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Upcoming Chicago Events

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ComedySportz Chicago
May10
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 10th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Lincoln Lodge
May10
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 10th
8:00 p.m.9:30 p.m.
The Lincoln Lodge Theater
2040 N. Milwaukee Ave.
Best Of Annoyance Sketch
May10
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 10th
9:30 p.m.10:30 p.m.
The Annoyance Theatre
851 W. Belmont Ave.
LET’S PLAY A GAME: Chicago’s scariest short-form show
May10
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,…

Saturday, May 10th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
The Orbit
May10
Music & Comedy, Theatre & Performing Arts

The Orbit

The Orbit is Chicago’s only improv show performed in the round. This 45-minute avant-garde experience takes the audience on a full-circle journey, showcasing a bold…

Saturday, May 10th
11:00 p.m.11:30 p.m.
iO Theater
1501 N. Kingsbury St.
Marriott Theatre Presents: Titanic The Musical
May11
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…

Sunday, May 11th
Marriott Theatre
10 Marriott Dr.
Teatro Zinzanni
May11
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…

Sunday, May 11th
5:00 a.m.9:00 p.m.
Spiegeltent – Cambria Hotel
32 W. Randolph
Seeing Connections: The Art of Richard Penn
May11
Museums, Galleries & Exhibitions

Seeing Connections: The Art of Richard Penn

Inspiration for art can come from many sources. Retired University of Chicago Medicine neurosurgeon and artist Richard Penn finds inspiration in nature, philosophy, science, and…

Sunday, May 11th
9:00 a.m.4:45 p.m.
Special Collections Research Center Exhibition Gallery
1100 East 57th Street
Dressed in History: A Costume Collection Retrospective
May11
Museums, Galleries & Exhibitions, Tours & Attractions

Dressed in History: A Costume Collection Retrospective

What do a red sequin burlesque costume, a pair of original Air Jordan 1s, a baby’s wool bathing suit, and an enormous white tulle Christian…

Sunday, May 11th
9:30 a.m.4:30 p.m.
Chicago History Museum
1601 N. Clark St.
Chicago Mother’s Day Signature Brunch Cruise on Lake Michigan
May11
Tours & Attractions

Chicago Mother’s Day Signature Brunch Cruise on Lake Michigan

This Mother’s Day, a one-of-a-kind celebration awaits on Lake with our Signature Chicago Mother’s Day Brunch Cruise! Treat the mom in your life to a…

Sunday, May 11th
10:00 a.m.12:00 p.m.
City Cruises Chicago – Navy Pier
600 E Grand Ave
Chicago Mother’s Day Premier Brunch Cruise on Lake Michigan
May11
Tours & Attractions

Chicago Mother’s Day Premier Brunch Cruise on Lake Michigan

Celebrate the mom in your life with a memorable and picturesque gathering dining on Lake Michigan aboard our Premier Chicago Mother’s Day Brunch Cruise. Savor…

Sunday, May 11th
10:00 a.m.12:00 p.m.
City Cruises Chicago – Navy Pier
600 E Grand Ave
Chicago Mother’s Day Premier Plus Brunch Cruise on the Chicago River
May11
Tours & Attractions

Chicago Mother’s Day Premier Plus Brunch Cruise on the Chicago River

Give mom the gift of unforgettable family moments sailing beneath Chicago’s towering skyscrapers on our glass-enclosed vessel! Join us for an afternoon of spectacular views…

Sunday, May 11th
10:00 a.m.12:00 p.m.
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
Chicago Mother’s Day Premier Plus Brunch Cruise on the Chicago River
May11
Tours & Attractions

Chicago Mother’s Day Premier Plus Brunch Cruise on the Chicago River

Give mom the gift of unforgettable family moments sailing beneath Chicago’s towering skyscrapers on our glass-enclosed vessel! Join us for an afternoon of spectacular views…

Sunday, May 11th
10:00 a.m.12:00 p.m.
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
Chicago Mother’s Day Premier Brunch Cruise on Lake Michigan
May11
Tours & Attractions

Chicago Mother’s Day Premier Brunch Cruise on Lake Michigan

Celebrate the mom in your life with a memorable and picturesque gathering dining on Lake Michigan aboard our Premier Chicago Mother’s Day Brunch Cruise. Savor…

Sunday, May 11th
10:00 a.m.12:00 p.m.
City Cruises Chicago – Navy Pier
600 E Grand Ave
Flight of Butterflies
May11
Museums, Galleries & Exhibitions

Flight of Butterflies

ntroducing the Flight of Butterflies! This city-wide exhibit merges nature, art, and story telling, creating a memorable experience for all in Chicago. Local artists adorn…

Sunday, May 11th
10:00 a.m.4:00 p.m.
Hershey Super Sweet Adventure
May11
Tours & Attractions

Hershey Super Sweet Adventure

You and your family can seek, play, and explore at Hershey Super Sweet Adventure, an interactive experience designed for guests of all ages! This unique…

Sunday, May 11th
10:00 a.m.7:00 p.m.
Water Tower Place
835 N Michigan Ave
The World Within: Chicago’s Original & Best Architecture Interiors Tour
May11
Tours & Attractions

The World Within: Chicago’s Original & Best Architecture Interiors Tour

“Everything has beauty, but not everyone sees it.”  (Confucius) Everyone does a boat tour when they visit Chicago.  But as fun as that is, it’s…

Sunday, May 11th
11:00 a.m.1:00 p.m.
Chicago Loop & River North
Chicago Greeter InstaGreeter Walks of the Loop
May11

Chicago Greeter InstaGreeter Walks of the Loop

InstaGreeter Downtown walks Looking for a quick and easy way to see downtown Chicago’s top sights? Let InstaGreeter take you on a free hour-long guided…

Sunday, May 11th
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
The Indoor Farmers Market at Water Tower Place
May11
Festivals, Fairs & Special Events

The Indoor Farmers Market at Water Tower Place

Date/Time: Sundays, 12pm – 4pm, from January 12th through Sunday, March 30th Location: Water Tower Place (835 N. Michigan Ave), Level 4 Description: Chicago’s Water Tower Place has…

Sunday, May 11th
12:00 p.m.4:00 p.m.
Water Tower Place
821 N. Michigan Ave.
Young People’s Theatre Spins A Beloved Children’s Classic!
May11
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…

Sunday, May 11th
1:00 p.m.2:00 p.m.
Greenhouse Theater Center
2257 North Lincoln Avenue
Titanique
May11
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…

Sunday, May 11th
1:00 p.m.2:40 p.m.
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
Chicago White Sox vs. Miami Marlins
May11
Sunday, May 11th
1:10 p.m.3:30 p.m.
Guaranteed Rate Field
333 W 35th St
Chicago Mother’s Day Premier Plus Afternoon Brunch on the Chicago River
May11
Tours & Attractions

Chicago Mother’s Day Premier Plus Afternoon Brunch on the Chicago River

Give mom the gift of unforgettable family moments sailing beneath Chicago’s towering skyscrapers on our glass-enclosed vessel! Join us for an afternoon of spectacular views…

Sunday, May 11th
2:00 p.m.4:00 p.m.
City Cruises – River Esplanade
455 N Cityfront Plaza Dr
The 2025 Opera Festival of Chicago Kicks Off With “The Love of Three Kings”
May11
Theatre & Performing Arts

The 2025 Opera Festival of Chicago Kicks Off With “The Love of Three Kings”

The Opera Festival of Chicago, May 9 – June 29, kicks off its fifth season with The Love of Three Kings (L’Amore dei tre Re),…

Sunday, May 11th
2:00 p.m.5:00 p.m.
Athenaeum Center for Thought & Culture
2936 N. Southport Ave. , Chicago, IL, 60657
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