The Best Places to Sit, Stay + Play with Your Pooch

10 Best Places to Walk Your Dog in Chicago

The 10 Best Places to Walk Your Dog in Chicago

If you’re looking to spice up your daily dog walks and discover some new spots around the Windy City, you’ve come to the right place. We’ve put together a list of the 10 best places to walk your dog in Chicago, featuring everything from scenic waterfront trails to serene gardens and bustling urban parks.


So, grab your leash, put on your walking shoes (we even have product recommendations for both, and more, below), and get ready to embark on some paws-itively fantastic adventures with your canine companion with our 10 best places to walk your dog in Chicago!

Before hitting the trails with your adventure hound, be sure to enter our Doggone Giveaway for the chance to win a Ledlenser headlamp and flashlight PLUS goodies for Fido to fuel up with Portland Pet Food Company’s human-grade beef and salmon meals and yummy Brew Biscuits (see below)!

1. Montrose Dog Beach

Chicago’s very own Montrose Dog Beach is an off-leash, fenced-in paradise for dogs who love to splash and play in the water. With stunning views of the city’s skyline, you and your furry friend will enjoy the fresh air and opportunity to socialize with other dog lovers. Don’t forget your DFA (Dog Friendly Area) tag, as it’s required for entry. After a fun romp in the waves, grab a snack from the nearby concession stand to refuel before continuing your adventure!

Location: 4400 N. Lake Shore Dr., Chicago | Difficulty: Easy | View Map

Find out more about Chicago’s DFA (Dog Friendly Area) tag requirements and where to get one.

2. The 606

Take a leisurely stroll along The 606, an elevated trail that’s perfect for a scenic dog walk. Formerly a railroad track, this 2.7-mile-long greenway is lined with lush vegetation and public art installations. The path is wide enough to accommodate both pedestrians and cyclists, so your pup will have plenty of room to explore. Just remember to keep them leashed and be mindful of others enjoying the trail.

Location: 1801 N. Ridgeway Ave., Chicago | Difficulty: Easy | View Map

3. Lincoln Park

With 1,208 acres of green space, Lincoln Park is one of Chicago’s most beloved parks and one of the best places to walk your dog in the Windy City. There are plenty of trails and open fields for your dog to enjoy, as well as a designated dog-friendly area near the park’s southern end. Swing by the historic Alfred Caldwell Lily Pool, a tranquil oasis that’s perfect for a peaceful walk. You might even spot some local wildlife, like turtles and ducks!

Location: 2045 N. Lincoln Park W., Chicago | Difficulty: Easy | View Map

4. Grant Park

Located in the heart of downtown Chicago, Grant Park is a fantastic spot for a scenic dog walk. You and your canine companion will love exploring this 319-acre urban oasis, which boasts beautiful gardens, fountains, and sculptures. Plus, with iconic landmarks like Buckingham Fountain and the Art Institute of Chicago nearby, there’s plenty of eye candy for both you and your pup.

Location: 337 E. Randolph St., Chicago | Difficulty: Easy | View Map

5. Northerly Island Park

Northerly Island Park is a hidden gem nestled on a picturesque peninsula along Lake Michigan. This 91-acre park offers stunning skyline views and a serene atmosphere, making it an ideal location for a leisurely walk with your dog. The park features a 1.5-mile nature trail, where you might spot native birds, butterflies, and other wildlife. Leashes are required, so be prepared for an on-leash adventure (see our recommendation for Best Leash below).

Location: 1521 S. Linn White Dr., Chicago | Difficulty: Easy | View Map

6. Humboldt Park

Humboldt Park is a 219-acre green space with plenty of dog-friendly amenities. Take a leisurely walk around the park’s scenic lagoon, or let your pup play off-leash in the designated dog-friendly area. You’ll also find historical landmarks, beautiful gardens, and plenty of benches for resting along the way.

Location: 1400 N. Humboldt Dr., Chicago | Difficulty: Easy | View Map

7. Jackson Park

Jackson Park, located on the South Side of Chicago, offers a beautiful and tranquil setting for dog walks. Explore the park’s winding trails, picturesque bridges, and Japanese-inspired Garden of the Phoenix. Keep an eye out for the various bird species that call this park home, and enjoy the peaceful atmosphere as you walk with your furry friend.

Location: 6401 S. Stony Island Ave., Chicago | Difficulty: Easy | View Map

8. Winnemac Park

Winnemac Park is a hidden treasure located in Chicago’s Lincoln Square neighborhood. This 40-acre park is perfect for a relaxing dog walk, with its beautiful prairie garden, mature trees, and well-maintained walking paths. While there isn’t a designated off-leash area, you and your leashed pup can still enjoy the picturesque surroundings and peaceful vibe of this quaint park.

Location: 5101 N. Leavitt St., Chicago | Difficulty: Easy | View Map

9. River Park

River Park is a lovely spot for a waterside dog walk. Located along the banks of the North Branch of the Chicago River, this park features a beautiful waterfall, scenic walking paths, and plenty of green space for your pup to explore. The park also boasts a popular dog-friendly area where your furry friend can play off-leash with other canine companions.

Location: 5100 N. Francisco Ave., Chicago | Difficulty: Easy | View Map

10. Maggie Daley Park

Adjacent to Grant Park, Maggie Daley Park offers a unique dog-walking experience in the heart of downtown Chicago. The park’s whimsical design includes winding pathways, beautiful gardens, and picturesque views of the city skyline. While there isn’t a designated off-leash area, your leashed pup will still enjoy this vibrant urban park. Don’t forget to snap a photo with your dog at the iconic BP Pedestrian Bridge, which connects Maggie Daley Park to Millennium Park.

Be sure to share your pup’s picture on your socials and tag @citydogmagazine!

Location: 337 E. Randolph St., Chicago | Difficulty: Easy | View Map


Get ready to explore the Windy City with your four-legged friend! These 10 incredible dog-friendly locations in Chicago offer a diverse array of experiences, from beachside playtime to peaceful strolls through lush gardens to walks with a stunning skyline view!

Recommended gear

Best Leash
Best Accessory

Best Meal Pouch


Best Dog Treats


Best Dog Treats


Best Meal Pouch

Best Hoodie
Best Walking Shoe

Recommended by Runner’s World

Best Headlamp


Best Flashlight

Best Dog Jacket
Best Water Bottle

Editor’s Note: CityDog participates in various affiliate marketing programs, which means we may get paid commission on editorially chosen products. Rest-assured, all products are curated by our editors and we never recommend or promote anything we wouldn’t use or enjoy ourselves.


about the author

Brandie Ahlgren is founder and editor of CityDog Magazine. She, and her team of dog-loving editors, dig up the best places for you to sit, stay and play with your four-legged friends. Brandie, 12-year-old boxer Thya and Mexican foster failure Pancho, reside in West Seattle and can often be found hanging out at Westcrest Dog Park.

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