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Festivals, Fairs & Special Events, Music & Comedy

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June 26, 2026: 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…
Lincoln Park
Event details
Friday, June 26th
7:00 p.m. – 9:30 p.m.
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iO Theater
1501 N. Kingsbury St.
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…
Event details
Friday, June 26th
7:00 p.m. – 10:00 p.m.
The Vic Theatre
3145 N. Sheffield
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.…
Lincoln Park
Event details
Friday, June 26th
7:30 p.m. – 9:00 p.m.
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iO Theater
1501 N. Kingsbury St.
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.…
Lincoln Park
Event details
Friday, June 26th
8:00 p.m. – 9:00 p.m.
iO Theater
1501 N. Kingsbury St.
Jun26
Music & Comedy
Kurt Vile and The Violators – KV’s Been Good to Me World Tour
Kurt Vile and The Violators are scheduled to perform in Chicago on Friday, June 26, 2026, as part of their “KV’s Been Good to Me”…
Event details
Friday, June 26th
8:00 p.m. – 11:00 p.m.
The Salt Shed
1357 N Elston Ave, Chicago, IL
Jun26
Music & Comedy
The Taylor Party
Hey, Lovers! Are you ready for it? THE TAYLOR PARTY, the Original Taylor Swift Inspired Dance Party like no other. ✨ 💃 Come shake it…
River North
Event details
Friday, June 26th
8:00 p.m. – 11:00 p.m.
House of Blues
Jun26
Music & Comedy
Djo – Summer 2026 Tour
Djo (the musical project of actor/musician Joe Keery) is performing at The Chicago Theatre on Friday, June 26, 2026. Special Guest: b.i.g.s.h.r.i.m.p.
Loop
Event details
Friday, June 26th
8:00 p.m. – 11:00 p.m.
The Chicago Theatre
175 N. State
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…
Event details
Friday, June 26th
9:00 p.m. – 10:00 p.m.
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Malarkey Comedy Company
1501 N Kingsbury St
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…
Event details
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,
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…
Lakeview
Event details
Friday, June 26th
10:00 p.m. – 11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
June 27, 2026: 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,…
Event details
Saturday, June 27th
10:00 a.m. – 11:30 a.m.
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Stars & Garters Theater
3914 N. Clark St.
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…
South Loop
Event details
Saturday, June 27th
5:30 p.m. – 10:00 p.m.
Soldier Field
1410 Special Olympics Drive
Jun27
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…
Lincoln Park
Event details
Saturday, June 27th
6:00 p.m. – 7:00 p.m.
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iO Theater
1501 N. Kingsbury St.
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…
Andersonville
Event details
Saturday, June 27th
7:00 p.m. – 8:00 p.m.
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The Neo-Futurist Theater
5153 N. Ashland Ave.
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.
Loop
Event details
Saturday, June 27th
7:00 p.m. – 10:00 p.m.
The Chicago Theatre
175 N. State
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…
Old Town
Event details
Saturday, June 27th
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St.
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…
Old Town
Event details
Saturday, June 27th
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St., Theater on the Second Floor
Jun27
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,…
Event details
Saturday, June 27th
7:30 p.m. – 9:30 p.m.
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Harris Theater
205 E. Randolph Street
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…
West Loop
Event details
Saturday, June 27th
8:00 p.m. – 11:00 p.m.
United Center
1901 W Madison St,
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.
Event details
Saturday, June 27th
8:00 p.m. – 11:00 p.m.
Allstate Arena
6920 Mannheim Road
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…
Lincoln Park
Event details
Saturday, June 27th
9:00 p.m. – 10:30 p.m.
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iO Theater
1501 N. Kingsbury St.
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…
Lakeview
Event details
Saturday, June 27th
9:30 p.m. – 10:30 p.m.
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The Annoyance Theatre
851 W. Belmont Ave.
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.
Uptown
Event details
Saturday, June 27th
9:30 p.m. – 11:30 p.m.
The Riveria Theater
4746 N Racine Ave
June 28, 2026: 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…
Event details
Sunday, June 28th
6:00 p.m. – 7:30 p.m.
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Malarkey Comedy
1501 N. Kingsbury St.

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