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Upcoming Chicago Events

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Level Up: Writers & Gamers
May1
Museums, Galleries & Exhibitions

Level Up: Writers & Gamers

Embark on a thrilling adventure into the world of game writing! Level Up: Writers & Gamers takes you on a journey from the 1970s to today,…

Thursday, May 1st
10:00 a.m.5:00 p.m.
American Writers Museum
180 N. Michigan Ave.
Level Up: Writers & Gamers
May2
Museums, Galleries & Exhibitions

Level Up: Writers & Gamers

Embark on a thrilling adventure into the world of game writing! Level Up: Writers & Gamers takes you on a journey from the 1970s to today,…

Friday, May 2nd
10:00 a.m.5:00 p.m.
American Writers Museum
180 N. Michigan Ave.
Chicago Greeter InstaGreeter Walks of the Loop
May2

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…

Friday, May 2nd
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Wicker Park Bucktown’s “First Fridays” Art Walk
May2
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions

Wicker Park Bucktown’s “First Fridays” Art Walk

The “First Fridays Art Walk,” organized by the Wicker Park Bucktown Chamber of Commerce, welcomes art enthusiasts to explore the neighborhoods’ vibrant arts scene. All…

Friday, May 2nd
6:00 p.m.8:00 p.m.
Jackson Junge Gallery
1389 N Milwaukee Ave
Links Hall’s Spring 2025 Co-MISSION Works-in-Progress
May2
Theatre & Performing Arts

Links Hall’s Spring 2025 Co-MISSION Works-in-Progress

Links Hall’s Spring 2025 Co-MISSION Fellows offer a split bill Works-In-Progress showing featuring Tuli Bera, Jacinda Bullie, and Jaquanda Villegas. Additionally, Fall 2024 Resident Selena…

Friday, May 2nd
7:00 p.m.8:30 p.m.
Links Hall
3111 North Western Avenue
Members’ Preview | Paul Pfeiffer: Prologue to the Story of the Birth of Freedom
May2
Museums, Galleries & Exhibitions

Members’ Preview | Paul Pfeiffer: Prologue to the Story of the Birth of Freedom

MCA Members enjoy first-look access to the MCA’s newest exhibitions alongside curators, artists, and fellow art enthusiasts. Pritzker Director Madeleine Grynsztejn and the MCA invite…

Friday, May 2nd
7:00 p.m.9:00 p.m.
Museum of Contemporary Art
220 E. Chicago Ave.
Cabaret Film Screening
May2
Theatre & Performing Arts

Cabaret Film Screening

Berlin, 1931. Amid ascendant fascism in Weimar Germany, fame-seeking American émigré Sally Bowles (Liza Minelli) sings at a bawdy cabaret whose host (an effortless Joel…

Friday, May 2nd
7:00 p.m.9:30 p.m.
Logan Center for the Arts
915 East 60th Street
STAND-UP MOMEDY: Mother’s Day kickoff with Kristen Toomey
May2
Music & Comedy

STAND-UP MOMEDY: Mother’s Day kickoff with Kristen Toomey

Moms. You know one. You have one. You may even BE one. They’re everywhere. And BOY, could they use a laugh. Luckily, we’ve got just what…

Friday, May 2nd
8:00 p.m.10:00 p.m.
The Laughing Academy
3230 Glenview Road
SPIN Chicago First Fridays – “Dare to Rep Chi-Town”
May2
Sports & Recreation

SPIN Chicago First Fridays – “Dare to Rep Chi-Town”

Bringing the house party energy to Chicago, join SPIN on the first Friday of the month for an evening of ping pong, play and endless…

Friday, May 2nd
8:00 p.m.11:00 p.m.
SPIN Chicago
344 N State St, Chicago, IL 60654
Voila: The Improvised Musical
May2
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 2nd
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,
Comic Book Day Comic Shop Crawl
May3
Festivals, Fairs & Special Events

Comic Book Day Comic Shop Crawl

Every year, on the first Saturday in May, the industry comes together to give away free comics and encourage both curious, first-time comic book readers…

Saturday, May 3rd
Goblin Market Manga & Curiosities
2868 N Lincoln Ave
Play For All at Chicago Children’s Museum
May3
Museums, Galleries & Exhibitions

Play For All at Chicago Children’s Museum

Play For All Saturday, April 5 at 10 am First Saturday of Every Month (through June 2026)   Chicago Children’s Museum’s Play For All initiative…

Saturday, May 3rd
10:00 a.m.12:00 p.m.
Chicago Children’s Museum
700 E. Grand Ave.
Marché Privé
May3
Festivals, Fairs & Special Events

Marché Privé

 Marché Privé, a curated luxury pop-up market, is proud to announce its returning event celebrating Chicago’s BIPOC creative entrepreneurs. Scheduled to coincide with Derby Day,…

Saturday, May 3rd
10:00 a.m.3:00 p.m.
The Promontory
5311 S. Lake Park Ave. W
Level Up: Writers & Gamers
May3
Museums, Galleries & Exhibitions

Level Up: Writers & Gamers

Embark on a thrilling adventure into the world of game writing! Level Up: Writers & Gamers takes you on a journey from the 1970s to today,…

Saturday, May 3rd
10:00 a.m.5:00 p.m.
American Writers Museum
180 N. Michigan Ave.
Chicago Spring Market
May3
Festivals, Fairs & Special Events

Chicago Spring Market

Markets for Makers is coming back to Artifact Events in Chicago on Saturday May 3 & Sunday May 4 from 11am – 5pm both days!…

Saturday, May 3rd
11:00 a.m.5:00 p.m.
Artifact Events
4325 North Ravenswood Avenue
Chicago Spring Market
May3
Festivals, Fairs & Special Events

Chicago Spring Market

Markets for Makers is coming back to the Artifact Events Center in Chicago on Saturday May 3 & Sunday May 4 from 11am – 5pm…

Saturday, May 3rd
11:00 a.m.5:00 p.m.
Artifact Events
4325 North Ravenswood Avenue
Chicago Greeter InstaGreeter Walks of the Loop
May3

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…

Saturday, May 3rd
11:30 a.m.1:00 p.m.
Meet at Chicago Cultural Center – Welcome Desk – Randolph St. Entrance
Talk | Paul Pfeiffer, Iyko Day, and Stanley Wolukau-Wanambwa
May3
Museums, Galleries & Exhibitions

Talk | Paul Pfeiffer, Iyko Day, and Stanley Wolukau-Wanambwa

About the Event In celebration of the opening of Paul Pfeiffer: Prologue to the Story of the Birth of Freedom, join us for a talk between…

Saturday, May 3rd
2:00 p.m.3:30 p.m.
Museum of Contemporary Art
220 E. Chicago Ave.
Down & Derby at Utopian Tailgate
May3
Festivals, Fairs & Special Events, Music & Comedy, Tours & Attractions

Down & Derby at Utopian Tailgate

Enjoy a lively Kentucky Derby watch party in perfect form at Utopian Tailgate; Old Town’s premier rooftop and high-energy party landscape. Saturday, May 3rd  * …

Saturday, May 3rd
3:00 p.m.6:00 p.m.
Utopian Tailgate
1608 North Wells Street
Kentucky Derby Watch Party at Joy District Rooftop
May3
Festivals, Fairs & Special Events, Music & Comedy, Sports & Recreation, Tours & Attractions

Kentucky Derby Watch Party at Joy District Rooftop

Enjoy the Kentucky Derby with a “Grand Stand” experience at the Rooftop of JOY District.  This picture-perfect setting is sure to deliver a high-roller’s party scene like no other.…

Saturday, May 3rd
3:00 p.m.6:00 p.m.
Joy District
112 W Hubbard St
Kentucky Derby Watch Party at J. Parker
May3
Festivals, Fairs & Special Events, Music & Comedy, Sports & Recreation, Tours & Attractions

Kentucky Derby Watch Party at J. Parker

Enjoy the Kentucky Derby with no stakes and high limits at The J. Parker Rooftop.  This Lincoln park attraction is sure to impress with its indoor/outdoor viewing…

Saturday, May 3rd
3:00 p.m.6:00 p.m.
The J. Parker
1816 North Clark Street
Kentucky Derby Watch Party at Happy Camper Wrigleyville
May3
Festivals, Fairs & Special Events, Sports & Recreation, Tours & Attractions

Kentucky Derby Watch Party at Happy Camper Wrigleyville

Enjoy a Kentucky Derby watch party with fashionable “infield vibes” at Happy Camper (Wrigleyville).  Where high energy awaits with exceptional viewing screens, retractable roof, group tables and big…

Saturday, May 3rd
3:00 p.m.6:00 p.m.
Happy Camper Wrigleyville
3458 N Clark St
RAD. a fun show.
May3
Music & Comedy, Theatre & Performing Arts

RAD. a fun show.

May 3rd is Free Comic Book Day, and to celebrate, RAD is having a free special Saturday show. Same insanity but on the weekend! RAD. a fun…

Saturday, May 3rd
7:00 p.m.9:00 p.m.
Graham Cracker Comics – Andersonville
5028 North Clark Street
Wolff’s Flea Market Opening Day
May4
Festivals, Fairs & Special Events

Wolff’s Flea Market Opening Day

Wolff’s Flea Market announces opening day April 20, 2025. Join us for our 34th season outdoors at the Allstate Arena, Rosemont. Sundays 6am-2pm through October…

Sunday, May 4th
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
bean-night

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