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Festivals, Fairs & Special Events, Music & Comedy
Taste of Randolph
The West Loop Community Organization presents the 29th annual Taste of Randolph™! Featuring some of the world’s best cuisine and leading entertainment right here in…
Music & Comedy
The 9AM Banger: R&B at 9AM
The 9AM Banger: R&B at 9AM touring dance series is coming to Chicago on Saturday, June 20, 2026. The Concept: This unique day-party flips traditional…
Saturday, June 20th
9:00 a.m. – 2:00 p.m.Festivals, Fairs & Special Events, Music & Comedy, Sports & Recreation, Tours & Attractions
2026 Dragon Boat Race
The 2026 Chicago Dragon Boat Race for Literacy will take place on Saturday, June 20, at Ping Tom Memorial Park in Chinatown, following the Dragon…
Saturday, June 20th
9:00 a.m. – 5:00 p.m.Ping Tom Memorial Park
1700 South Wentworth AvenueFestivals, Fairs & Special Events, Music & Comedy
Motoblot
MOTOBLOT is a celebration of motorcycle and hot rod culture, where the bikes, the builders, the fashion and the music all come together.
Music & Comedy, Theatre & Performing Arts
Chicago 2026 – Summer Concert Series
Varrick Chorus Inc. is excited to bring its 2026 Summer Concert Series to the vibrant city of Chicago for an evening of music, inspiration, and…
Saturday, June 20th
5:00 p.m. – 7:00 p.m.Hyde Park Union Church
5600 S. Woodlawn Ave.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 DriveMusic & 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.Music & Comedy
Katsura Sunshine’s Rakugo
A show of hilarity and culture in equal doses! Katsura Sunshine completed his grueling traditional apprenticeship in Rakugo comic storytelling under the great Rakugo Master…
Saturday, June 20th
7:00 p.m. – 8:30 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
Ms. Renee Live: One Night Only Tour II at The Comedy Bar
HollywoodGenGen, widely recognized as “Miss Renee”, is an acclaimed actor, comedian, and social media influencer celebrated for their ability to connect with audiences through humor…
Saturday, June 20th
7:00 p.m. – 9:00 p.m.The Comedy Bar
162 E Superior St, Chicago, IL 60611Music & Comedy
Godsmack – The Rise of Rock World Tour
Godsmack /w special guests Stone Temple Pilots & Dorothy will perform live at Credit Union 1 Amphitheatre on June 20, 2026.
Saturday, June 20th
7:00 p.m. – 10:00 p.m.Credit Union 1 Amphitheatre
19100 Ridgeland AveFestivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts, Tours & Attractions
You’re Invited To The Juneteenth Comedy Festival: A Celebration of Black Comedians
You’re Invited To The Juneteenth Comedy Festival: A Celebration of Black Comedians is a vibrant comedy variety show that spotlights some of the most exciting…
Saturday, June 20th
7:00 p.m. – 10:00 p.m.iO Theater
1501 N. Kingsbury St.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…
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 FloorFestivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Copland Symphony No. 3
Giancarlo Guerrero conducts Aaron Copland’s Symphony No. 3, a masterful synthesis of the composer’s expansive American musical style. Piano virtuoso Stewart Goodyear returns to the…
Saturday, June 20th
7:30 p.m. – 9:00 p.m.Millennium Park
201 E Randolph StreetMusic & Comedy
Corn Productions’ Match Game
It’s time for another game! Do you ever miss the wacky antics of Game Shows from back in the day? Like way back in the…
Music & Comedy, Theatre & Performing Arts
Now Extended Through June 21st: “Going Bacharach” Presenting the Greatest Hits of Bacharach at the Apollo Theater
Following the success of the Going Bacharach: The Songs Of An Icon Chicago debut, the musical revue has been extended to run through June 21 at the Apollo Theater. Rediscover the…
Music & Comedy
Joshua Slone – Thinking Too Much Tour
Joshua Slone is scheduled to perform in Chicago on Saturday, June 20, 2026, as part of his “Thinking Too Much Tour”. This concert celebrates his…
Saturday, June 20th
7:30 p.m. – 10:30 p.m.The Vic Theatre
3145 N. SheffieldMusic & 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,Music & Comedy
Tash Sultana: North American Tour 2026
Australian multi-instrumentalist Tash Sultana is bringing their North American Tour 2026 to Chicago on Saturday, June 20, 2026.
Saturday, June 20th
8:00 p.m. – 11:00 p.m.The Salt Shed
1357 N Elston Ave, Chicago, ILMusic & Comedy
R&B Music Experience: Tyrese, Tank & Tamar Braxton
The R&B Music Experience is returning to Chicago for an exclusive Juneteenth Celebration on Saturday, June 20, 2026. Lineup: The concert features Tyrese, Tank, Tamar…
Saturday, June 20th
8:00 p.m. – 11:00 p.m.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…
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.Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Slumber Party Comedy Show
Slumber Party! A Comedy Show for Gossip Lovers A night of giggles, gossip, and games with your favorite Chicago comedians. Welcome to Slumber Party! Come…
Saturday, June 20th
9:30 p.m. – 11:00 p.m.The Lincoln Lodge
2040 N Milwaukee Ave, Chicago, IL 60647, United StatesMusic & Comedy, Theatre & Performing Arts
Queerly Lit: Late Night Variety Hour
Join Corn Productions for your Pride celebrations with this late-night comedy variety show! Featuring new acts every night!

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