Dog Events in Orland Park, IL

This dog-friendly Oktoberfest parade invites pups to strut their stuff in festive fall attire, with costumes encouraged but not required. Dogs can compete in small, medium and large breed categories, with prizes awarded to each category winner and Best in Show. Registration is required and space is limited. Meet at the stage on Schiller and Wells for check-in.

Well-behaved dogs are welcome to join their humans aboard a scenic cruise along the Chicago River. Enjoy light snacks, easy entertainment, and beautiful views of the city while supporting the lifesaving work of Chicago Animal Care and Control and its nonprofit Friends. Boarding starts at 5:30 PM and departs at 6 PM.

Leashed dogs are welcome to join this family-friendly 5K walk and charity run! Participants can enjoy a morning of movement and community with live music, food trucks, sweet treats, balloon twisting, and an animal artist. Strollers are also welcome, making this a fun event for the whole family.

This dog-friendly Halloween 5K features a scenic paved route and supports K9s for Veterans. Registration includes a short-sleeve T-shirt, finisher medal, doggie finisher medallion, chip-timed race bib, live results and finish-line treats for both humans and dogs.

Mondays from March through October are special days for dog lovers to explore the park’s beautiful gardens and grounds with their canine companions. Dogs must be friendly, well-socialized, and kept on a leash at all times, and owners should bring proof of up-to-date vaccinations. While pups are welcome outdoors, they aren't permitted inside buildings, and visitors are asked to clean up after their dogs using the provided sanitation stations. A $6 parking fee applies. Note that Monday holidays are excluded from Paws in the Park days.

Bring Fido to Chicago’s premier pet-friendly black tie gala! Set at the legendary Drake Hotel, guests and their canine companions walk the red carpet, participate in live and silent auctions, and enjoy a dinner buffet and dancing. Four-legged guests will enjoy an evening of indulgences as well, including dinner served in crystal goblets at the dog buffet. Human guests be 21+ to attend the event.

This Thanksgiving-themed, dog-friendly 5K features a scenic course along the Danada Trail and welcomes runners and walkers of all levels and their leashed pups. Participants receive a chip-timed race entry, turkey-themed finisher medal, soft cotton T-shirt, age-group awards and free photos.

Celebrate the holiday season with your pup and the Live Like Roo Foundation at this dog-friendly Holiday Pet Market featuring local vendors, holiday cocktails and coffee, photos with Santa, caricatures, and festive photo opportunities. Bring your pup to shop, socialize and enjoy a day of seasonal fun with fellow pet lovers.