Seasonal & Holiday in Chicago, IL
Upcoming seasonal & holiday events.
AllConcerts & Live MusicTheater & Performing ArtsComedyFestivalsExhibitions & ArtMuseums & HeritageFood & DrinkMarkets & FairsSports & FitnessFamily & KidsNightlife & ClubbingHiking & OutdoorsWorkshops & ClassesTalks & LecturesMovies & FilmCommunity & SocialBusiness & NetworkingWellness & MindfulnessSeasonal & HolidayLiteraryLGBTQ+Speed Dating & SinglesConferences & SummitsGamesEsports
Fri, Oct 16 · 7:00 PM
The Northwest Indiana Nightfall Tour/ The Lake County Demon Run!
Indiana Welcome Center
$57.33 +
Sat, Oct 17 · 3:00 PM
The Chemistry of Us: A Sensory Experience for Couples (3PM - 5PM)
Restore Her Womb Sanctuary and Wellness Studio
$140.88 +
Sat, Oct 17 · 5:00 PM
🎃🔥 HALLOWEEN DO CHAMA + DJ FERNANDO 🔥🎃
Azul
$14.99 +
Sat, Oct 17 · 7:00 PM
Sweetest Day Paint Your Partner Challenge!!!
Toast To Paint
$87.21 +
![AREA CODES: 2000s Hip Hop Party [Chicago]](/img/w448/aHR0cHM6Ly9pbWcuZXZidWMuY29tL2h0dHBzJTNBJTJGJTJGY2RuLmV2YnVjLmNvbSUyRmltYWdlcyUyRjExODg1NDk4OTglMkYyOTA5MTgxMTM5MDElMkYxJTJGb3JpZ2luYWwuMjAyNjA3MDktMTYzNzUyP2Nyb3A9Zm9jYWxwb2ludCZmaXQ9Y3JvcCZ3PTUxMiZhdXRvPWZvcm1hdCUyQ2NvbXByZXNzJnE9NzUmc2hhcnA9MTAmZnAteD0wLjE5NyZmcC15PTAuNDg3JnM9YTk4YzQwZmNjNDUzY2QxNmQxOTdmNTNlMWQ4NDdmYjQ.webp)
Sat, Oct 17 · 9:00 PM
AREA CODES: 2000s Hip Hop Party [Chicago]
Subterranean
$14.53 +
Sat, Oct 17 · 9:00 PM
Haunted History Bus Tour - Chicago Ghost Tour w/ author Adam Selzer (9pm)
600 N Clark St
$46.65 +
Mon, Oct 19 · 7:30 PM
Pumpkin Painting at Ranalli’s Lincoln Park
Ranalli's Pizza Bar - Lincoln Park, Chicago
$55.73 +
Fri, Oct 23 · 10:00 PM
Hallowen X Halloween 2
Elements
$22.99 +
Sat, Oct 24 · 3:00 PM
Chicago Official Halloween Bar Crawl LIVE! River North and West Loop 2026
PB&J: Pizza Beer and Jukebox
$16.73 +
Sat, Oct 24 · 4:00 PM
Trick or Drink: Chicago Halloween Bar Crawl (3 Days)
Headquarters Beercade
$21.18 +
Sat, Oct 24 · 5:00 PM
Scorpion Hearts: Pinning Date for 2 with RIP Repurposed
The Insect Asylum
$190.69 +
Sat, Oct 24 · 8:00 PM
Stolen Saddle's Halloween Party | $20 All Inclusive Package
Stolen Saddle
$20 +
FreeSun, Oct 25 · 12:00 PM
Trick-or-Treat at 900 2026
900 North Michigan Shops
Free
Sun, Oct 25 · 12:30 PM
Safe & Sound: Safety Bag Distro & Halloween Costume Karaoke (mask-required)
Center on Halsted
$0 +
Sun, Oct 25 · 3:00 PM
Monster Jammies: A Halloween Pajama Dance Party For Kids
Mathew Bieszczat Volunteer Resource Center
$12.51 +
Wed, Oct 28 · 5:00 PM
Great Lakes Ports Update Reception
Guinness Open Gate Brewery – West Loop
$81.88 +
Wed, Oct 28 · 8:00 PM
Harrison Presents: Secret Rivalry Rave HALLOONEEN - Chicago
Splash Chicago
$44.52 +
Thu, Oct 29 · 6:00 PM
Limited Tickets - Chicago 3 Day All Access Halloween Bar Crawl - Oct 29-31
Lakeview, Lincoln Park, River North, Wicker Park Venues
$0 +
Fri, Oct 30 · 4:00 PM
RIVER NORTH/WEST LOOP 2 DAYS OF HALLOWEEN BAR CRAWL PARTY PASS (18 VENUES)
Good Night John Boy
$17.85 +
Fri, Oct 30 · 6:00 PM
Halloween Bash with Mr. Funnyman!
Avenue 912
$0 +
Fri, Oct 30 · 7:00 PM
Percy L. Julian Halloween Party 2026
Bernices Barbeque Bar & Grill
$56.86 +
Sold outFri, Oct 30 · 7:00 PM
MEMENTO MORI Halloween Gala
International Museum of Surgical Science
$105.49 +
Fri, Oct 30 · 7:30 PM
Haunted Halloween Night River Cruise on Friday, October 30th
Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
$30 +
Fri, Oct 30 · 8:00 PM
Haunted Halloween Night Lake Cruise on Friday, October 30th
Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location)
$20 +