Seasonal & Holiday in Chicago, IL
Upcoming seasonal & holiday events.
AllMusic & ConcertsTheater & Performing ArtsComedyFestivalsExhibitions & ArtMuseums & HeritageFood & DrinkMarkets & FairsSports & FitnessFamily & KidsNightlife & ClubbingHiking & OutdoorsWorkshops & ClassesTalks & LecturesMovies & FilmCommunity & SocialBusiness & NetworkingWellness & MindfulnessSeasonal & HolidayLiteraryLGBTQ+Speed Dating & SinglesConferences & SummitsGamesEsports
Wed, Nov 25 · 7:00 PM
A Christmas Carol (Children under 5 are not permitted in the theater)
Goodman Theatre - Albert
See listing
Fri, Nov 27 · 2:00 PM
A Christmas Carol (Children under 5 are not permitted in the theater)
Goodman Theatre - Albert
See listing
Sat, Nov 28 · 6:30 PM
Soulful Holiday Lights Trolley Celebrating Motown, R& B & House
230 W North Ave
$78.50 +
Sat, Dec 5 · 6:00 PM
Chicago Wicker Park Naughty Santa Bar Crawl
DSTRKT and Wicker Park Venues
$0 +
Sat, Dec 12 · 10:00 AM
TBOX | Chicago's 30th Annual 12 Bars of Xmas/Santa Crawl | 12+ Wrigley Bars
Wrigleyville's Best Bars TBA
$5.45 +
Sat, Dec 19 · 4:00 PM
The Christmas Bar Crawl - Chicago
SPIN
$7.14 +
Sat, Dec 19 · 4:00 PM
Chicago SantaCon Bar Crawl 2026
PB&J: Pizza Beer and Jukebox
$0 +
Sat, Dec 19 · 6:30 PM
Soulful Holiday Lights Trolley Celebrating Motown, R& B & House
230 W North Ave
$78.50 +
Wed, Dec 30 · 6:00 PM
Best Offer - Chicago 3 Day All Access New Years Eve (NYE) Bar Crawl - Dec 30-Jan 1
Pour Decisions, DSTRKT + Many More Down Town Chicago
$0 +
Wed, Dec 30 · 8:00 PM
Eve of the Eve Lake Cocktail Cruise on Wednesday, December 30th
Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below)
$20 +
Thu, Dec 31 · 4:30 PM
New Year's Eve Sunset Cocktail Cruise on Thursday, December 31st
Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below)
$20 +
Thu, Dec 31 · 7:00 PM
Chicago NYE 2027 Bar Crawl - Wrigleyville's New Year's Eve Party | 10+ Bars
Wrigleyville's Best Bars TBA
$10 +
Thu, Dec 31 · 9:45 PM
All Inclusive New Year's Eve 2027 Fireworks Cruise aboard Anita Dee II
Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below)
$99 +
Fri, Mar 12 · 6:00 PM
3 Day All Access Chicago St Patrick's Day Bar Crawl
Downtown Chicago
$0 +
Fri, Jun 25 · 6:00 PM
Best Offer - Chicago 2 Day Wig Out For Summer Holiday Bar Crawl - Jun 25-26
DSTRKT Bar & Grill
$0 +