Chicago Friday and Saturday Halloween Bar Crawl - West Loop - Fri, Oct 30 Fri, 30 Oct at 05:00 pm Esco USD 16 TO 59 FITNESS
Chicago Halloween Bar Crawl 2026 - Lincoln Park - Fri, Oct 30 Fri, 30 Oct at 05:00 pm Brando's Lincoln Park USD 16 TO 59 FITNESS
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 FITNESS
RIVER NORTH/WEST LOOP 2 DAYS OF HALLOWEEN BAR CRAWL PARTY PASS (18 VENUES) Fri, 30 Oct at 04:00 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 HQ Beercade USD 20 TO 38 FITNESS
The Boos & Booze Chicago Halloween Saturday Bar Crawl | Lincoln Park Sat, 31 Oct at 02:00 pm Lincoln Park USD 8 TO 31 FITNESS
Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included Sat, 03 Oct at 05:00 pm Hubbard Inn USD 25 TO 42 FESTIVALS
CHICAGO ZOMBIE CRAWL - Halloween Bar Crawl - Wrigleyville Party Pass Fri, 30 Oct at 07:00 pm Wrigleyville FITNESS
Chicago BRA Crawl: Benefiting Breast Cancer Research Sat, 17 Oct at 12:00 pm Wrigleyville's BEST Bars TBA USD 10 TO 28 FITNESS
Offshore Rooftop Halloween Party in Chicago — Oct 31 Sat, 31 Oct at 08:00 pm Offshore Rooftop USD 44 FITNESS
Chicago Halloween Bar Crawl 2026 Sat, 31 Oct at 04:00 pm Kitchen + Kocktails By Kevin Kelley - Chicago USD 18 TO 24 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 27 FITNESS
Strapped Presents: Sappho Bingo - Jennifer's Body at Fathom Sun, 11 Oct at 04:00 pm Fathom FREE BINGO
CELESTE HALLOWEEN PARTY: THE ODYSSEY (Saturday) Sat, 31 Oct at 09:00 pm Celeste Disco USD 18 TO 55 HALLOWEEN-PARTIES
Chicago Official Halloween Bar Crawl 2026 Sat, 31 Oct at 02:00 am PB&J: Pizza Beer and Jukebox PARTIES
I|O Godfrey Halloween 2026 Sat, 31 Oct at 08:00 pm I|O Godfrey Rooftop Lounge USD 50 TO 2,136 FITNESS
ALL THE FEELS: "PRETTY & TOXIC" (R&B • Breakup • Real Feelings) Sat, 10 Oct at 10:00 pm BAR22 USD 0 TO 38 FITNESS
Chicago's Theatre of Magic at the Palmer House a Hilton Hotel Sat, 24 Oct at 04:30 pm Palmer House a Hilton Hotel USD 59 TO 99 ART
The Boos & Booze Chicago Friday & Saturday Halloween Bar Crawl | West Loop Sat, 31 Oct at 02:00 pm Headquarters Beercade USD 8 TO 43 FITNESS
Monstrosity: A Halloween Experience at Colvin House Sat, 24 Oct at 08:00 pm 5940 N Sheridan Rd USD 62 PARTIES
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 58 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
Sound Bar Halloween Party: Chapel of the Undead — Oct 31 Sat, 31 Oct at 10:00 pm Sound Bar USD 22 FITNESS
Casino Uptown: Celebrating 100 Years of the Aragon Ballroom Thu, 15 Oct at 05:30 pm Aragon Ballroom MUSIC
Kincade's Wrigleyville's Halloween DAY Party Sat, 31 Oct at 01:00 pm Kincade's Wrigley USD 20 TO 37 ENTERTAINMENT
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 FOOD-DRINKS
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, IL - Ghoul’s Night! @ Punch Bowl Social Fri, 16 Oct at 07:00 pm Punch Bowl Social Chicago USD 17 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 FITNESS
SATURDAY OCTOBER 17: CHICAGO'S BEST COMEDY SHOW Sat, 17 Oct at 09:00 pm The Comedy Bar - Chicago Main Stage FREE FITNESS
FRIDAY OCTOBER 16: CHICAGO'S BEST COMEDY SHOW Fri, 16 Oct at 09:00 pm The Comedy Bar - Chicago Main Stage FREE FITNESS
The Boos & Booze Chicago Halloween Bar Crawl | River North & West Loop Fri, 30 Oct at 04:00 pm Headquarters Beercade USD 8 TO 19 FITNESS
Rising Stars Burlesque Revue Fri, 06 Mar at 08:00 pm Stars and Garters Theater USD 31 TO 137 PERFORMANCES
Golden Hour Featuring DJ Ravenettcha Fri, 16 Oct at 05:00 pm Epiphany Center for the Arts FREE FITNESS
All Hallow's Tree - Paint and Sip in Chicago | Classpop!™ Sat, 31 Oct at 05:00 pm Pinot's Palette - Logan Square USD 56 ART
JEOPARDY! Bar League - Snakes & Lattes Chicago (US) Mon, 26 Jan at 07:00 pm Snakes & Lattes Chicago FREE CONTESTS
Wagyu, Whiskey, and Wine - Morton's Chicago (Downtown) Sat, 07 Nov at 06:00 pm Morton's The Steakhouse WORKSHOPS
The Second City Improv Social at Sheraton Grand Chicago Riverwalk Sat, 08 Aug at 07:00 pm Sheraton Grand Chicago Riverwalk USD 65 FOOD-DRINKS
Love Songs & Liquor Brunch Karaoke With a live Band Sat, 10 Oct at 12:00 pm Haymarket Pub & Brewery USD 19 TO 25 KARAOKE
Chicago Official Thanksgiving Eve Bar Crawl 2026 Wed, 25 Nov at 07:00 pm Downtown Chicago USD 0 TO 13 FITNESS
Chicago - Holiday Cocktail Tasting Festival - November 14 Sat, 14 Nov at 02:30 pm Utopian Tailgate USD 0 TO 67 FITNESS
Chicago, IL - Karaoke Night! @ Punch Bowl Social Sat, 10 Oct at 09:00 pm Punch Bowl Social Chicago FREE FITNESS
Dead of Night - Paint and Sip in Chicago | Classpop!™ Fri, 30 Oct at 07:30 pm Pinot's Palette - Logan Square USD 56 FITNESS
Golden Hour Featuring Phantom Grooves: A Funk Social Sat, 17 Oct at 05:00 pm Epiphany Center for the Arts FREE MUSIC
OneOne Club Happy Hour Fri, 29 May Chef Art Smith’s Reunion, Navy Pier, East Grand Avenue, Chicago, IL, USA FREE FOOD-DRINKS
Affinity's Black Gold 2026: Harlem Nights in Chicago Sat, 17 Oct at 04:00 pm Sonder Exchange USD 150 FITNESS
In Another Life: Chicago's Vintage Fashion Show Wed, 14 Oct at 06:00 pm 247 E Ontario St USD 50 TO 85 FITNESS
Alexander James Whiskey 5 Year Anniversary Brunch/Day Party Sat, 17 Oct at 11:00 am Pitch & Pour Supper Club USD 13 FITNESS
Drink School: Craft Cocktails + Mocktails with Clean Pour Club Fri, 02 Oct Definition Theatre USD 49 FITNESS
Laughs in the CITY at Renaissance Bronzeville (Formerly Jokes and Notes) Mon, 16 Mar at 07:00 pm Renaissance Bronzeville FREE FITNESS
The Haunted Speakeasy : Beginner friendly mixology class Sun, 25 Oct at 04:00 pm Wild Blossom Meadery & Winery USD 50 FITNESS
First Class Fridays Presents: Mean Ghouls Pink Halloween Party Fri, 30 Oct at 09:00 pm hue. WORKSHOPS
WILD THINGS - Singles Only Halloween Party Fri, 30 Oct at 07:30 pm Blue Leopard Lounge USD 23 FITNESS
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 ENTERTAINMENT
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