Mandatory Photo Credit: Abel Arciniega :: @tequilagraphics

Upcoming Chicago Events

Name: Hitch*Cocktails
Start: 2026-06-05T22:00:00-05:00
End: 2026-06-05T23:30:00-05:00
Location: Annoyance Theatre & Bar

Check out what's happening all around Chicago.

May 31, 2026: May31
Theatre & Performing Arts
Stories
Join Cunning Folk Theatre Co. for a new play based on a tale by classic Yiddish author Y.L. Peretz (and the company’s Midwest debut!) In…
Event details
Sunday, May 31st
2:00 p.m. – 3:20 p.m.
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Athenaeum Center for Thought & Culture
2936 North Southport Avenue
May31
Theatre & Performing Arts
Windfall
This is a story about money. Don’t let them fool you otherwise. When a father loses his child in a clash with the local police,…
Lincoln Park
Event details
Sunday, May 31st
3:00 p.m. – 5:00 p.m.
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Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
May31
Theatre & Performing Arts
Spamalot
THE SHOW THAT SET BROADWAY BACK 1,000 YEARS…RETURNS! TOURING ACROSS AMERICA THE TONY AWARD-WINNING BEST MUSICAL COMEDY MONTY PYTHON’S SPAMALOT Peter Marks of The Washington…
Loop
Event details
Sunday, May 31st
5:00 p.m. – 7:00 p.m.
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CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602
May31
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!)…
Old Town
Event details
Sunday, May 31st
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St.
June 2, 2026: Jun2
Theatre & Performing Arts
Spamalot
THE SHOW THAT SET BROADWAY BACK 1,000 YEARS…RETURNS! TOURING ACROSS AMERICA THE TONY AWARD-WINNING BEST MUSICAL COMEDY MONTY PYTHON’S SPAMALOT Peter Marks of The Washington…
Loop
Event details
Tuesday, June 2nd
5:00 p.m. – 7:00 p.m.
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CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602
Jun2
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.…
Event details
Tuesday, June 2nd
7:00 p.m. – 8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Jun2
Music & Comedy
Megan Moroney – Cloud 9 Tour 2026
Country star Megan Moroney will perform in Chicago on Tuesday, June 2, 2026, at the United Center. This concert is part of her international “The…
West Loop
Event details
Tuesday, June 2nd
7:00 p.m. – 10:00 p.m.
United Center
1901 W Madison St,
Jun2
Music & Comedy
Jazz at Lincoln Center Orchestra with Wynton Marsalis
Timeless jazz, acclaimed ensemble The legendary Jazz at Lincoln Center Orchestra and its trailblazing leader Wynton Marsalis return to Symphony Center, their home in Chicago.…
Loop
Event details
Tuesday, June 2nd
8:00 p.m. – 9:30 p.m.
Symphony Center
220 South Michigan Avenue
June 3, 2026: Jun3
Music & Comedy
Claypool Gold: Primus, Les Claypool’s Frog Brigade & The Claypool Lennon Delirium
“Claypool Gold,” featuring Primus, Les Claypool’s Frog Brigade, and The Claypool Lennon Delirium, is scheduled to perform in Chicago on Wednesday, June 3, 2026. This…
Event details
Wednesday, June 3rd
7:00 p.m. – 10:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
Jun3
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…
Event details
Wednesday, June 3rd
9:00 p.m. – 11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
June 4, 2026: Jun4
Theatre & Performing Arts
Spamalot
THE SHOW THAT SET BROADWAY BACK 1,000 YEARS…RETURNS! TOURING ACROSS AMERICA THE TONY AWARD-WINNING BEST MUSICAL COMEDY MONTY PYTHON’S SPAMALOT Peter Marks of The Washington…
Loop
Event details
Thursday, June 4th
5:00 p.m. – 7:00 p.m.
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CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602
Jun4
Theatre & Performing Arts
Stars & Garters Presents “Stars & Garters After Dark”
Chicago’s brand new Stars & Garters, 3914 N Clark St, presents Stars & Garters After Dark, every Thursday at 7 p.m. in the Rouge Room.…
Event details
Thursday, June 4th
7:00 p.m. – 9:30 p.m.
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Stars and Garters Club
3914 N Clark St
Jun4
Music & Comedy
Forrest Frank – The Jesus Generation 2026 Tour
Christian artist Forrest Frank /w special guests Tori Kelly, Cory Asbury, and The Figs is scheduled to perform near Chicago in Rosemont, IL on Thursday,…
Event details
Thursday, June 4th
7:00 p.m. – 10:00 p.m.
Allstate Arena
6920 Mannheim Road
June 5, 2026: Jun5
Jun6
Theatre & Performing Arts
Comedy Hour at Annoyance Theatre
Each week, Chicago comics bring the freshest, most experimental new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix…
Lakeview
Event details
Friday, June 5th
12:00 a.m. – Saturday, June 6th
1:00 a.m.
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Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Jun5
Theatre & Performing Arts
Spamalot
THE SHOW THAT SET BROADWAY BACK 1,000 YEARS…RETURNS! TOURING ACROSS AMERICA THE TONY AWARD-WINNING BEST MUSICAL COMEDY MONTY PYTHON’S SPAMALOT Peter Marks of The Washington…
Loop
Event details
Friday, June 5th
5:00 p.m. – 7:00 p.m.
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CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602
Jun5
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…
Andersonville
Event details
Friday, June 5th
7:00 p.m. – 8:00 p.m.
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The Neo-Futurist Theater
5153 N. Ashland Ave.
Jun5
Theatre & Performing Arts
The Improvised Shakespeare Company®
The Improvised Shakespeare Company® proudly presents its critically-acclaimed, long-running hit show Improvised Shakespeare Chicago, now in its 19th year! Join us for an evening of…
Lincoln Park
Event details
Friday, June 5th
7:30 p.m. – 9:00 p.m.
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iO Theater
1501 N. Kingsbury St.
Jun5
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.…
Lincoln Park
Event details
Friday, June 5th
7:30 p.m. – 9:00 p.m.
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iO Theater
1501 N. Kingsbury St.
Jun5
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.…
Lincoln Park
Event details
Friday, June 5th
8:00 p.m. – 9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Jun5
Theatre & Performing Arts
3 Stages of Love
Ghostlight begins its 9th Season with the first installment of a three-part cabaret experience devised by Ensemble Member Khnemu Menu-Ra, 3 Stages of Love. The…
Event details
Friday, June 5th
8:00 p.m. – 9:00 p.m.
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Mrs. Murphy & Sons Irish Bistro
3905 N Lincoln Ave
Jun5
Theatre & Performing Arts
3 Stages of Love Part 2: Simple Love/Unperfect Actor
Love always makes for a good story because some part of it is always relatable. And what better way to explore all the various sides…
Event details
Friday, June 5th
8:00 p.m. – 9:00 p.m.
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Mrs. Murphy & Sons Irish Bistro
3905 N Lincoln Ave
Jun5
Theatre & Performing Arts
The Lincoln Lodge
The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…
Event details
Friday, June 5th
8:00 p.m. – 9:30 p.m.
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The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Jun5
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…
Event details
Friday, June 5th
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,
Jun5
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…
Lakeview
Event details
Friday, June 5th
10:00 p.m. – 11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.