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Upcoming Chicago Events

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Matt Mathews – Boujee On A Budget Tour
May30
Music & Comedy

Matt Mathews – Boujee On A Budget Tour

Matt Mathews will perform live at The Chicago Theatre on May 30, 2025.

Friday, May 30th
8:00 p.m.10:00 p.m.
The Chicago Theatre
175 N. State
Chicago Cop Macbeth
May30
Theatre & Performing Arts

Chicago Cop Macbeth

The Conspirators present Chicago Cop Macbeth by William Shakespeare, adapted and directed by Wm. Bullion, at the Otherworld Theatre, 3914 N. Clark St., May 16…

Friday, May 30th
8:00 p.m.10:00 p.m.
Otherworld Theatre
3914 N. Clark St.
The Queens! 4 Legends. 1 Stage. Chaka. Patti. Gladys. Stephanie.
May30
Music & Comedy

The Queens! 4 Legends. 1 Stage. Chaka. Patti. Gladys. Stephanie.

Music history will be made as four of the most legendary voices in R&B, soul, and pop come together for an unforgettable tour! Chaka Khan,…

Friday, May 30th
8:00 p.m.11:00 p.m.
United Center
1901 W Madison St.
Trapped in a Musical – an improvised musical
May30
Music & Comedy, Theatre & Performing Arts

Trapped in a Musical – an improvised musical

Trapped in a Musical is a completely improvised Broadway-style show created before your very eyes. It’s the opening and closing night of a brand new…

Friday, May 30th
9:00 p.m.10:00 p.m.
ComedySportz Chicago
929 W. Belmont Ave.
Anthony ‘Scruncho’ McKinley
May30
Music & Comedy

Anthony ‘Scruncho’ McKinley

Anthony McKinley, (better known as Scruncho) is an American comedian and actor who was known for being in movies such as “How High”, “Budz House”, “Easy Money” and…

Friday, May 30th
9:00 p.m.10:30 p.m.
The Comedy Bar
500 N. LaSalle St.
Comedy Dance Chicago presents: 8-BITS
May30
Music & Comedy, Theatre & Performing Arts

Comedy Dance Chicago presents: 8-BITS

We’re back with all new bits! This joyful mixture of sketch comedy and dance is filled with a variety of characters that are sure to…

Friday, May 30th
9:30 p.m.10:30 p.m.
iO Theater
1501 N. Kingsbury St.
Voila: The Improvised Musical
May30
Music & Comedy, Theatre & Performing Arts

Voila: The Improvised Musical

iO Chicago presents: a fully made-up, off-off-off Broadway style musical every Friday at 10pm in the Fremont Theater. Spend your Friday night with us. See…

Friday, May 30th
10:00 p.m.11:30 p.m.
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
The iO Theater, 1501 N Kingsbury St, Chicago, IL 60642, USA,
Hitch*Cocktails
May30
Music & Comedy, Theatre & Performing Arts

Hitch*Cocktails

A Chicago based improv comedy show and drinking game based on the works of Alfred Hitchcock. Based on an audience suggestion, the cast weave together…

Friday, May 30th
10:00 p.m.11:30 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Marriott Theatre Presents: Titanic The Musical
May31
Theatre & Performing Arts

Marriott Theatre Presents: Titanic The Musical

Chicagoland’s longest running musical theatre, Marriott Theatre, continues its 50th Anniversary Season celebration with the epic production of Titanic The Musical, directed and choreographed by…

Saturday, May 31st
Marriott Theatre
10 Marriott Dr.
See Chicago Dance’s Chicago Dance Month Returns This June
May31
Theatre & Performing Arts

See Chicago Dance’s Chicago Dance Month Returns This June

See Chicago Dance, the dance industry’s nonprofit service organization celebrating its 20th anniversary in 2025, is proud to announce that its popular annual offering, Chicago…

Saturday, May 31st
Various locations
The People’s Music School Presents: Performapaloozathon!
May31
Music & Comedy

The People’s Music School Presents: Performapaloozathon!

It’s The People’s Music School’s biggest performance of the year! Performapaloozathon is an all-day music event hosted by The People’s Music School, featuring 800+ TPMS…

Saturday, May 31st
10:00 a.m.4:00 p.m.
Gary Comer Youth Center
7200 S Ingleside Ave
Young People’s Theatre Spins A Beloved Children’s Classic!
May31
Theatre & Performing Arts

Young People’s Theatre Spins A Beloved Children’s Classic!

CHICAGO – The Young People’s Theatre of Chicago follows up it’s acclaimed and celebrated productions of Don’t Let the Pigeon Drive the Bus and Bob…

Saturday, May 31st
11:00 a.m.12:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Teatro Zinzanni
May31
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…

Saturday, May 31st
12:00 p.m.3:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Young People’s Theatre Spins A Beloved Children’s Classic!
May31
Theatre & Performing Arts

Young People’s Theatre Spins A Beloved Children’s Classic!

CHICAGO – The Young People’s Theatre of Chicago follows up it’s acclaimed and celebrated productions of Don’t Let the Pigeon Drive the Bus and Bob…

Saturday, May 31st
1:00 p.m.2:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Chicago Cultural Center New Play Residency Series
May31
Theatre & Performing Arts

Chicago Cultural Center New Play Residency Series

The Open Studio series is a wide variety of public engagements during each residency cohort. Open Studio events are free, informal, and open to the…

Saturday, May 31st
2:00 p.m.3:30 p.m.
Chicago Cultural Center
78 E Washington St
Every Brilliant Thing
May31
Music & Comedy, Theatre & Performing Arts

Every Brilliant Thing

CIRCA Pintig, Chicago’s Filipino American theatre company in its 34th year, presents EVERY BRILLIANT THING, the groundbreaking one-performer play written by Duncan Macmillan with Jonny Donahue.…

Saturday, May 31st
2:00 p.m.3:30 p.m.
1332 W Irving Park Rd, Chicago, IL 60613
1332 W Irving Park Rd
Titanique
May31
Theatre & Performing Arts

Titanique

Broadway In Chicago presents the Porchlight Music Theatre production of TITANIQUE All aboard NYC’s must-sea musical comedy! When the music of Céline Dion makes sweet Canadian…

Saturday, May 31st
2:00 p.m.3:40 p.m.
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
The Chronicles of the Kaleidoscopic Visitors
May31
Theatre & Performing Arts

The Chronicles of the Kaleidoscopic Visitors

Sister Fibonacci and her family live on a secluded winter island, growing food for the town on the mainland. When the island is visited by two green creatures with the…

Saturday, May 31st
2:00 p.m.4:30 p.m.
Merle Reskin Theatre
60 E. Balbo, Chicago, IL, 60605
BRUTA
May31
Theatre & Performing Arts

BRUTA

BOOM CRACK! Dance Company, one of Chicago’s most celebrated street and hip hop dance companies, proudly announces the premiere of its newest evening-length production, BRUTA,…

Saturday, May 31st
5:00 p.m.6:00 p.m.
The Edge Theater
5451 N Broadway Ave, Chicago, IL, 60640
ComedySportz Chicago
May31
Music & Comedy, Theatre & Performing Arts

ComedySportz Chicago

Chicago’s longest running and best interactive improv comedy experience. ComedySportz is comedy played as a sport, not comedy ABOUT sports (whew). Refs, fouls, points, games…

Saturday, May 31st
6:00 p.m.7:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
Scandalous Boy
May31
Theatre & Performing Arts

Scandalous Boy

The story of the love between the emperor Hadrian and Antinous in pre-Christian Rome but framed in a twenty-first century setting with the statue of…

Saturday, May 31st
6:00 p.m.8:00 p.m.
Open Space Arts
1411 W. Wilson Ave, Chicago, IL, 60640
Teatro Zinzanni
May31
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…

Saturday, May 31st
6:00 p.m.10:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Team Deakins returns to the Athenaeum Center
May31
Theatre & Performing Arts

Team Deakins returns to the Athenaeum Center

Following an October 2024 series of sold-out programming, Chicago’s not-for-profit Athenaeum Center for Thought and Culture (2936 N. Southport Avenue) proudly welcomes back legendary Academy…

Saturday, May 31st
6:30 p.m.8:30 p.m.
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
The Infinite Wrench
May31
Music & 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, May 31st
7:00 p.m.8:00 p.m.
The Neo-Futurist Theater
5153 N. Ashland Ave.
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