Seasonal & Holiday in Highland, IN
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
Chicago, IL - Ghoul’s Night! @ Punch Bowl Social
Punch Bowl Social Chicago
$17.39 +
Fri, Oct 16 · 7:00 PM
NWBE Adult Halloween Boat Party
Anita Dee Yacht Charters
$65.87 +
Sat, Oct 17 · 6:00 PM
Haunted History Bus Tour - Chicago Ghost Tour w/ author Adam Selzer (6pm)
600 N Clark St
$46.65 +
Mon, Oct 19 · 7:30 PM
Sip & Paint: Pumpkin Edition
Ranalli's Pizza Bar - West Loop, Chicago
$55.73 +
Thu, Oct 22 · 7:00 PM
Spooky Coochie Cabaret
Dorothy
$23.16 +
Sat, Oct 24 · 4:00 PM
Chicago Halloween Bar Crawl
PB&J: Pizza Beer and Jukebox
$18.89 +
Sat, Oct 24 · 5:00 PM
Bingo & Bites Halloween Edition
Muse Coffee Studio
$17.85 +
Sat, Oct 24 · 6:00 PM
Haunted Howl-o-ween Party for Dogs at Wag Hotels West Loop
Wag Hotels - West Loop
$14.64 +
Sun, Oct 25 · 6:00 PM
Habakkuk Halloween
Robert's Westside
$12.51 +
Sun, Oct 25 · 7:00 PM
Spooky & Gay: a queer horror storytelling cabaret!
Dorothy
$12.59 +
Mon, Oct 26 · 7:00 PM
Pumpkin Carving Party at Federales in Fulton Market
Federales Tacos & Tequila - Fulton Market, Chicago
$33.85 +
Thu, Oct 29 · 6:00 PM
Tony P's Halloween-ish Costume Party at Galeria - Thursday October 29th
Galeria Chicago
$30.24 +
Thu, Oct 29 · 6:30 PM
Pumpkin Carving + Painting!
Midwest Coast Brewing Company
$42.72 +
Thu, Oct 29 · 7:30 PM
The Fright Crawl | Chicago Halloween Bar Crawl 2026 | Thursday, October 29
HQ Beercade
$16.33 +
Thu, Oct 29 · 7:30 PM
WILD THINGS - Singles Only Halloween Party
Blue Leopard Lounge
$23.18 +
Thu, Oct 29 · 9:00 PM
The Haunting Begins at Hubbard Inn
Hubbard Inn
$12.51 +
Fri, Oct 30 · 4:00 PM
The Boos & Booze Chicago Halloween Bar Crawl | River North & West Loop
Headquarters Beercade
$7.83 +
Fri, Oct 30 · 5:00 PM
River North Halloween Bar Crawl on Friday 10/30 by Crawlloween
ROCBAR
$14 +
Fri, Oct 30 · 5:00 PM
Old Town Halloween Bar Pass on Friday 10/30 by Crawlloween
Happy Camper - Old Town
$8.68 +
Fri, Oct 30 · 5:00 PM
Gold Coast Halloween Bar Crawl on Friday 10/30 by Crawlloween
Hopsmith Tavern
$14 +
Fri, Oct 30 · 5:00 PM
West Loop Halloween Bar Crawl on Friday 10/30 by Crawlloween
Bodega Taqueria y Tequila
$24.64 +
Fri, Oct 30 · 5:00 PM
Wicker Park Halloween Bar Crawl on Friday 10/30 by Crawlloween
Paradise Park | Pizza & Patio
$14 +
Fri, Oct 30 · 6:00 PM
Chicago Official Halloween Bar Crawl LIVE! River North and West Loop 2026
Lore Chicago
$16.73 +
Fri, Oct 30 · 7:00 PM
Macabre Pullman Tour - Oct 30
Pullman Exhibit Hall
$0 +