Limited Tickets - Chicago 3 Day All Access Halloween Bar Crawl - Oct 29-31 Thu, 29 Oct at 06:00 pm Lakeview, Lincoln Park, River North, Wicker Park Venues USD 0 TO 25 FITNESS
The Jury Experience - Frankenstein on Trial: The Man Who Defied God: Will Chicago Deliver Justice? Sun, 25 Oct at 04:30 pm Edlis Neeson Theater - MCA USD 39 TO 63 ART
5th Annual Wag-O-Ween: Halloween Dog Party & Market Sun, 25 Oct at 12:00 pm 4011 N Ravenswood Ave, Chicago, IL 60613-2409, United States USD 20 WORKSHOPS
Kincade's Wrigleyville's Halloween DAY Party Sat, 31 Oct at 01:00 pm Kincade's Wrigley USD 20 TO 37 FITNESS
Barks & Brews Halloween: Rescue Puppy Yoga at Midwest Coast Brewing Sun, 01 Nov at 10:00 am Midwest Coast Brewing Company USD 50 FITNESS
Haunted Howl-o-ween Party for Dogs at Wag Hotels West Loop Sat, 24 Oct at 06:00 pm Wag Hotels - West Loop USD 0 TO 22 FITNESS
5k Fun Run x Spiteful Brewing | 2026 IL Brewery Running Series Sun, 25 Oct at 11:00 am Spiteful Brewing Tap Room USD 0 TO 76 WORKSHOPS
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
Dr. Seuss’ How the Grinch Stole Christmas! The Musical Wed, 09 Dec at 07:00 pm James M. Nederlander Theatre LIVE-MUSIC
Chicago Wicker Park Naughty Santa Bar Crawl Sat, 05 Dec at 06:00 pm DSTRKT and Wicker Park Venues USD 0 TO 18 FITNESS
Trash People of West Town: Community Clean-Up! Sun, 25 Oct at 10:45 am Midwest Coast Brewing Company FREE MEETUPS
Theater on the Lake Presents: Burning Red's 4th Annual Christmas Birth-TAY Sat, 12 Dec at 07:00 pm Theater on the Lake USD 33 FITNESS
Founders Price - Chicago 3 Day All Access New Years Eve (NYE) Bar Crawl - Dec 30-Jan 1 Wed, 30 Dec at 06:00 pm Pour Decisions, DSTRKT + Many More Down Town Chicago USD 0 TO 36 FITNESS
Trash People of Ravenswood: Community Clean-Up! Sun, 25 Oct at 02:00 pm Dovetail Brewery FREE WORKSHOPS
6th Annual Halloween Dog Costume Contest and Cupcake Truck Wed, 28 Oct at 05:30 pm 849 N Franklin St FREE FITNESS
Howl-O-Ween Pet Costume Contest for PAWS Chicago Sat, 31 Oct at 11:30 am Harry Caray's Navy Pier USD 13 CONTESTS
Middle Grade Morning Release: Dog Man #15: A Sprinkle in Time Tue, 03 Nov at 07:00 am Three Avenues Bookshop USD 6 TO 24 FITNESS
KPAC 2026 Chili Cookoff Fundraiser Sat, 24 Oct at 01:00 pm Gracie O'Malley's Portage Park USD 18 TO 29 NONPROFIT
Trash People of Hyde Park: Community Clean-Up! Sun, 25 Oct Nichols (John Fountain) Park (in front of the fountain) FREE MEETUPS
Holiday Winter Dash Beer Run | 2026 Illinois Brewery Running Series Sun, 06 Dec at 12:00 pm Goose Island Taproom USD 0 TO 76 FITNESS
K9 University 4th Annual Halloween Pawty Sat, 31 Oct at 11:00 am K9 University Chicago USD 44 FITNESS
Washington Park Cleanup and Afterparty! Sat, 24 Oct at 10:00 am 370 E Garfield Blvd USD 0 TO 13 NONPROFIT
Fireside Author Chat With Allie Samberts and Cara Tanamachi Wed, 11 Nov at 07:30 pm Partners in Crime Bookshop USD 24 FITNESS
In-person class: Authentic Dumplings from Scratch (Chicago) Sun, 16 Jun at 01:30 pm 1922 W Foster Ave USD 82 WORKSHOPS
Sunday Funday Sun, 25 Oct at 12:00 pm 4923 N Clark St, Chicago, IL, United States, Illinois 60640 DOG
FREE MONDAY w/ Chocolate Labs / Tri-County Liquidators / Joe Glass / Rent Party Mon, 02 Nov at 09:00 pm Empty Bottle FREE MUSIC
Copilot Dog Training - Day of the Dead Celebration Sun, 01 Nov at 04:00 pm Copilot Dog Training FREE FITNESS
The Dog Walk Halloween Fashion Show at The Rivvy Sat, 24 Oct at 11:00 am The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel FASHION
Stories in Motion: Early Childhood, Identity, Movement, and Making Tue, 27 Oct at 10:00 am 1400 S. Jean Baptiste Pointe DuSable Lake Shore Drive , Chicago, IL, United States, Illinois 60605 DOG
Durable Seams & Finishes Workshop Tue, 10 Nov at 05:30 pm Chicago Mood Fabrics Showroom USD 45 WORKSHOPS
Rectal Hygienics / Drunks With Guns / Cadaver Dog / Problem Masturbator Sat, 12 Dec at 08:00 pm 235 N Ashland Ave, Chicago, IL 60607, USA DOG
National Adoption Week: Discounted Adoption Fees! Mon, 19 Oct at 10:00 am 1101 S Canal St, Chicago, IL 60607-4901, United States DOG
In-person class: Halloween Cookie Decorating (Houston) Sat, 04 Oct at 05:00 pm Chef Jaime's Place USD 71 FITNESS
Wiener Dog Races | Post-Game Skate with the Steel Sat, 13 Feb at 06:00 pm Blackhawks Ice Center SPORTS
Dog Day Saturday: Halloween Edition Sat, 24 Oct at 01:00 pm 3349 N Halsted St, Chicago, IL, United States, Illinois 60657 DOG
In-person class: Cook Hulu's The Bear: Pasta Carbonara & Cake(Chicago) Sat, 03 Oct Chef's place (The full address will be provided in the confirmation email after purchase) USD 86 WORKSHOPS