The Great Gatsby
May2
Theatre & Performing Arts

The Great Gatsby

THE PARTY’S ROARING IN CHICAGO! THE GREAT GATSBY is a “Broadway extravaganza that explodes with life and energy” (Entertainment Weekly). Based on the classic American novel…

Saturday, May 2nd
7:00 p.m.9:30 p.m.
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
The Merry Wives of Windsor
May2
Theatre & Performing Arts

The Merry Wives of Windsor

Delight in Shakespeare’s most raucous comedy! The secret lives of Windsor wives reveal there is much more to this charming, middle-class English hamlet than meets…

Saturday, May 2nd
7:00 p.m.9:30 p.m.
Chicago Shakespeare Courtyard Theater
800 E. Grand, Chicago, IL, 60611
Baby Wants Candy! The Original Completely Improvised Musical
May2
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…

Saturday, May 2nd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
Clued In
May2
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…

Saturday, May 2nd
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Improvised Jane Austen
May2
Music & Comedy, Theatre & Performing Arts

Improvised Jane Austen

Improvised Jane Austen Improvised Jane Austen continues its entirely improvised tales of love and laughter. Audiences will enjoy an evening with wit and heart in…

Saturday, May 2nd
7:30 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
The Improvised Shakespeare Company®
May2
Theatre & Performing Arts

The Improvised Shakespeare Company®

The Improvised Shakespeare Company® proudly presents its critically-acclaimed, long-running hit show Improvised Shakespeare Chicago, now in its 19th year! Join us for an evening of…

Saturday, May 2nd
7:30 p.m.9:00 p.m.
iO Theater
1501 N. Kingsbury St.
The Dover Road
May2
Theatre & Performing Arts

The Dover Road

Welcome to the home of the eccentric Latimer, who waylays couples who are running away together and gives them a taste of what their lives…

Saturday, May 2nd
7:30 p.m.9:00 p.m.
Glessner House
1800 S. Prairie Avenue
Out Here
May2
Theatre & Performing Arts

Out Here

Life happens outside of your comfort zone. Out Here is a courageous new musical, developed through a dynamic collaboration with the University of Chicago. Audiences will have…

Saturday, May 2nd
7:30 p.m.9:00 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Covenant
May2
Theatre & Performing Arts

Covenant

BY YORK WALKER DIRECTED BY MALKIA STAMPLEY “Everybody got a secret.” Expect one devilish twist after another in Covenant, a mythic and suspenseful new play hailed…

Saturday, May 2nd
7:30 p.m.9:00 p.m.
Goodman Theatre
170 N. Dearborn St.
Out Here
May2
Theatre & Performing Arts

Out Here

Life happens outside of your comfort zone. Out Here is a world-premiere musical, a thrilling collaboration between Court Theatre and the University of Chicago, and an intimate…

Saturday, May 2nd
7:30 p.m.9:30 p.m.
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Windfall
May2
Theatre & Performing Arts

Windfall

This is a story about money. Don’t let them fool you otherwise. When a father loses his child in a clash with the local police,…

Saturday, May 2nd
7:30 p.m.9:30 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
The Sugar Wife
May2
Theatre & Performing Arts

The Sugar Wife

US premiere of an Irish drama that was revived in 2024 at Dublin’s Abbey Theatre. Set in Dublin, 1850: The delicate balance at the heart…

Saturday, May 2nd
7:30 p.m.9:30 p.m.
Theater Wit
Static-Head
May2
Theatre & Performing Arts

Static-Head

Written by Ryan Stevens and directed by Stefan Roseen Sensor-E is the hit new social media app, able to simulate real-life sensations so you can…

Saturday, May 2nd
7:30 p.m.9:30 p.m.
The Den Theatre
1331 North Milwaukee Avenue
Oil Lamp Theater Announces “Poor Behavior” by Theresa Rebeck
May2
Theatre & Performing Arts

Oil Lamp Theater Announces “Poor Behavior” by Theresa Rebeck

Oil Lamp Theater’s next performance in its 2026 season is Poor Behavior, written by Theresa Rebeck and directed by Lauren Katz, April 10 – May…

Saturday, May 2nd
7:30 p.m.9:30 p.m.
Oil Lamp Theater
1723 Glenview Rd, Glenview, IL, 60025
Redtwist Theatre’s “‘Night Mother” By Marsha Norman
May2
Theatre & Performing Arts

Redtwist Theatre’s “‘Night Mother” By Marsha Norman

Award-winning Redtwist Theatre announces the cast and creative team for ‘night Mother, April 16 – May 24, by Marsha Norman and directed by Executive Artistic…

Saturday, May 2nd
7:30 p.m.9:30 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
Metropolis Performing Arts Centre Presents “The Wedding Singer”
May2
Theatre & Performing Arts

Metropolis Performing Arts Centre Presents “The Wedding Singer”

Metropolis Performing Arts Centre, located in the heart of downtown Arlington Heights, 111 W. Campbell St., is proud to announce the cast and creative team…

Saturday, May 2nd
7:30 p.m.9:30 p.m.
Metropolis Performing Arts Centre
111 W Campbell Street
Wild Door Theater Presents “Maybe Tomorrow”
May2
Theatre & Performing Arts

Wild Door Theater Presents “Maybe Tomorrow”

Wild Door Theater presents the Midwest premiere of Maybe Tomorrow, a darkly funny and unsettling new play by Max Mondi and directed by Andrew Gallant,…

Saturday, May 2nd
7:30 p.m.9:30 p.m.
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
Wild Door Theater Presents “Maybe Tomorrow”
May2
Theatre & Performing Arts

Wild Door Theater Presents “Maybe Tomorrow”

Wild Door Theater presents the Midwest premiere of Maybe Tomorrow, a darkly funny and unsettling new play by Max Mondi and directed by Andrew Gallant,…

Saturday, May 2nd
7:30 p.m.9:30 p.m.
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
I Hate Hamlet
May2
Theatre & Performing Arts

I Hate Hamlet

By Paul Rudnick. Andrew Rally has it all: TV fame, a glamorous girlfriend, a devoted agent, the perfect New York apartment and the chance to…

Saturday, May 2nd
7:30 p.m.9:30 p.m.
St. Bonaventure Oratory
1625 W Diversey Parkway
“Going Bacharach” Presents the Greatest Hits of Bacharach at the Apollo Theater
May2
Music & Comedy, Theatre & Performing Arts

“Going Bacharach” Presents the Greatest Hits of Bacharach at the Apollo Theater

Rediscover the soundtrack of a lifetime with GOING BACHARACH, a vibrant new revue, direct from a sold-out run in New York, celebrating the legacy of…

Saturday, May 2nd
7:30 p.m.9:30 p.m.
Apollo Theater
2550 N. Lincoln Ave.
Always…Patsy Cline
May2
Theatre & Performing Arts

Always…Patsy Cline

This musical play, complete with down-home country humor and big-hearted emotion, includes hits Crazy, I Fall to Pieces, Sweet Dreams, Walkin’ After Midnight and more! Starring ensemble member Liz Chidester as Patsy…

Saturday, May 2nd
7:30 p.m.9:30 p.m.
American Blues Theater
5627 N Lincoln Blvd
August Wilson’s “Ma Rainey’s Black Bottom”
May2
Theatre & Performing Arts

August Wilson’s “Ma Rainey’s Black Bottom”

DIRECTED BY CHUCK SMITH ASSOCIATE DIRECTOR AND MUSIC DIRECTOR HARRY J. LENNIX “The more music you got in the world, the fuller it is.” Ma…

Saturday, May 2nd
7:30 p.m.10:00 p.m.
Goodman Theatre
170 N. Dearborn St.
Scaramouche
May2
Theatre & Performing Arts

Scaramouche

A musical based on the rip-roaring novel by Rafael Sabatini. Radicalized by his friend’s brutal murder on the eve of the French Revolution, a sardonic…

Saturday, May 2nd
7:30 p.m.10:00 p.m.
City Lit Theater
1020 W. Bryn Mawr, Chicago, IL, 60660
The Lincoln Lodge
May2
Theatre & Performing Arts

The Lincoln Lodge

The Lincoln Lodge stand-up comedy and variety showcase plays every Friday and Saturday night in Chicago’s glamorous Logan Square! In addition to The Lodge’s rotating…

Saturday, May 2nd
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.