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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, October 25th
9:30 p.m. – 10:30 p.m.The Annoyance Theatre
851 W. Belmont Ave.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, October 25th
10:00 p.m. – 11:00 p.m.Annoyance Theatre & Bar
851 W. Belmont Ave., 2nd Fl.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, October 26thMillennium Park
201 E Randolph StTheatre & Performing Arts
The Sound of Music
For 65 years, THE SOUND OF MUSIC has been one of our “favorite things.” With its timeless story and irresistibly charming score, this Rodgers & Hammerstein classic…
Festivals, Fairs & Special Events
Ear Taxi Festival
The Ear Taxi Festival 2025, themed “The Composer’s Voice,” is a landmark event showcasing contemporary concert music across Chicagoland from October 3 through November 2,…
Sunday, October 26thThe Harris Theater for Music and Dance
205 East Randolph StreetMuseums, Galleries & Exhibitions
Pumpkin Lights & Playful Frights
Step into WNDR this October for a seasonal spectacle like never before. Celebrate fall fun at WNDR Museum next month where treats, surprises, entertainment and…
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, October 26th
6:00 a.m. – 2:00 p.m.Wolff’s Flea Market
6920 N Mannheim RdFestivals, 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…
Museums, Galleries & Exhibitions
CSI | Materiality in Sculpture: A Dialogue Between Substance and Form
Evanston Art Center 2025 Exhibition: CSI | Materiality in Sculpture: A Dialogue Between Substance and Form EXHIBITION DATES: September 27 – November 9, 2025 OPENING…
Museums, Galleries & Exhibitions
The Forgotten Lives Project
The Evanston Art Center (EAC) is excited to welcome the public to The Forgotten Lives Project “I’m a digital collage artist and photographer and…
Theatre & Performing Arts
Leo Lionni’s Frederick
While other mice are gathering food for the winter, Frederick daydreams the summer away. But when fall weather comes, it is Frederick who has stored…
Sunday, October 26th
9:30 a.m. – 10:30 a.m.Chicago Children’s Theatre
100 S Racine AveMuseums, 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, October 26th
10:00 a.m. – 4:00 p.m.Peggy Notebaert Nature Museum
2430 N. Cannon Dr.Festivals, Fairs & Special Events
Boo! at the Zoo
Get ready for a fang-tastic time at BOO! at the Zoo, Brookfield Zoo Chicago’s family-friendly Halloween celebration. This event is packed with not-so-scary thrills, festive decorations,…
Sunday, October 26th
10:00 a.m. – 5:00 p.m.Brookfield Zoo Chicago
3300 Golf RdTours & 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.…
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, October 26th
10:00 a.m. – 5:00 p.m.National Public Housing Museum
919 S. Ada St.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, October 26th
10:00 a.m. – 5:00 p.m.Illinois Holocaust Museum presents Experience360
360 N State StTheatre & Performing Arts
Woodland Creatures’ Halloween
Theater for Young Audiences @ Corn presents our newest show, perfect for young ones and the entire family! In Woodland Creatures’ Halloween, our friends are…
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…
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, October 26th
11:30 a.m. – 1:00 p.m.Meet at Chicago Cultural Center – Welcome Desk – Randolph St. EntranceSports & Recreation, Tours & Attractions
Rappel In Northwest Chicago
Conquer your limits at 168 feet up and rappel down the Westin Chicago Northwest in Itasca Illinois. Professional equipment provided and no experience needed. Trained…
Sunday, October 26th
12:00 p.m. – 3:00 p.m.Westin Chicago Northwest
400 Park Blvd.Tours & Attractions
Seadog Architecture Tour on the Chicago River
Soak in unobstructed views of Chicago’s world-famous architecture with an exciting 45-minute ride on our Seadog Chicago River Architecture Tour! Starting right on the Chicago…
Sunday, October 26th
12:30 p.m. – 1:30 p.m.City Cruises – River Esplanade
455 N Cityfront Plaza DrTheatre & Performing Arts
ABLE presents Frankenstein
Following a sold-out run at Chicago Shakespeare Theater, A.B.L.E.—Artists Breaking Limits & Expectations is thrilled to bring our critically acclaimed adaptation of Frankenstein back to…
Festivals, Fairs & Special Events
Spooktacular 2025 | Clark Street
Grab your costumes and candy buckets – it’s time for another full weekend of trick-or-treating at Spooktacular in Lincoln Park. Join the Lincoln Park Chamber…
Sunday, October 26th
1:00 p.m. – 4:00 p.m.Lincoln Park
Clark Street, From Armitage to Diversey, Diversey from Lakeview to OrchardTours & Attractions
EXP Presents Horizon of Khufu
Be among the first to experience EXP Rosemont, a brand-new 26,000-square-foot immersive destination blending art, science and technology through rotating world-class experiences. Opening its doors…

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