Wag-O-Ween Chicago Dog Friendly Halloween Market & Party

Dress your pup up and trick-or-treat with 20+ local, small-business vendors. Chicago’s favorite dog-centric Halloween party is back for its 5th year! Get ready for a fun-filled fall day made for dogs and the people who love them! Join us for an afternoon of trick-or-treating, shopping, costumes, photo ops, and plenty of dog-friendly Halloween fun with fellow dog lovers. Here’s What Awaits You at Wag-O-Ween: • Trick-or-Treat with Your Pup: Make your way through Wag-O-Ween collecting plenty of treats and surprises along the way. Costumes highly encouraged! 🎃🐾 • Create a Pup-Picasso Masterpiece: Let your dog channel their inner artist at our Pup-Picasso painting station and take home their very own one-of-a-kind work of art. 🎨 • Get a Custom Portrait: Have one of our onsite artists create a one-of-a-kind watercolor portrait of your pup or a custom photo magnet—the perfect Wag-O-Ween keepsake! • Relax & Reset with a Canine Massage: Give your pup a chance to slow down with therapeutic canine massage from Pet Massage Plus, designed to promote relaxation, ease tension, and support overall comfort and well-being. • Strike a Pose: Capture all the cuteness with a professional photo by Pet & Me Photography in a festive Halloween photo setup. • Enter the Costume Contest: Show off your pup’s best Halloween look — or coordinate costumes together! — for a chance to win some fabulous prizes. 👻 • Shop Local: Browse a curated lineup of over 20 local small businesses featuring treats, apparel, accessories, pet services, bakery goodies for humans, and more — plus event-only specials and giveaways. • Eat, Sip & Hang Out: Grab a treat, mingle with fellow dog people, and soak up the Halloween fun with your four-legged bestie. Don’t Have a Dog Who Can Attend? No Problem! Wag-O-Ween is dog-friendly but absolutely not dog-required. Come support local small businesses, enjoy the atmosphere, shop for unique products, and spend the afternoon with fellow animal lovers. Tickets • Includes entry, tote bag, and costume contest entry into our giveaways & prizes. Don’t wait — Wag-O-Ween sells out every year! Reserve your spot today and join us in our 5th annual fall tradition. Advance tickets recommended. Walk-ins welcome if space allows. Location: 4011 N. Ravenswood, Chicago IL 60613. We have free parking on Ravenswood, making your visit easy and convenient. Meet the Vendors and Buy Tickets: https://www.boslysbackyard.com/market