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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 StreetMusic & 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 AvenueMusic & 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…
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 AveMusic & 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…
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 StreetMusic & 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 AvenueMusic & 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 DriveMusic & 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. StateMusic & 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…
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.Huntington Bank Pavilion at Northerly Island
1300 S. Linn White Dr.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.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 DivisionMusic & 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. RandolphMusic & 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 StreetMusic & 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 PlaceMusic & 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…
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 AveMusic & 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 StMusic & 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.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…
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 DriveMusic & 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 StMusic & 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…

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