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find Halloween events for every vibe.

Holiday events in Chesterton, IN

Search for something you love or check out popular events in your area.

4th Annual South Loop Halloween Crawl | After Party at VU Rooftop
Sat, Oct 25, 12:00 PM
South Loop · Jerk Villa Bar & Grill
4th Annual South Loop Halloween Crawl | After Party at VU Rooftop
Sat, Oct 25, 12:00 PM
South Loop · Jerk Villa Bar & Grill
The Halloween Edition of The Sky Affair House Music Day Party at Vu Rooftop
Sat, Nov 1, 3:00 PM
South Loop · VU Rooftop. 22nd Floor
The Halloween Edition of The Sky Affair House Music Day Party at Vu Rooftop
Sat, Nov 1, 3:00 PM
South Loop · VU Rooftop. 22nd Floor
2025 Kids Halloween Party at 115 Bourbon Street
Thu, Oct 30, 5:00 PM
Merrionette Park · 115 Bourbon Street
2025 Kids Halloween Party at 115 Bourbon Street
Thu, Oct 30, 5:00 PM
Merrionette Park · 115 Bourbon Street
Spooky Sip & Trip - Halloween Night!
Fri, Oct 31, 6:00 PM
College District · SLR Bar and Grill
Spooky Sip & Trip - Halloween Night!
Fri, Oct 31, 6:00 PM
College District · SLR Bar and Grill
Chicago Halloween Party Cruise | Pier Pressure® Black Pearl
Fri, Oct 31, 9:00 PM
Kinzies Addition · Spirit of Chicago Yacht
Chicago Halloween Party Cruise | Pier Pressure® Black Pearl
Fri, Oct 31, 9:00 PM
Kinzies Addition · Spirit of Chicago Yacht
Selling quickly
Terror on Tap: Bus Trip to Midnight Terror Haunted House
Saturday at 7:00 PM
Merrionette Park · 115 Bourbon Street
Selling quickly
Terror on Tap: Bus Trip to Midnight Terror Haunted House
Saturday at 7:00 PM
Merrionette Park · 115 Bourbon Street
Nearly full
Sweetest Day Sunday Brunch
Sunday at 1:00 PM
Country Club Hills · The Atrium: "A Special Events Venue"
Nearly full
Sweetest Day Sunday Brunch
Sunday at 1:00 PM
Country Club Hills · The Atrium: "A Special Events Venue"
Haunted Halloween Ball 2025 at Congress Plaza Hotel | Kiss FM & Rock 95.5
Fri, Oct 31, 9:00 PM
South Loop · Congress Plaza Hotel Chicago
Haunted Halloween Ball 2025 at Congress Plaza Hotel | Kiss FM & Rock 95.5
Fri, Oct 31, 9:00 PM
South Loop · Congress Plaza Hotel Chicago
Monster Prom
Wed, Oct 29, 10:00 PM
South Loop · Lips Drag Queen Show Palace, Restaurant & Bar
Monster Prom
Wed, Oct 29, 10:00 PM
South Loop · Lips Drag Queen Show Palace, Restaurant & Bar
Sales end soon
Halloween Craft Class w/Mo
Saturday at 10:00 AM
Auburn Gresham · Studio15 / TVP Tech Solutions LLC
Sales end soon
Halloween Craft Class w/Mo
Saturday at 10:00 AM
Auburn Gresham · Studio15 / TVP Tech Solutions LLC
Family Pictures with Santa & Mrs.Claus
Sat, Nov 29, 10:00 AM + 31 more
Sunny Crest · 2425 183rd St
Family Pictures with Santa & Mrs.Claus
Sat, Nov 29, 10:00 AM + 31 more
Sunny Crest · 2425 183rd St
Nightmare On 24th St.
Thu, Oct 30, 9:00 PM
South Loop · Row 24 Chicago
Nightmare On 24th St.
Thu, Oct 30, 9:00 PM
South Loop · Row 24 Chicago
Theme House Presents: Spooky House 2025
Fri, Oct 31, 10:00 PM
Chinatown · Theme House restaurant & karaoke
Theme House Presents: Spooky House 2025
Fri, Oct 31, 10:00 PM
Chinatown · Theme House restaurant & karaoke
Cuffing Season: A Chicagoland Speed Dating Event
Fri, Nov 7, 6:00 PM
Sunny Crest · Batter & Berries South Suburbs
Cuffing Season: A Chicagoland Speed Dating Event
Fri, Nov 7, 6:00 PM
Sunny Crest · Batter & Berries South Suburbs
Bollyween Night
Fri, Oct 31, 10:30 PM
New Eastside · Club 7
Bollyween Night
Fri, Oct 31, 10:30 PM
New Eastside · Club 7
Selling quickly
Daft Disko Halloween: Chicago @ Navy Pier
Fri, Oct 31, 9:00 PM
Kinzies Addition · Bar Sol Navy Pier
Selling quickly
Daft Disko Halloween: Chicago @ Navy Pier
Fri, Oct 31, 9:00 PM
Kinzies Addition · Bar Sol Navy Pier
Navy Pier Halloween Bar Fest
Sat, Nov 1, 2:00 PM
Kinzies Addition · Navy Pier
Navy Pier Halloween Bar Fest
Sat, Nov 1, 2:00 PM
Kinzies Addition · Navy Pier
Nearly full
RIVER NORTH HALLOWEEN CRAWL - Chicago's BIGGEST Halloween Bar Crawl
Sat, Oct 25, 12:00 PM
River North · Joy District
Nearly full
RIVER NORTH HALLOWEEN CRAWL - Chicago's BIGGEST Halloween Bar Crawl
Sat, Oct 25, 12:00 PM
River North · Joy District
Nearly full
Coraline’s Moonlit Movie Night
Wed, Oct 22, 6:00 PM
Pilsen · 1706 S Halsted St
Nearly full
Coraline’s Moonlit Movie Night
Wed, Oct 22, 6:00 PM
Pilsen · 1706 S Halsted St
Howl-O-Ween Pet Costume Contest for PAWS Chicago
Sat, Oct 25, 3:45 PM
Kinzies Addition · Harry Caray's Tavern, Navy Pier
Howl-O-Ween Pet Costume Contest for PAWS Chicago
Sat, Oct 25, 3:45 PM
Kinzies Addition · Harry Caray's Tavern, Navy Pier

Trends in Chesterton

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Frequently asked questions about Chesterton

What are the best events to attend?

According to Eventbrite, the best events are:

4th Annual South Loop Halloween Crawl | After Party at VU Rooftop

The Halloween Edition of The Sky Affair House Music Day Party at Vu Rooftop

2025 Kids Halloween Party at 115 Bourbon Street

Spooky Sip & Trip - Halloween Night!

Which events are currently trending in Chesterton?

The trending searches this month in Chesterton are:

gluten free expo

coffee creek center

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Halloween Craft Class w/Mo

Terror on Tap: Bus Trip to Midnight Terror Haunted House

Sweetest Day Sunday Brunch

Coraline’s Moonlit Movie Night