Chicago Halloween Bar Crawl 2026 Sat, 31 Oct at 04:00 pm Kitchen + Kocktails By Kevin Kelley - Chicago USD 24 TO 30 FITNESS
RIVER NORTH/WEST LOOP 2 DAYS OF HALLOWEEN BAR CRAWL PARTY PASS (45+ VENUES) Fri, 30 Oct at 05:00 pm Good Night John Boy USD 18 TO 55 FITNESS
Chicago's Haunted Hop 2026: Halloween Bar Crawl (Saturday, Oct 31) Sat, 31 Oct at 08:00 pm Fado Irish Pub USD 20 TO 50 FITNESS
Offshore Rooftop Halloween Party in Chicago — Oct 31 Sat, 31 Oct at 08:00 pm Offshore Rooftop USD 50 FITNESS
Chicago's Biggest 2 Day Halloween Bar Crawl Boos & Booze Lincoln Park Sat, 31 Oct at 02:00 pm Lincoln Park USD 8 TO 31 FITNESS
CHICAGO ZOMBIE CRAWL - Wrigleyville - Halloween Bar Crawl - Oct 30th & 31st Fri, 30 Oct at 07:00 pm Almost Home Tavern PARTIES
I|O Godfrey Halloween 2026 Sat, 31 Oct at 08:00 pm I|O Godfrey Rooftop Lounge USD 50 TO 2,136 FITNESS
CELESTE HALLOWEEN PARTY: THE ODYSSEY (Saturday) Sat, 31 Oct at 09:00 pm Celeste Disco USD 18 TO 55 FITNESS
The Boos & Booze Chicago Halloween Friday & Saturday Bar Crawl | West Loop Fri, 30 Oct at 12:00 am Punch Bowl Social USD 10 TO 15 PARTIES
The Boos & Booze Chicago Friday & Saturday Halloween Bar Crawl | River North Sat, 31 Oct at 12:00 am Headquarters Beercade USD 10 TO 15 PARTIES
Offshore Rooftop Halloween Party in Chicago — Oct 30 Fri, 30 Oct at 08:00 pm Offshore Rooftop USD 40 HALLOWEEN-PARTIES
Chicago BYOB Exotic Paintings Sip and Paint with Male Models Fri, 13 May at 07:30 pm 5425 W Lawrence Ave USD 38 FITNESS
Haunted Halloween Night Lake Cruise on Saturday, October 31st Sat, 31 Oct at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 30 TO 68 HALLOWEEN
Bottomless Mimosas on the Riverwalk - Every Saturday in Chicago Sat, 02 May at 11:00 am Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 25 TO 31 PARTIES
Chicago Official Halloween Bar Crawl 2026 Sat, 31 Oct at 02:00 am PB&J: Pizza Beer and Jukebox PARTIES
Sound Bar Halloween Party: Chapel of the Undead — Oct 31 Sat, 31 Oct at 10:00 pm Sound Bar USD 25 FITNESS
"DANCE OF THE DEAD" | Chicago Halloween Party Fri, 30 Oct at 10:00 pm BAR22 USD 0 TO 44 ENTERTAINMENT
Graveyard Bash Hosted By: DJ Saggitari Sat, 31 Oct at 09:00 pm Backporch Stage at House of Blues Chicago MUSIC
Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included Sat, 03 Oct Hubbard Inn USD 25 TO 42 FITNESS
Chicago Official Thanksgiving Eve Bar Crawl 2026 Wed, 25 Nov at 07:00 pm Downtown Chicago USD 0 TO 13 FITNESS
Day of the Dead Crawl - Tix Include 3 Welcome Shots Sun, 01 Nov at 01:00 pm River North's BEST Bars TBA USD 5 TO 28 DAY-OF-THE-DEAD
Chicago Exotic Paintings BYOB Sip and Paint with Male Models Fri, 26 Feb at 08:00 pm 5425 W Lawrence Ave USD 43 FITNESS
Chicago - Holiday Cocktail Tasting Festival - November 14 Sat, 14 Nov at 02:30 pm Utopian Tailgate USD 0 TO 67 FITNESS
Kincade's Wrigleyville's Halloween DAY Party Sat, 31 Oct at 01:00 pm Kincade's Wrigley USD 20 TO 42 FITNESS
Wagyu, Whiskey, and Wine - Morton's Chicago (Downtown) Sat, 07 Nov at 06:00 pm Morton's The Steakhouse FITNESS
Unplugged R&B 1-Year Anniversary ft. Eric Bellinger Fri, 30 Oct at 06:00 pm Pitch and Pour Supper Club USD 45 TO 482 FITNESS
Chicago's Theatre of Magic at the Palmer House a Hilton Hotel Fri, 13 Nov at 06:30 pm Palmer House a Hilton Hotel USD 59 TO 99 ART
The Boos & Booze Halloween Friday ONLY Bar Crawl | River North & West Loop Fri, 30 Oct at 04:00 pm Headquarters Beercade USD 8 TO 19 PARTIES
Drag me To Karaoke! Brujas, Bichotas, and Burlesque Fri, 30 Oct at 09:00 pm Caminos de Michoacan FREE
Moe's Wrigleyville's $30 Wristband Pkg - Every Fri & Sat in Chicago Sat, 11 Jul at 10:00 pm Moe's Cantina (Wrigleyville) USD 34 FITNESS
Chicago Exotic Paintings BYOB Wine and Paint Male Model Fri, 10 Mar at 09:00 pm 5425 W Lawrence Ave USD 44 FITNESS
River North Pole - A family fun indoor event with Santa and Mrs. Claus! Sat, 21 Nov at 11:00 am Trump International Hotel & Tower® Chicago USD 0 TO 146 FITNESS
Godfrey Wine Fest - Wine Tasting at I|O Godfrey Rooftop in Chicago Sat, 14 Nov at 01:00 pm IO Godfrey Rooftop Lounge USD 25 TO 42 FESTIVALS
IPH's Fall Fest on The Riverwalk w/ Hayrides on the River & More in Chicago Sat, 19 Sep at 12:00 pm Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 40 FITNESS
WILD THINGS - Singles Only Halloween Party Thu, 29 Oct at 07:30 pm Blue Leopard Lounge USD 23 FITNESS
Crawl to Christkindlmarket: A Holiday Pub Crawl to Christkindlmarket Fri, 27 Nov at 04:00 pm River North's BEST Bars On Your Way to Christkindlmarket USD 28 FITNESS
Cocktails for Creatives: Chicago | Film + Music Industry Monthly Mingle Fri, 13 Nov Bar of the Month USD 18 FITNESS
Tony P's Halloween-ish Costume Party at Galeria - Thursday October 29th Thu, 29 Oct at 06:00 pm Galeria Chicago USD 30 TO 36 FITNESS
Pop Art Zombie - Paint and Sip in Chicago | Classpop!™ Thu, 29 Oct at 07:30 pm Pinot's Palette - Logan Square USD 49 FITNESS
OneOne Club Happy Hour Fri, 29 May Chef Art Smith’s Reunion, Navy Pier, East Grand Avenue, Chicago, IL, USA FREE FOOD-DRINKS
Treat Yaself : Community & Connections Thu, 29 Oct at 05:30 pm Parlor Pizza Bar West Loop FREE FITNESS
Beyond Bliss | Chicago Male Revue Show at Fame Nightclub Sat, 31 Oct 157 W Ontario St USD 20 TO 25 FITNESS
R&B Sip & Paint Series at B’z | Free RSVP Thu, 17 Sep at 06:00 pm B'z Sports Bar & Grill FREE FITNESS
Laughs in the CITY at Renaissance Bronzeville (Formerly Jokes and Notes) Mon, 16 Mar at 07:00 pm Renaissance Bronzeville FREE FITNESS
First Class Fridays Presents: Mean Ghouls Pink Halloween Party Fri, 30 Oct at 09:00 pm hue. WORKSHOPS
Godfrey Holiday Cocktail Fest - Cocktail Tasting at I|O Godfrey Rooftop Sat, 05 Dec at 12:00 pm IO Godfrey Rooftop Lounge USD 25 TO 48 FITNESS
Chicago Exotic Paintings BYOB Wine & Paint Male Models Fri, 29 Jul at 07:00 pm 5425 W Lawrence Ave USD 44 FITNESS
Golden Hour Featuring Kari Novilla Duo Thu, 05 Nov at 05:00 pm Epiphany Center for the Arts FREE MUSIC
Drink School: Craft Cocktails + Mocktails with Clean Pour Club Fri, 02 Oct Definition Theatre USD 49 FITNESS
Margaritaville Halloween Party: Costumes, Cocktails & Prizes Sat, 31 Oct at 01:00 pm Margaritaville Chicago FREE FITNESS
WEDNESDAY NOVEMBER 18: CHICAGO'S BEST COMEDY SHOW Wed, 18 Nov at 07:00 pm The Comedy Bar - Chicago Main Stage FREE FITNESS
New Year's Eve Sunset Cocktail Cruise on Thursday, December 31st Thu, 31 Dec at 04:30 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 20 TO 42 NEW-YEAR
Tony P's Real Estate Networking @ Machine Cocktail Bar: Thurs November 12th Thu, 12 Nov at 06:00 pm Machine Cocktail Bar USD 24 TO 551 FITNESS
Southside Market's M**der Mystery and Cocktail Experience Fri, 30 Oct at 06:00 pm Southside Market and Cafe Co-op FREE FITNESS
The ETA Afterparty, 5:00 to 10:00 p.m. CT Fri, 30 Oct at 05:00 pm citizenM Chicago Downtown FREE FITNESS
Golden Hour Featuring MJAM & Not Your Nani Fri, 06 Nov at 05:00 pm Epiphany Center for the Arts FREE FITNESS
New Years Eve Chicago NYE Bar Crawl - Wrigleyville - All Access Party Pass Thu, 31 Dec at 08:00 pm Wrigleyville USD 20 TO 40 FITNESS
Chicago, IL - First Taste Holiday @ Punch Bowl Social Fri, 06 Nov at 11:00 am Punch Bowl Social FREE FITNESS
30 Years of Horror: a very 1996 Halloween Weekend at Fathom Fri, 30 Oct at 08:00 pm Fathom FREE FITNESS