A Guide to Chicago Dog Events This February 2026
February in Chicago isn’t just about roses and chocolates—it’s also the perfect month to celebrate love with your four‑legged best friend. From puppy‑filled fitness classes to Valentine’s socials and creative paint‑and‑sip nights, the city is packed with dog‑friendly events that make winter feel a whole lot warmer.
Whether you’re planning a cute dog date, a fun outing with fellow dog parents, or just looking for unique things to do with your pup, this guide highlights some of the best dog-friendly events happening around Chicago this February.
Puppy Bowl Super Bowl Watch Party
Date: February 8, 2026
Start Time: 1:00 PM Puppy bowl | 5:30 PM Super bowl
Location: The Lodge Tavern, 21 W Division St.
Get your tickets here
Why choose between football and puppies when you can have both? This Puppy Bowl–themed Super Bowl watch party combines game-day energy with adorable canine guests. It’s a playful, social way to enjoy one of the biggest Sundays of the year—Chicago-style.
Ideal for dog lovers who want a more lighthearted alternative to a traditional Super Bowl party.
Valentine’s Social: Treat, Sip & Spoil Your Pup
Date: February 11, 2026
Start Time: 5:00 PM
End Time: 8:00 PM
Location: 2200 N Ashland Ave Chicago, IL 60614
Get your tickets here
End the season of love on a sweet note with this Valentine’s-themed dog social. Treat, Sip & Spoil Your Pup is all about indulgence—think specialty treats, drinks for humans, and a cozy, social setting for dogs to connect.
It’s the perfect February outing if you want to celebrate love in its purest form: unconditional and covered in fur.
Doggie Valentine’s Day Party
Date: February 13, 2026
Start Time: 6:00 PM
End Time: 9:00 PM
Location: Park & Field, 3509 W Wrightwood Ave, Chicago, IL
Get your tickets here
Love is in the air—and on four paws. This Doggie Valentine’s Day Party is a festive evening designed for pups and their humans, featuring themed décor, treats, and a lively social atmosphere. Whether you’re celebrating with your dog, your partner, or fellow dog parents, this is one of the most charming Valentine’s events in Chicago.
Expect cozy vibes, playful pups, and plenty of photo‑worthy moments.
Paint Your Pet BYOB Paint & Sip
Date: February 14, 2026
Time: Multiple hours available: 2 hour duration
Location: Art City, 1400 North Halsted Street, Chicago, IL 60642 United States
Get your tickets here
Looking for a creative Valentine’s‑season activity? Paint Your Pet is a relaxed, BYOB paint‑and-sip experience where you turn your furry friend into a work of art. No artistic experience required—just bring your favorite drink and your love for your pet.
This is a great option for dog parents who want a unique night out that still keeps their pup at the center of attention.
Puppies & Pilates
Date: February 15, 2026
Start Time: 10:00 AM
End Time: 11:00 AM
Location: Pendry Chicago, 230 N Michigan Ave, Chicago 60601
Get your tickets here
Start your day with core work and cuddles. Puppies & Pilates pairs a low-impact workout with adoptable puppies roaming the studio, offering equal parts fitness and serotonin. It’s one of the most popular dog events in Chicago—and for good reason.
Great for wellness lovers, puppy enthusiasts, and anyone looking to shake off winter blues.
Kisssing Booth Pawtraits
Date: February 15, 2026
Time (Members): 1:00 PM – 3:00 PM
Time (Non-Members): 2:00 PM – 4:00 PM
Location: 2200 N Ashland Ave Chicago, IL 60614
Get your tickets here
Step right up to the Kissing Booth Pawtraits event—a paws-itively adorable photo experience made for the season of love. This Valentine’s-themed setup invites members and guests to capture sweet, silly, and swoon-worthy moments of their pups in a charming kissing booth backdrop. From nose boops to puppy smooches, these pawtraits are all about celebrating love, friendship, and furry companionship.
Each ticket includes a professional mini photo session, a digital gallery to download your images, complimentary treats for pups, and access to Pup Social’s off-leash park and social lounge. Space is limited, with only 10 spots available for non-members, so reservations are highly recommended.
Tiny Dog Meetup
Date: February 19, 2026
Start Time: 5:30 PM
End Time: 7:30 PM
Location: 2200 N Ashland Ave Chicago, IL 60614
Get your tickets here
Small dogs deserve big fun too. This Tiny Dog Meetup is designed specifically for small breeds to safely socialize, play, and mingle in a comfortable environment. Expect lots of personality packed into pint-sized pups.
A must-attend event for owners of small dogs looking for community and structured playtime.
Bark N' Brunch - Celebrating 16 years of Canine Crews
Date: February 22, 2026
Start Time: 11:30 AM
End Time: 2:30 PM
Location: Chicago, IL (venue by Canine Crews)
Get your tickets here
Celebrate 16 years of Canine Crews with a dog-friendly Bark N’ Brunch that brings pups, people, and purpose together. This lively brunch party raises funds for a local rescue, Dark Horse Rescue, while giving dogs plenty of chances to socialize and play.
Guests can enjoy brunch pastries, mimosas, Bloody Marys, soda, and beer, plus fun dog-focused activities like musical sits and longest sit competitions. Every attendee is entered into a drawing, and each pup goes home with a goody bag. This is an 18+ event only—no kids allowed—making it the perfect outing for dog lovers looking to brunch, socialize, and give back.
Rally for Rescues 2026
Date: February 28, 2026
Start Time: 12:00 PM
End Time: 3:00 PM
Location: Chicago Canine Rescue, 5272 N Elston Ave, Chicago, IL
Get your tickets here
Kick off February with a feel‑good event that celebrates rescue dogs and the people who love them. Rally for Rescues brings the community together to support local rescue efforts through activities, fundraising, and plenty of tail wags. This is a heart‑forward way to spend a winter weekend while giving back to dogs in need.
Perfect for dog lovers who want to combine social time with a meaningful cause.
Make February a Month to Remember
From rescue rallies to romantic dog socials, February dog events in Chicago offer something for every type of dog parent. These experiences aren’t just about entertainment—they’re about connection, community, and celebrating the bond we share with our dogs.
Be sure to grab tickets early, as many of these events sell out fast during the Valentine’s season. Here’s to a February filled with puppy kisses, wagging tails, and lots of love.
