Holiday events in Chicago

Check out happening holiday events all around Chicago, IL

Red, White & Cruise | Chicago July 4th Weekend Yacht Party

 Fri, 03 Jul at 03:00 pm Spirit of Chicago Yacht USD 27 to 57

Chicago Memorial Day Weekend Cruise | All White Attire Party

 Sun, 24 May at 09:00 pm Spirit of Chicago Yacht USD 28 to 57

Windy City Food & Craft Festival

 Fri, 03 Jul at 09:30 am 337 E Randolph St Free

Chicago Labor Day Weekend All White Attire Party Cruise

 Sun, 06 Sep at 09:00 pm Spirit of Chicago Yacht USD 27 to 57

Fourth of July at IO Godfrey Rooftop

 Sat, 04 Jul at 04:00 pm IO Godfrey Rooftop Lounge USD 25

Colombian Fest Chicago 2026

 Fri, 17 Jul at 01:00 pm Humboldt Park

Randolph Street Market

 Sat, 23 May at 10:00 am 1341 W Randolph St, Chicago, IL 60607-1523, United States

Chicago Halloween Bar Crawl

 Sat, 24 Oct at 04:00 pm Kaiser Tiger USD 11 to 31

Chicago Pride Bar Crawl

 Sat, 20 Jun at 04:00 pm PB&J: Pizza Beer and Jukebox USD 0 to 31

Chicago Pride Bar Crawl Party 2026 | Saturday, June 27th

 Sat, 27 Jun at 07:30 pm TBA USD 13 to 23

Chicago Halloween Bar Crawl 2026

 Sat, 31 Oct at 03:00 pm PB&J: Pizza Beer and Jukebox USD 24 to 31

Chicago Memorial Day Bar Crawl Party 2026 | Saturday, May 23

 Sat, 23 May at 08:00 pm TBA USD 13 to 23

Memorial Day at ROOF on theWit | All White Attire | 5.25.26

 Mon, 25 May at 03:00 pm ROOF on theWit USD 66 to 217

Afrobeats Saturdayz: 4TH OF JULY WEEKEND

 Sat, 04 Jul at 10:00 pm Masada USD 0 to 206

DESIPALOOZA 2026: Chicago's Premier South Asian Nightlife Festival

 Fri, 22 May at 10:00 pm ROCBAR USD 18 to 82

Trending - Just Because 2026 Chicago Summer Holiday Bar Crawl

 Sat, 20 Jun at 04:00 pm Lincoln Park, River North, Wicker Park Bars All Access USD 0 to 8

4th of July Chicago Bar Crawl 2026 | Saturday, July 4th

 Sat, 04 Jul at 08:30 pm TBA USD 13 to 23

AFROBEATS SUNDAY - One Night Only (MDW)

 Sun, 24 May at 09:00 pm Masada USD 0 to 118

MEMORIAL MAYHEM WEEKEND BAR CRAWL (10+ BAR/CLUBS INCLUDED) 2 DAYS OF PARTY!

 Sat, 23 May at 12:00 pm Bandit USD 7 to 29

SwervCup Events Presents: Beach Prom - The 4th of July Holiday Formal Coed Doubles Tournament

 Sat, 04 Jul at 08:00 am Montrose Beach

Chicago Christmas in July Bar Crawl 2026

 Sat, 25 Jul at 06:00 pm PB&J: Pizza Beer and Jukebox USD 12 to 31

Monday Afrobeats on the beach with DJ Diesel @ Pier 31 (Free event)

 Mon, 25 May at 02:00 pm Pier 31 restaurant & bar Free

May 24th! Rooftop Sunday Funday Series Downtown!

 Sun, 24 May at 12:00 pm Reserv USD 0 to 429

Daily Stoic Live | Onstage with Ryan Holiday

 Wed, 19 Aug at 07:00 pm Gateway Theater at Copernicus Center USD 57 to 273

Daddy Disco Party

 Sat, 23 May at 04:00 pm 3349 N Halsted St, Chicago, IL, United States, Illinois 60657

REFRESH

 Sun, 24 May at 02:00 pm Point & Feather USD 0 to 72

Far South CDC presents 2026 Juneteenth Festival!

 Fri, 19 Jun at 01:00 pm 821 W 115th St Free

Memorial Day Fireworks Booze Cruise!

 Sat, 23 May at 08:00 pm Chicago Lakefront Cruises USD 45 to 55

J Holiday - Nahum Thorton Grymes at City Winery - Chicago

 Fri, 14 Aug at 07:30 pm City Winery - Chicago

Holiday Weekend Kickoff! May 22nd! Friday Happy Hour Day Party @ Chemistry!

 Fri, 22 May at 03:00 pm Chemistry Chicago Free

Jared Freid "Walking Red Flag" Book Launch and Signing

 Fri, 12 Jun at 07:00 pm Everybody's Coffee USD 49

T!TS the Season: Int Wh*re’s Day Pole Show

 Fri, 29 May at 09:30 pm The Newport Theater USD 34 to 50

GAY Soul Food (Chicago)

 Fri, 14 Aug at 07:00 pm Definition Theatre USD 29 to 55

Memorial Day 1M 5K 10K 13.1 26.2

 Mon, 25 May at 01:00 pm Chicago USD 4 to 47

DIY Chunky Knit Blanket & Candle Making Workshop

 Mon, 25 May at 12:00 pm 3414 W Foster Ave USD 98 to 173

Memorial Day Weekend at Mac’s Wood Grilled

 Fri, 22 May at 11:00 am Mac's Wood Grilled Free

Convergence of History: Four Anniversaries, One Faith

 Sat, 20 Jun at 03:00 pm Bellevue Ministry Center Free

July Book Club w/ Three Avenues Bookshop: Upward Bound

 Sun, 19 Jul at 05:00 pm Beermiscuous Free

Funny Funny Fashion Comedy Show

 Thu, 16 May at 07:30 pm The Lincoln Lodge USD 7 to 12

2026 BATES HALL FAMILY REUNION (CHICAGO, IL)

 Thu, 25 Jun at 10:00 am __ USD 0 to 25

Register Early_8am Mondays I & II Quarter "FREE" Line-Dance @ Museum_Maddy!

 Mon, 13 Jan at 08:00 am Griffin Museum of Science and Industry (G-MSI) Free

VIRGOS TAKE ANTIGUA 🇦🇬

Fri, 04 Sep at 03:00 am The Loop

Workplace Diversity & Inclusion – Empower Teams in Chicago, IL

 Wed, 19 Nov at 09:00 am For venue details reach us at: [email protected] USD 718 to 837