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Festivals, Fairs & Special Events, Music & Comedy
The 26th Anniversary Englewood Jazz Festival
The 26th Annual Englewood Jazz Festival, presented by Live the Spirit Residency, returns to Chicago’s historic Hamilton Park on September 18–20, 2025, marking a powerful…
Festivals, Fairs & Special Events, Music & Comedy
The 26th Anniversary Englewood Jazz Festival
The 26th Annual Englewood Jazz Festival, presented by Live the Spirit Residency, returns to Chicago’s historic Hamilton Park on September 18–20, 2025, marking a powerful…
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, September 17th
7:30 p.m. – 9:00 p.m.The Comedy Bar
500 N. LaSalle St.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, September 17th
8:00 p.m. – 9:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.Music & Comedy
Steven Wilson – The Overview Tour
Six-time-Grammy Award-nominated musician, songwriter and producer Steven Wilson has announced the eagerly awaited North American leg of “The Overview” tour — his first full-band solo headline run in the…
Wednesday, September 17th
8:00 p.m. – 11:00 p.m.Auditorium Theatre
50 East Ida B. Wells DriveMusic & Comedy
Lady Gaga – The Mayhem Ball Tour
After much anticipation, 14-time Grammy Award-winner Lady Gaga is heading out on ‘The MAYHEM Ball’ tour with stops at United Center on September 15 and…
Wednesday, September 17th
8:00 p.m. – 11:00 p.m.United Center
1901 W Madison St.Wednesday, September 17th
8:00 p.m. – 11:00 p.m.The Salt Shed
1357 N Elston Ave, Chicago, ILMusic & 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, September 17th
9:00 p.m. – 11:00 p.m.Bordel Cocktail & Cabaret
1721 W DivisionFestivals, Fairs & Special Events, Music & Comedy
The 26th Anniversary Englewood Jazz Festival
The 26th Annual Englewood Jazz Festival, presented by Live the Spirit Residency, returns to Chicago’s historic Hamilton Park on September 18–20, 2025, marking a powerful…
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, September 18th
7:00 p.m. – 10:00 p.m.Spiegeltent – Cambria Hotel
32 W. RandolphMusic & Comedy, Theatre & Performing Arts
YUPLUS
Come be a part of the first taping of YUPLUS, Chicago’s own live comedy game show! Three comedians represent their respective cities: New York vs.…
Thursday, September 18th
7:00 p.m. – 10:30 p.m.Greenhouse Theater Center
2257 North Lincoln AvenueMusic & Comedy, Theatre & Performing Arts
Olympus Has Fallen (And It Can’t Get Up)
Olympus Has Fallen (And it Can’t Get Up) is a sketchy retelling of your favorite Greek myths. As educational as it is explicit, this hour-long…
Thursday, September 18th
7:30 p.m. – 8:30 p.m.The De Matt Theater at The Second City
230 W North AveMusic & Comedy, Theatre & Performing Arts
Magically Ever After: An Evening with The Cosmic Romantics
A vaudeville-inspired magic show that blends dazzling sleight of hand with comedy, music, and heartfelt storytelling, starring real life couple Elizabeth Messick & Eric Thirstin,…
Thursday, September 18th
7:30 p.m. – 8:30 p.m.The Den Theatre
1331 North Milwaukee AvenueMusic & Comedy, Theatre & Performing Arts
Dumb and Drummer
Chicago’s best comedians doing their best material over live jazz! Every third Thursday at The Lincoln Lodge Theatre, Hosted by Jamaal Sanders, Hunter Hirsch, and…
Thursday, September 18th
7:30 p.m. – 9:00 p.m.The Lincoln Lodge Theater
2040 N. Milwaukee 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…
Thursday, September 18th
7:30 p.m. – 9:00 p.m.The Comedy Bar
500 N. LaSalle St.Music & Comedy
Teneisha Wilson at The Comedy Bar
2-Item Minimum Per Guest First Come, First Served Seating No Outside Food or Beverage Valid ID Required at Entry Straight from your timeline to the…
Thursday, September 18th
7:30 p.m. – 9:00 p.m.The Comedy Bar
500 N. LaSalle St.Music & Comedy, Theatre & Performing Arts
Hot People Island
Hot People Island is a world premiere original comedy by Deana Velandra. In this play, a popular television network will take eight lucky certified Hot…
Thursday, September 18th
7:30 p.m. – 9:00 p.m.Cornservatory
4210 N Lincoln AveMusic & Comedy, Theatre & Performing Arts
Chicago Symphony Orchestra: Season Opening with Szeps-Znaider
Overview One of the most heartfelt musical dialogues ever written, the Sinfonia concertante shows Mozart at the pinnacle of his craft. As violinist, Nikolaj Szeps-Znaider…
Thursday, September 18th
7:30 p.m. – 9:30 p.m.Chicago Symphony Center
220 S Michigan AveMusic & 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, September 18th
8:00 p.m. – 9:00 p.m.Malarkey Comedy Company
1501 N Kingsbury StMusic & Comedy
Lady Gaga – The Mayhem Ball Tour
After much anticipation, 14-time Grammy Award-winner Lady Gaga is heading out on ‘The MAYHEM Ball’ tour with stops at United Center on September 15, 17…
Thursday, September 18th
8:00 p.m. – 11:00 p.m.United Center
1901 W Madison St.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, September 18th
9:30 p.m. – 10:30 p.m.iO Theater
1501 N. Kingsbury St.Festivals, Fairs & Special Events, Music & Comedy
The 26th Anniversary Englewood Jazz Festival
The 26th Annual Englewood Jazz Festival, presented by Live the Spirit Residency, returns to Chicago’s historic Hamilton Park on September 18–20, 2025, marking a powerful…
Music & Comedy, Theatre & Performing Arts
Chicago Symphony Orchestra: Season Opening with Szeps-Znaider
Overview One of the most heartfelt musical dialogues ever written, the Sinfonia concertante shows Mozart at the pinnacle of his craft. As violinist, Nikolaj Szeps-Znaider…
Friday, September 19th
1:30 p.m. – 3:30 p.m.Chicago Symphony Center
220 S Michigan AveMusic & 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…
Friday, September 19th
7:00 p.m. – 8:00 p.m.The Neo-Futurist Theater
5153 N. Ashland Ave.

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