Upcoming Chicago Events

Name: Nikki Glaser: Alive And Unwell Tour
Start: 2025-05-22T19:00:00-05:00
End: 2025-05-22T21:00:00-05:00
Location: Chicago Theatre

Check out what's happening all around Chicago.

May 17, 2025: May17
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, May 17th
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St.
May17
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, May 17th
7:30 p.m. – 8:30 p.m.
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The Second City
1616 N. Wells St., Theater on the Second Floor
May17
Music & Comedy
Anthony Hamilton & Vivian Green
Anthony Hamilton and Vivian Green will perform at The Chicago Theatre on May 17 with special guest Jadon Giuseppe!
Loop
Event details
Saturday, May 17th
8:00 p.m. – 11:00 p.m.
The Chicago Theatre
175 N. State
May17
Music & Comedy, Theatre & Performing Arts
Here 4 A Bit *Naughty Improv
Join us again for a whose line styled night of explosive laughter that will titillate your “funny” bone. Fast paced short form improv, hilarious songs,…
Old Town
Event details
Saturday, May 17th
9:00 p.m. – 10:00 p.m.
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The Second City
1616 N. Wells St., Theater on the Second Floor
May17
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
I’m M$. B’havin with my $exagenarian$
The music and entertainment of I’m M$. B’Havin and her Sexagenarians’ band is a unique blend of Blues, Jazz, R&B and a good time for…
Pilsen
Event details
Saturday, May 17th
9:00 p.m. – 11:30 p.m.
The Tonk
1800 S Racine Ave
May17
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, May 17th
9:30 p.m. – 10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
May17
Music & Comedy, Theatre & Performing Arts
LET’S PLAY A GAME: Chicago’s scariest short-form show
Who’s Line is it Anyways meets Fear Factor in LETS PLAY A GAME, a new short form show that’s a unique blend of comedy, chaos,…
Lakeview
Event details
Saturday, May 17th
10:00 p.m. – 11:00 p.m.
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Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
May 18, 2025: May18
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…
Loop
Event details
Sunday, May 18th
5:00 a.m. – 9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
The Swingin Sisters: Swingin thru the 60’s
The Swingin’ Sisters use their amazing harmonies to interpret the swinging songs of the 1960s. This show will renew your love and appreciation for these…
Rogers Park
Event details
Sunday, May 18th
12:00 p.m. – 1:30 p.m.
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Le Piano
6970 N. Glenwood Ave.
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Andy Bossov & Friends Celebrate Allan Sherman at 100!
Who doesn’t remember “Hello Muddah, Hello Fadduh”? But parodist Allan Sherman wrote so many more songs than that and inspired all punny people after him.…
Event details
Sunday, May 18th
2:00 p.m. – 3:30 p.m.
Congregation Bene Shalom
4435 Oakton Street
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Acts Of Kindness Cabaret — Final Bow
Celebrate 20 years of music, kindness, and community with Acts Of Kindness Cabaret (AOKC) as we take our final bow. For two decades, AOKC has…
Lakeview
Event details
Sunday, May 18th
3:00 p.m. – 5:30 p.m.
Chicago Theater Works
1113 W. Belmont Ave.
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Love, Chaos, and Dinner at Teatro Zinzanni
The most unique and magical experience in Chicago! “You have to see to believe.” – Forbes Teatro ZinZanni’s signature show offers an unforgettable sensory experience.…
Loop
Event details
Sunday, May 18th
4:00 p.m. – 6:30 p.m.
Teatro ZinZanni
32 W Randolph St. 14th Floor
May18
Music & Comedy
Drew Dunn at The Comedy Bar
Drew Dunn started his stand-up career in 2014, quickly gaining recognition in New England for his quick wit, voices, and unique style. After winning the…
River North
Event details
Sunday, May 18th
7:00 p.m. – 8:30 p.m.
The Comedy Bar
500 N. LaSalle St.
May18
Music & Comedy
Authentic Flamenco Presents Patricia Donn in Chicago
After its international success, with over 225,000 attendees, Authentic Flamenco is back in Chicago with an all-new production and cast! The brand new show features…
Event details
Sunday, May 18th
7:00 p.m. – 8:30 p.m.
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
May18
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts
Sam Fazio Sings the Classics
Close out our Cabaret Week with Chicago-based vocalist Sam Fazio. Fazio has established a name for himself in the music scene over the years with…
Andersonville
Event details
Sunday, May 18th
7:00 p.m. – 9:00 p.m.
Vincent Restaurant
1475 W Balmoral Ave
May18
Music & Comedy
Beyoncé: Cowboy Carter Tour
Beyoncé returns to the stage for the COWBOY CARTER TOUR with three performances at Soldier Field May 15, 17 and 18!
South Loop
Event details
Sunday, May 18th
7:00 p.m. – 10:00 p.m.
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Soldier Field
1410 Special Olympics Dr, Chicago, IL 60605
May 19, 2025: May19
Music & Comedy, Theatre & Performing Arts
Magic Mondays
Experience an unforgettable night of wonder at Magic Mondays!! Starring award-winning magician John Sturk, this monthly showcase features Chicago’s top conjurors performing mind-blowing illusions and…
Lincoln Park
Event details
Monday, May 19th
7:00 p.m. – 8:30 p.m.
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iO Theater
1501 N. Kingsbury St.
May 20, 2025: May20
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.…
Event details
Tuesday, May 20th
7:00 p.m. – 8:30 p.m.
The Gallery Cabaret
2020 N Oakley Ave
May20
Music & Comedy
Billy Idol & Joan Jett and The Blackhearts – It’s A Nice Day To…Tour Again!
Billy Idol & Joan Jett and The Blackhearts will perform live at Credit Union 1 Amphitheatre on May 20, 2025.
Event details
Tuesday, May 20th
7:30 p.m. – 10:30 p.m.
Credit Union 1 Amphitheatre
19100 Ridgeland Ave
May 21, 2025: May21
Music & Comedy
Peter Pan at Chicago Kids Company
Follow Peter Pan and Tinkerbell to Neverland! The adventures are endless in a world of pirates and mayhem. Let your imagination fly to a place…
Event details
Wednesday, May 21st
10:30 a.m. – 11:30 a.m.
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Morgan Park Academy
2153 W 111th Street
May21
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…
Event details
Wednesday, May 21st
9:00 p.m. – 11:00 p.m.
Bordel Cocktail & Cabaret
1721 W Division
May 22, 2025: May22
Music & Comedy
Peter Pan at Chicago Kids Company
Follow Peter Pan and Tinkerbell to Neverland! The adventures are endless in a world of pirates and mayhem. Let your imagination fly to a place…
Event details
Thursday, May 22nd
10:30 a.m. – 11:30 a.m.
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Morgan Park Academy
2153 W 111th Street
May22
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…
Loop
Event details
Thursday, May 22nd
6:00 p.m. – 10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
May22
Music & Comedy
Nikki Glaser: Alive And Unwell Tour
Nikki Glaser will bring the ALIVE AND UNWELL TOUR to The Chicago Theatre on May 22, May 31 and June 1.
Loop
Event details
Thursday, May 22nd
7:00 p.m. – 9:00 p.m.
Chicago Theatre