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Upcoming Chicago Events

Check out what's happening all around Chicago.

ComedySportz Chicago
Aug30
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, August 30th
8:00 p.m.9:30 p.m.
Malarkey Comedy Company
1501 N Kingsbury St
The Cosmic Underground Show
Aug30
Music & Comedy, Theatre & Performing Arts

The Cosmic Underground Show

The Cosmic Underground Show is a 90-minute, fast-paced, and hilariously mind-bending experience that blends cutting-edge magic with retro-futuristic flair. Set inside the recently unearthed Cosmic…

Saturday, August 30th
8:00 p.m.9:30 p.m.
cosmic underground theater
3433 W Fullerton Ave
Here 4 A Bit *Naughty Improv
Aug30
Music & Comedy, Theatre & Performing Arts

Here 4 A Bit *Naughty Improv

Join us again for a whose line styled night of explosive laughter that will titillate your “funny” bone. Fast paced short form improv, hilarious songs,…

Saturday, August 30th
9:00 p.m.10:00 p.m.
The Second City
1616 N. Wells St., Theater on the Second Floor
Chicago Fireworks Cruise Sail into the Night, with Sparkles in the Sky
Aug30
Tours & Attractions

Chicago Fireworks Cruise Sail into the Night, with Sparkles in the Sky

Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seat in…

Saturday, August 30th
9:00 p.m.10:30 p.m.
Tall Ship Windy
600 East Grand Avenue Navy Pier
Best Of Annoyance Sketch
Aug30
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, August 30th
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
Aug30
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, August 30th
10:00 p.m.11:00 p.m.
Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.
Franz West: Millennium Park
Aug31
Museums, Galleries & Exhibitions, Tours & Attractions

Franz West: Millennium Park

Franz West” Millennium Park features two monumental installations by West: Stonehenge (2011) and Dorit (2002), set against the iconic backdrop of Millennium Park. Stonehenge, with…

Sunday, August 31st
Millennium Park
201 E Randolph St
Dungeons & Dragons: The Twenty-Sided Tavern
Aug31
Theatre & Performing Arts

Dungeons & Dragons: The Twenty-Sided Tavern

Direct from New York City, the tavern returns to Chicago with an all new production! The global phenomenon that is DUNGEONS & DRAGONS is now…

Sunday, August 31st
Broadway Playhouse at Water Tower Place
175 E. Chestnut St .Chicago, IL 60611
The Messi Experience Chicago
Aug31
Museums, Galleries & Exhibitions

The Messi Experience Chicago

The Messi Experience is an immersive and interactive multimedia exhibition inspired by the life and career of Lionel Messi. As part of its world tour,…

Sunday, August 31st
2367 W Logan Blvd Chicago, IL 60647
2367 W Logan Blvd
Bike the Drive 2025
Aug31

Bike the Drive 2025

Grab your bike and reconnect with friends and family on DuSable Lake Shore Drive. Whether you’re new to biking or a seasoned veteran, biking with…

Sunday, August 31st
DuSable Lake Shore Drive
Back to School Weekends at WNDR Chicago
Aug31
Museums, Galleries & Exhibitions

Back to School Weekends at WNDR Chicago

Families, this one is for YOU! Running from August 16th-31st, on Saturday & Sunday only, our WNDRful guests will have the opportunity to purchase kids…

Sunday, August 31st
wndr museum
1130 W Monroe St.
Wolff’s Flea Market Opening Day
Aug31
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, August 31st
6:00 a.m.2:00 p.m.
Wolff’s Flea Market
6920 N Mannheim Rd
Division Street Farmers Market
Aug31
Festivals, Fairs & Special Events

Division Street Farmers Market

Fresh seasonal produce, flowers, prepared foods, unique Chicago-made products and rare finds are available at the Division Street Farmers Market.

Sunday, August 31st
7:00 a.m.12:00 p.m.
30 W. Division St.
30 W. Division St.
Glenwood Sunday Market in Rogers Park
Aug31
Festivals, Fairs & Special Events

Glenwood Sunday Market in Rogers Park

The nonprofit Rogers Park Business Alliance (RPBA) announces 23 local vendors for the 16th anniversary season of the Glenwood Sunday Market, which will operate every…

Sunday, August 31st
9:00 a.m.2:00 p.m.
Glenwood Alfresco
Abdoulaye Conde at Evanston Art Center
Aug31
Museums, Galleries & Exhibitions

Abdoulaye Conde at Evanston Art Center

The Evanston Art Center (EAC) is excited to welcome the public to our upcoming exhibition, Abdoulaye Conde. The exhibition will be on display from August…

Sunday, August 31st
9:00 a.m.4:00 p.m.
Evanston Art Center
1717 Central St
Now and Then | David Lozano
Aug31
Museums, Galleries & Exhibitions

Now and Then | David Lozano

The Evanston Art Center (EAC) is excited to welcome the public to Now and Then | David Lozano. This exhibition is on display from August…

Sunday, August 31st
9:00 a.m.4:00 p.m.
Evanston Art Center
1717 Central St
The Muses | Dan Simoneau
Aug31
Museums, Galleries & Exhibitions

The Muses | Dan Simoneau

The Evanston Art Center (EAC) is excited to welcome the public to The Muses | Dan Simoneau. This exhibition is on display from August 16…

Sunday, August 31st
9:00 a.m.4:00 p.m.
Evanston Art Center
1717 Central St
This Moment in Time | NorthShore Black Artist Group Exhibition
Aug31
Museums, Galleries & Exhibitions

This Moment in Time | NorthShore Black Artist Group Exhibition

The Evanston Art Center (EAC) is excited to welcome the public to This Moment in Time | NorthShore Black Artist Group Exhibition. This exhibition is…

Sunday, August 31st
9:00 a.m.4:00 p.m.
Evanston Art Center
1717 Central St
By A Thread: Nature’s Resilience
Aug31
Museums, Galleries & Exhibitions

By A Thread: Nature’s Resilience

By A Thread: Nature’s Resilience dives into the science of biodiversity and what it takes to protect it—showcasing the research, conservation, and education work happening…

Sunday, August 31st
10:00 a.m.4:00 p.m.
Waters of the Abyss: An Intersection of Spirit and Freedom
Aug31
Museums, Galleries & Exhibitions

Waters of the Abyss: An Intersection of Spirit and Freedom

Waters of the Abyss: An Intersection of Spirit and Freedom is a massive and immersive series comprising embellishments of glass, crystals, shells, sand, metal, and…

Sunday, August 31st
10:00 a.m.4:45 p.m.
Chicago Cultural Center
78 E Washington St
Big Bus Tours’ Hop-On, Hop-Off Tour
Aug31
Tours & Attractions

Big Bus Tours’ Hop-On, Hop-Off Tour

Big Bus Tours’ daily Hop-On, Hop-Off tours offer visitors a convenient way to explore Chicago’s vibrant downtown, including historic landmarks, cultural institutions and hidden gems.…

Sunday, August 31st
10:00 a.m.5:00 p.m.
Living in the Shade: Open Space and Public Housing
Aug31
Museums, Galleries & Exhibitions

Living in the Shade: Open Space and Public Housing

This exhibition at the National Public Housing Museum explores the role of open space—large lawns and tenant gardens, paved paths and play spaces, shady seating…

Sunday, August 31st
10:00 a.m.5:00 p.m.
National Public Housing Museum
919 S. Ada St.
Illinois Holocaust Museum presents Experience360
Aug31
Museums, Galleries & Exhibitions

Illinois Holocaust Museum presents Experience360

Illinois Holocaust Museum presents Experience360 provides a panoramic view through history and truth, inviting visitors of all backgrounds to witness stories of survival, ask questions, and reflect…

Sunday, August 31st
10:00 a.m.5:00 p.m.
Illinois Holocaust Museum presents Experience360
360 N State St
Hokusai & Ukiyo-e: The Floating World, Artworks from the Chiossone Collection
Aug31
Museums, Galleries & Exhibitions

Hokusai & Ukiyo-e: The Floating World, Artworks from the Chiossone Collection

Hokusai & Ukiyo-e features 70 works and handcrafted objects by the masters of Japan’s Edo Period (1603-1868). The collection features 53 woodblock prints and original…

Sunday, August 31st
10:00 a.m.6:00 p.m.
McAninch Arts Center at the College of DuPage
425 Fawell Blvd
bean-night

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