Chicago Dog-Friendly Events
Discover meetups, festivals, yappy hours, and more in Chicago.
Howl-O-Ween Extravaganza
Pup Social teams up with Fi for a Howl-O-Ween Extravaganza at their indoor-outdoor dog park in Lincoln Park. Expect costume fun, supervised off-leash play, treats, and spooky-season photo ops for pups and their people. $15/dog for members, $35/dog for non-members.
Dog Moms on the Mat
Your dog's new favorite workout! Join The Dog Mom Social Club for an all-level yoga flow class with your best friend, plus wellness vendors, pup cups, a photo booth, food & drinks and wagging tails.
Dog Moms on The Mat
We’re partnering with Dog Mom Social Club for a one‑of‑a‑kind pop‑up experience on October 17, a celebration of movement, connection, and the joy our pups bring into our lives. Gift Bags filled with wellness goodies Food + Refreshments for you and pup‑friendly treats Local Vendors showcasing dog‑friendly and wellness‑aligned products Specialty Yoga Class designed for women and their small dogs Dogs 55 lbs and under WELCOME!! Gentle, playful, and connection‑focused movement This event is perfect for dog moms looking to meet others, enjoy a fun afternoon, and share a unique yoga experience with their furry companions. Register on our website through October 17 pop‑up signup.
BooPalooza & BarkPalooza at Wicker Park
Wicker Park's family-friendly Halloween fest brings a dog costume parade and costume contest alongside pup games & contests, pup lattes, training demos, an obstacle course, and an insta-"pup-up" photo booth. Free, outdoors in the park.
Rescue Together Citywide Adoption Event
PAWS Chicago teams up with Chicago Animal Care and Control and other local shelters for a citywide adoption weekend (Oct 17–18) to find homes for homeless pets. Fee waivers on select pets at the Lincoln Park Adoption Center all weekend, 11 a.m.–5 p.m.
Top Dog Daycare & Hotel Grand Opening Pawty
You're invited! Join Top Dog Daycare & Hotel on Sunday, October 18th from 2–5 PM to officially celebrate their grand opening with a dog-friendly Halloween costume party.
9th Annual Pumpkin Carving & Dog Costume Contest
Compete for prizes awarded to the top three contestants in each category! Complimentary pumpkin and carving supplies with a Sun Cruiser or Dogfish Head purchase. Hosted by Alex Kay.
Haunted Howl-o-ween Party for Dogs at Wag Hotels West Loop
Come for the costumes, stay for the cause. Join Wag Hotels on Saturday, Oct. 24 from 6–8 PM for a howling good time benefiting at-risk senior dogs through The Grey Muzzle Organization.
Glow-o-ween Disco Foam Pawty
Get ready to dance, glow, and party at Pup Social's Disco Pawty — a neon-inspired celebration featuring music, lights, foam, and nonstop fun for you and your dog.
Howl-o-ween 5K - Run for the Dogs at Dan Ryan Woods
A dog-friendly Halloween 5K run/walk on a paved route around Dan Ryan Woods Forest Preserve, benefiting K9s for Veterans NFP. Dogs are welcome to run or walk alongside you (costumes encouraged) and are not required to register. Finishers get a T-shirt and medal, dogs get a finisher medallion, and there are treats at the finish line.
5th Annual Wag-O-Ween: Dog-Friendly Halloween Market & Party
Bosly's Backyard hosts its 5th annual Wag-O-Ween, a dog-friendly Halloween market and party featuring a pup costume contest, trick-or-treating, local dog vendors and makers, and festive fall fun. Dog-friendly but absolutely not dog-required. Tickets are $15 per person and include entry, a tote bag, and costume contest entry.
6th Annual Halloween Dog Costume Contest & Cupcake Truck
Bring your furry friend in their cutest Halloween costume! Enjoy a cupcake truck, adorable pets, and great conversation at this festive dog costume contest.