Dog Friendly Activities in Chicago, IL

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There are 110 dog friendly activities in Chicago. Use the links below to get an overview of each one, see pictures, print directions, and even read reviews from other dog owners. Coming from out of town? Get a discounted rate on pet friendly hotels in Chicago.

Pet Friendly Milton Lee Olive Park
Milton Lee Olive Park Leashed pets are welcome at Milton Lee Olive Park, a suburban city park in Chicago, IL. Bring Fido for a stroll at this beautiful waterfront park which has paved pathways, fountains, and stunning city skyline views. See Details
Pet Friendly Park 468
Park 468 Park 468 is a grassy dog park in the West Elsdon community area of Chicago, IL, near Chiago Midway Airport. The park is fully fenced but visitors should ensure both the north and south gates are closed before letting Fido off leash. The park doesn't have any seating and owners should bring their own water. See Details
Urban Kayaks Urban Kayaks offers pet-friendly kayak rentals and guided tours in Chicago, IL. Your pup is welcome to join you as you explore the Chicago River and paddle through the center of downtown. Pup life jackets are supplied! See Details
Gangsters and Ghosts Tours 'Gangsters and Ghosts Tours' is a pet-friendly Airbnb Experience hosted by Stevie. You and Fido will venture out on a historically-based walking tour of Chicago's Loop Vice District, highlighting the gangsters, their crimes and deals, and ghost stories of the area's past. The experience lasts 2 hours and can accommodate up to 20 guests of all ages. Rates start at $35 per person. See Details
Valley Line Trail The Valley Line Trail is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Chicago! The map below shows a parking area with convenient access to the Valley Line Trail. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com. See Details
Challenger Park Dog Friendly Area Fido can socialize and get some exercise at the Challenger Park Dog Friendly Area in Chicago, IL. Dogs will love to run and play off-leash at this fenced, dog-friendly area inside Challenger Park. See Details
Kayak Chicago Come paddle with your best friend on a kayak at Kayak Chicago in Chicago, IL. We will start you out with an orientation, teaching paddle strokes, safety and rules of the water. Bring a doggie life jacket and you can enjoy the water together. The kayaks are very stable sit-on-tops, so your dog can sit or stand on the boat. See Details
The Chi-Town Showdown Scavenger Hunt 'The Chi-Town Showdown Scavenger Hunt' is a pet-friendly Airbnb Experience hosted by Kat & Alan. Discover Chicago on a scavenger hunt with your pooch. First, receive instructions and warm up for the event. Then, depart with your dog on a tour of the sights and sounds of Chi-town. Take part in fun activities and complete clues along the way. The experience lasts 2 hours and can accommodate up to 30 guests of all ages. Rates start at $25 per person. See Details
Mt. Greenwood Park Leashed pets are welcome to join you at Mt. Greenwood Park, a public park in Chicago, IL. This pet-friendly area has green space and a playground. See Details
Podcast Producing with a Pioneer 'Podcast Producing with a Pioneer' is a pet-friendly Airbnb Experience hosted by Jaime. Fido is welcome to join you as you learn the basics of starting your own podcast from preparation to publishing. Your host will also explain a variety of hard/software and applications, and give you hands-on experience at producing a podcast during this session. The experience lasts 3 hours and can accommodate up to 4 guests ages 18 and up. Recommended for college students and older, interested in podcasting. No prior podcasting experience is necessary. Beginners welcome! Rates start at $800 per person. See Details
Chopin Park Walk with your leashed pet through Chopin Park, a scenic, pet-friendly park in Chicago, IL. The park features green space, a playground, fields and more. See Details
Wicker Dog Friendly Area Pets are welcome to play off-leash at the Wicker Dog Friendly Area located within Wicker Park in Chicago, IL. There's plenty to do in this fenced-in area, where dogs can socialize and meet other like-minded hounds. Make sure you clean up any mess that your pooch leaves behind. See Details
Coliseum Dog Park Bring your pet to play off-leash at Coliseum Dog Park in Chicago, IL. This shady, fenced, neighborhood dog park is a great place for Fido to get some exercise and socialize with other furry friends. See Details
Burnham Greenway The Burnham Greenway is one of 1600 rail-trails supported by Rails-to-Trails Conservancy, a nonprofit organization that is working to create a nationwide network of trails from former rail lines and connecting corridors. Previously an unused railroad corridor, this "rail-trail" is now a great place to walk Fido in Chicago! The map below shows a parking area with convenient access to the Burnham Greenway. Rails-to-Trails Conservancy has generously provided map data for this trail to Bring Fido for informational purposes only. For more detailed trail information, please visit TrailLink.com. See Details
Star in Your Own Photo Shoot Outdoors 'Star in Your Own Photo Shoot Outdoors' is a pet-friendly Airbnb Experience hosted by Carla. Create some unique memories with your pooch at this photoshoot in Chicago. You will walk along with your host in the Lake Street and train tracks area discovering graffiti and street art for unique photo backgrounds. Your host will capture photos of you along the way. The experience lasts 1.5 hours and can accommodate up to 10 guests of all ages. Please be prepared to walk 4 blocks. Rates start at $79 per person. See Details
CB2 Leashed dogs are welcome in CB2, a modern furniture and home decor store. This pet-friendly location is in the Lincoln Park area of Chicago, IL. See Details
Hamlin Dog Friendly Area Fido can run and play at the Hamlin Dog Friendly Area in Chicago, IL. This gravel-covered, fenced, off-leash dog park is a favorite with locals. Registration is required for entry. See Details
Promontory Point Leashed dogs are welcome at Promontory Point, a pet-friendly area in Chicago, IL. There is a picnic area where you can eat with Fido and enjoy the view of Lake Michigan. See Details
Must Have Chicago Photos 'Must Have Chicago Photos' is a pet-friendly Airbnb Experience hosted by Carla. Create some lasting memories while with your pooch in Chicago. Explore downtown on foot while your host captures moments of you together in locations such as Millennium Park, Chicago Theater, River Walk and more. Private shoots are also available. The experience lasts 1.5 hours and can accommodate up to 10 guests ages 2 and up. Rates start at $79 per person. See Details
Caldwell Woods Leashed dogs are welcome on the trails at Caldwell Woods in Chicago, IL. There are a variety of pet-friendly walking paths, picnic grounds and open fields in this spacious park that is part of the Cook County forest preserve. See Details
Chicago, IL, US