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Upcoming Chicago Events

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Broadway Night at the Grant Park Music Festival
Aug25
Festivals, Fairs & Special Events, Music & Comedy, Tours & Attractions

Broadway Night at the Grant Park Music Festival

For over 90 years, the Grant Park Music Festival has offered free classical music in the heart of Chicago. This weekend, Celebrate the enduring legacy…

Monday, August 25th
6:30 p.m.10:45 p.m.
Millennium Park
201 E Randolph Street
Drunk Shakespeare!
Aug25
Music & Comedy

Drunk Shakespeare!

Gift this experience to your loved ones! Click here to check out our gift card. Join The Drunk Shakespeare Society for an unforgettable evening of Shakespearean revelry,…

Monday, August 25th
7:00 p.m.8:30 p.m.
The Lounge At The Lion
182 North Wabash Avenue
The Late Nite Mic at The Comedy Bar
Aug25
Music & Comedy

The Late Nite Mic at The Comedy Bar

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Vik Pandya is a nationally touring…

Monday, August 25th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Tuesday Good Show
Aug26
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, August 26th
7:00 p.m.8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
Tomato Throw Show
Aug26
Music & Comedy

Tomato Throw Show

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Join us for the most fun…

Tuesday, August 26th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Jonas Brothers – JONAS 20: Living the Dream Tour
Aug26
Music & Comedy

Jonas Brothers – JONAS 20: Living the Dream Tour

Jonas Brothers will return to Wrigley Field this summer as part of the JONAS 20: Living the Dream tour! Their performance at the Friendly Confines…

Tuesday, August 26th
7:30 p.m.10:30 p.m.
Wrigley Field
1060 West Addison Street
Comic Court: The Best Comedy Show in the World
Aug26
Music & Comedy, Theatre & Performing Arts

Comic Court: The Best Comedy Show in the World

Would you rather be able to fly or be able to turn invisible? Who are we more tired of: Ryan Reynolds or Dwayne Johnson? Would…

Tuesday, August 26th
9:00 p.m.10:30 p.m.
The Lincoln Lodge
2040 North Milwaukee Avenue
Dame Myra Hess Memorial Concerts | Zachary Brandon, Violin and Sung Hoon Mo, Piano
Aug27
Music & Comedy, Theatre & Performing Arts

Dame Myra Hess Memorial Concerts | Zachary Brandon, Violin and Sung Hoon Mo, Piano

DAME MYRA HESS MEMORIAL CONCERTS | ZACHARY BRANDON, VIOLIN SUNG HOON MO, PIANO   Program Claude Debussy – Violin Sonata in G minor Gabriel Fauré…

Wednesday, August 27th
12:15 p.m.1:00 p.m.
Seventeenth Church of Christ, Scientist, Chicago
55 E. Wacker Drive
Michael Learns to Rock: Take Us to Your Heart Tour
Aug27
Music & Comedy

Michael Learns to Rock: Take Us to Your Heart Tour

Danish soft rock and pop rock band Michael Learns to Rock brings the Take Us To Your Heart Tour to The Chicago Theatre on August…

Wednesday, August 27th
7:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
Crowd Work Wednesday
Aug27
Music & Comedy

Crowd Work Wednesday

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Crowd Work Wednesday is a weekly…

Wednesday, August 27th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
Neil Young – Love Earth World Tour
Aug27
Music & Comedy

Neil Young – Love Earth World Tour

Legendary singer-songwriter Neil Young will perform live at Huntington Bank Pavilion at Northerly Island on Aug. 27, 2025.

Wednesday, August 27th
7:30 p.m.10:30 p.m.
The Annoyance Sketch Show: Late Stage Everything
Aug27
Music & Comedy, Theatre & Performing Arts

The Annoyance Sketch Show: Late Stage Everything

The trains are late, the apps are broken, the bees are dying, and the algorithm knows your deepest fears. So what do we do? We…

Wednesday, August 27th
8:00 p.m.9:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Hooch & Holler Comedy Show
Aug27
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, August 27th
9:00 p.m.11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
Teatro Zinzanni
Aug28
Music & Comedy, Theatre & Performing Arts

Teatro Zinzanni

Tickets are on sale Now at https://zinzanni.com/chicago/ for Love, Chaos, & Dinner ! Teatro Zinzanni returns to the vibrant Chicago Loop inside the velvet walls…

Thursday, August 28th
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Chris Brown: Breezy Bowl XX Platinum Tour
Aug28
Music & Comedy

Chris Brown: Breezy Bowl XX Platinum Tour

Chris Brown announced his upcoming Breezy Bowl XX tour which includes a show at Wrigley Field Thursday, August 28. The performance at the Friendly Confines…

Thursday, August 28th
6:30 p.m.10:00 p.m.
Wrigley Field
1060 West Addison Street
Rockin’ in the Park 2025 Free Summer Concert Series
Aug28
Music & Comedy

Rockin’ in the Park 2025 Free Summer Concert Series

Rosemont’s Parkway Bank Park entertainment district (5501 Park Place, Rosemont) will turn up the volume this summer with the return of its popular “Rockin’ in…

Thursday, August 28th
7:00 p.m.10:00 p.m.
Parkway Bank Park Entertainment District
5501 Park Place
Heya Toots! Wingding: 2Ding2Furious
Aug28
Music & Comedy, Theatre & Performing Arts

Heya Toots! Wingding: 2Ding2Furious

Corn Productions Presents Heya, Toots! Wingding: 2Ding2Furious ​Improv giant Heya, Toots! takes over the stage this summer every Thursday for a comedy variety show. From…

Thursday, August 28th
7:30 p.m.8:30 p.m.
Cornservatory
4210 N Lincoln Ave
Yes, Ahhh! Presents…Tourist Trap
Aug28
Music & Comedy

Yes, Ahhh! Presents…Tourist Trap

After chilling audiences across the nation, Yes, AHHH! returns this summer with a new improvised horror tale: Tourist Trap. The sun is shining, the roads…

Thursday, August 28th
7:30 p.m.8:30 p.m.
The De Matt Theater at The Second City
230 W North Ave
Chicago Comedy Club at The House of Blues!
Aug28
Music & Comedy, Theatre & Performing Arts, Tours & Attractions

Chicago Comedy Club at The House of Blues!

Chicago’s greatest stand-up show! Join an incredible night of comedy every Thursday at the House of Blues!

Thursday, August 28th
7:30 p.m.9:00 p.m.
House of Blues | Chicago
329 N Dearborn St
BULL
Aug28
Music & Comedy, Theatre & Performing Arts

BULL

This original comedic play follows unproven jokesters Scott and Bryce, who find themselves at the pinnacle of the basketball world — the 1996 Chicago Bulls.…

Thursday, August 28th
7:30 p.m.9:00 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
OhJay Lamont
Aug28
Music & Comedy

OhJay Lamont

2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry OhJay Lamont, born and raised on…

Thursday, August 28th
7:30 p.m.9:00 p.m.
The Comedy Bar
500 N. LaSalle St.
OASIS LIVE ’25
Aug28
Music & Comedy

OASIS LIVE ’25

Oasis is embarking on their historic Live ’25 World Tour with a stop at Soldier Field on August 28. With special guest Cage The Elephant.

Thursday, August 28th
7:30 p.m.10:30 p.m.
Soldier Field
1410 Special Olympics Drive
Improvsed DCOM
Aug28
Music & Comedy, Theatre & Performing Arts

Improvsed DCOM

Dive into the nostalgia of Disney Channel Original Movies with the cast of Improvised DCOM! This All Star cast is bringing screen to stage every…

Thursday, August 28th
8:00 p.m.9:00 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Sketch Playlist
Aug28
Music & Comedy, Theatre & Performing Arts

Sketch Playlist

Sketch Playlist is a weekly sketch show on Thursdays at 9:30pm at iO Theater (1501 N Kingsbury Street, Chicago 60642) that will feature brand-new material…

Thursday, August 28th
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
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