: Spring 2026 North America Tour
May9
Music & Comedy

Disclosure: Spring 2026 North America Tour

Multi-Platinum duo Disclosure will perform live at The Salt Shed Outdoors on May 8-10, 2026.

Saturday, May 9th
6:30 p.m.9:30 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
The Infinite Wrench
May9
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, May 9th
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
Gus Constantellis at The Comedy Bar
May9
Music & Comedy

Gus Constantellis at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Gus Constantellis (he/they) is a gay,…

Saturday, May 9th
7:00 p.m.8:30 p.m.
The Comedy Bar
162 E Superior St, Chicago, IL 60611
Baby Wants Candy! The Original Completely Improvised Musical
May9
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, May 9th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.