moonwatchers
May16
Jun2
Music & Comedy, Theatre & Performing Arts

moonwatchers

It is Rocco and Allen’s job to watch the moon, and it is really quite boring. Night after night, they time the sequences exactly –…

Saturday, May 16th
8:00 p.m.Tuesday, June 2nd
2:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Best Of Annoyance Sketch
May16
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…

Saturday, May 16th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
Not Your Typical Mama … Memories of a Life Well Lived
May16
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Not Your Typical Mama … Memories of a Life Well Lived

A mature Diva, I’m M$ B’Havin is built on a young woman’s frame; however, is not your typical Mama! She’ll give you the Blues, with…

Saturday, May 16th
9:30 p.m.11:00 p.m.
Stars & Garters
3914 N Clark St
Les Misérables
May17
Theatre & Performing Arts

Les Misérables

STILL THE WORLD’S MOST POPULAR MUSICAL Cameron Mackintosh’s acclaimed production of Alain Boublil and Claude-Michel Schönberg’s Tony Award-winning musical phenomenon, Les Misérables, makes a triumphant return…

Sunday, May 17th
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Giordano Dance Chicago: Ignite the Soul! Season 63
May17
Theatre & Performing Arts

Giordano Dance Chicago: Ignite the Soul! Season 63

Giordano Dance Chicago (GDC), America’s Original Jazz Dance company, returns to the Harris Theater for its 63rd season, radiating energy and boundless spirit with three…

Sunday, May 17th
7:30 a.m.9:30 a.m.
Goodnight Moon
May17
Theatre & Performing Arts

Goodnight Moon

This musical based on Margaret Wise Brown’s beloved children’s book is drenched in primary colors that pay homage to Clement Hurd’s vivid illustrations in an…

Sunday, May 17th
9:30 a.m.10:30 a.m.
Chicago Children’s Theatre
100 S Racine Ave
The Hula-Hoopin’ Queen
May17
Theatre & Performing Arts

The Hula-Hoopin’ Queen

CHICAGO – YPT’s acclaimed 4th season concludes with Thelma Lynn Goodin’s joyous celebration of family, friends, and community in a close-knit Harlem neighborhood! Evanston playwright…

Sunday, May 17th
11:00 a.m.12:15 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
The Hula-Hoopin’ Queen
May17
Theatre & Performing Arts

The Hula-Hoopin’ Queen

CHICAGO – YPT’s acclaimed 4th season concludes with Thelma Lynn Goodin’s joyous celebration of family, friends, and community in a close-knit Harlem neighborhood! Evanston playwright…

Sunday, May 17th
1:30 p.m.2:45 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
The 8th Dwarf
May17
Theatre & Performing Arts

The 8th Dwarf

Binkley, an outsider dwarf from the Kingdom of Magical Land, is quiet, timid and scared of the dark — not exactly the best characteristics for…

Sunday, May 17th
2:00 p.m.3:00 p.m.
Bughouse Theater
1910 West Irving Park Road
Covenant
May17
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…

Sunday, May 17th
2:00 p.m.3:30 p.m.
Goodman Theatre
170 N. Dearborn St.
An Afternoon with David Sedaris
May17
Theatre & Performing Arts

An Afternoon with David Sedaris

David Sedaris will perform in Chicago on Sunday, May 17, 2026, for a matinee event titled “An Afternoon with David Sedaris”. David Sedaris, America’s best-selling…

Sunday, May 17th
2:00 p.m.4:00 p.m.
Auditorium
50 East Ida B. Wells Drive
Windfall
May17
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,…

Sunday, May 17th
3:00 p.m.5:00 p.m.
Steppenwolf Theatre Company
1650 N. Halsted St. , Chicago, IL, 60614
Muse — Pure Magic
May17
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Muse — Pure Magic

Muse is a unique cabaret and burlesque experience with a focus on live music. The musings continue with 2026’s Chicago Cabaret Week! Join Boobs Radley,…

Sunday, May 17th
3:00 p.m.5:30 p.m.
Newport Theatre
956 W Newport Ave
Redtwist Theatre’s “‘Night Mother” By Marsha Norman
May17
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…

Sunday, May 17th
3:30 p.m.5:30 p.m.
Redtwist Theatre
1044 W. Bryn Mawr Ave
Quirky (Quirky songs written by quirky songwriters sung by a quirky singer)
May17
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Quirky (Quirky songs written by quirky songwriters sung by a quirky singer)

Since when do irreverence and genuine warmth go together? Since “Quirky”! Come hear a mix of offbeat, funny, honest and uplifting songs about love, longing…

Sunday, May 17th
6:00 p.m.9:00 p.m.
Fulton Street Collective
1821 W Hubbard St UNIT 307
The Conspirators Presents “Tartuffe, or The Charlatan”
May17
Theatre & Performing Arts

The Conspirators Presents “Tartuffe, or The Charlatan”

The Conspirators present Tartuffe, or, The Charlatan by playwright Molière (1622-1673), directed by Wm. Bullion, at Stars & Garters, 3914 N. Clark St., May 8…

Sunday, May 17th
7:00 p.m.9:00 p.m.
Stars & Garters
3914 N Clark St
Wheel of Improv
May17
Music & Comedy, Theatre & Performing Arts

Wheel of Improv

Chicago’s top comedians battle it out for laughs, glory, and sweet sweet points in an interactive game show, featuring a live studio audience (that’s you!)…

Sunday, May 17th
7:30 p.m.8:30 p.m.
The Second City
1616 N. Wells St.
moonwatchers
May17
Jun3
Music & Comedy, Theatre & Performing Arts

moonwatchers

It is Rocco and Allen’s job to watch the moon, and it is really quite boring. Night after night, they time the sequences exactly –…

Sunday, May 17th
8:00 p.m.Wednesday, June 3rd
2:30 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Les Misérables
May18
Theatre & Performing Arts

Les Misérables

STILL THE WORLD’S MOST POPULAR MUSICAL Cameron Mackintosh’s acclaimed production of Alain Boublil and Claude-Michel Schönberg’s Tony Award-winning musical phenomenon, Les Misérables, makes a triumphant return…

Monday, May 18th
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Giordano Dance Chicago: Ignite the Soul! Season 63
May18
Theatre & Performing Arts

Giordano Dance Chicago: Ignite the Soul! Season 63

Giordano Dance Chicago (GDC), America’s Original Jazz Dance company, returns to the Harris Theater for its 63rd season, radiating energy and boundless spirit with three…

Monday, May 18th
7:30 a.m.9:30 a.m.
Magic Mondays
May18
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…

Monday, May 18th
7:00 p.m.8:30 p.m.
iO Theater
1501 N. Kingsbury St.
Les Misérables
May19
Theatre & Performing Arts

Les Misérables

STILL THE WORLD’S MOST POPULAR MUSICAL Cameron Mackintosh’s acclaimed production of Alain Boublil and Claude-Michel Schönberg’s Tony Award-winning musical phenomenon, Les Misérables, makes a triumphant return…

Tuesday, May 19th
Cadillac Palace Theatre
151 W. Randolph St. , Chicago, IL, 60601
Giordano Dance Chicago: Ignite the Soul! Season 63
May19
Theatre & Performing Arts

Giordano Dance Chicago: Ignite the Soul! Season 63

Giordano Dance Chicago (GDC), America’s Original Jazz Dance company, returns to the Harris Theater for its 63rd season, radiating energy and boundless spirit with three…

Tuesday, May 19th
7:30 a.m.9:30 a.m.
Spamalot
May19
Theatre & Performing Arts

Spamalot

THE SHOW THAT SET BROADWAY BACK 1,000 YEARS…RETURNS! TOURING ACROSS AMERICA THE TONY AWARD-WINNING BEST MUSICAL COMEDY MONTY PYTHON’S SPAMALOT Peter Marks of The Washington…

Tuesday, May 19th
5:00 p.m.7:00 p.m.
CIBC Theatre
18 W. Monroe St. , Chicago, IL, 60602