Westchester, IL

Dog walking in Westchester

Book on-demand and scheduled walks with local dog walkers. Choose between a 20, 30, or 60-minute walk for your pup.

How Wag! works

Easily find and book trusted Pet Caregivers near you

Pick a service

Whether it's Walks, Drop-Ins, Sittings, or Boardings, choose the service that best fits your pet's needs.

Choose your Caregiver

Select from committed Caregivers who understand your requirements. Chat directly to ensure the perfect match!

Follow along in the app

Download the Wag! App to track walks via GPS, communicate with your Caregiver, and enjoy real-time photo and video updates.

Rate and review

Share feedback to help other Pet Parents find their perfect Caregiver.

Wag! Guarantee

Peace of mind with every
booking.

Trustworthy care

All Pet Caregivers are screened and background checked. All reviews are from verified Pet Parents.

Protected bookings

Every booking on Wag! is backed by up to $25,000 of coverage for your pet and your home.Learn more

Reliable communication

Photo and video updates, and in-app messaging to keep you connected during every service.

Assistance anytime

In-app and live support from Wag!’s Trust & Safety team, available when you need it.

Customer reviews

Unable to take your dog on a walk today? Dog walkers through Wag! are available to care for your pup whenever you’re not. Every dog walker has passed an enhanced background check. Get photos and updates on where your dog poops and pees while you follow along via GPS in the app.

Jennifer is amazing !

James S.

Craig is awesome. Loki and Sabrina definitely feel safe with him and he clearly loves dogs.

Destini S.

My pit bull pup and two kitties love Anyssa! She definitely is one of my top go to people for both walks and sittings. My crew is complicated lol so having someone who understands animals (and quirks) and who adjusts based on their individual needs is huge for me. Finding a great walker can be tricky so I m grateful to have someone as caring and genuine as her.

ally C.

Ginger had a great time and got a good run in!

Debra S.

Olga is GREAT - our (big) dogs loved walking with her and she handled and spoiled them well!

James S.

provide updates and picture of pet. thanks.

Jose M.

Great walker - very attentive

nicole W.

Craig was absolutely amazing and went above and beyond

Shallen M.

Joe went above & beyond for Bailey! Thank you so much.

Ellen M.

Ella took great care of our dog! We appreciated that she was so communicative!

Alex C.

Why book dog walker in Westchester

Busy Pet Parents sometimes need a hand when it comes to ensuring their pup is getting the potty breaks and exercise they need. That's where Wag! comes in! Local Westchester, IL dog walkers are background checked and registered on the Wag! platform, ready to take your dog on an adventure when you need them. Your dog can make a friend in the neighborhood, and you can re-book with the same dog walker easily in the app. Westchester, IL has "pawlenty" of parks and neighborhoods that your dog is itching to explore!

The best dog friendly neighborhoods
in Westchester

Park District

The Park District of Forest Park, IL, is just over five miles from Westchester and offers plenty of outdoor adventures for you and your dog to go mutts for! Here, you can choose from one of two dog parks, both of which are super pupular in the area! Forest Park Dog Park is fully fenced and has cushy mulch for your dog to play in. But, you’ll likely love the new Miller Meadow Off-Leash Dog Area, located within the Miller Meadow Forest Preserve. This park has luscious grass, fencing to let your pup run unleashed, and plenty of space for him to socialize, play, and let out some energy.

Wicker Park

Chicago is more than just a city – it’s quite an adventure for four-legged friends and their owners. The Wicker Park neighborhood is 14.7 miles from Westchester and features its own dog park named after the neighborhood and its beloved park. This designated area of Wicker Park is fully fenced for dogs to enjoy without their leashes, and leashed pooches are welcome to explore the other areas of the gorgeous park with their owners if they’re cleaned up after. You can also head to PUPtection Health & Nutrition Center for holistic treatments, foods, and supplements for all your furry friend’s health needs.

Near West Side

About 13.3 miles from Westchester is the Near West Side neighborhood of Chicago, which is THE place to be if you want to try some paw-friendly restaurants with just about any type of cuisine you can imagine! Viaggio’s features authentic Italian meals, from salads to pasta, and has outdoor seating that welcomes dogs and their owners to dine together. Kaiser Tiger is another pupular spot that has a fun outdoor patio with dining tables and games, and provides you with a broad range of foods you’ll love. Or, if you’re in the mood for some Japanese-style dining, head to Gyu-Kaku Japanese BBQ’s outdoor patio for a meal with your pup.

Southtown Oak Park

Around six miles from Westchester is Southtown Oak Park in Oak Park, IL. This neighborhood is only minutes away from downtown Chicago but offers some suburban charm. Maple Park Dog Park is one of the spots your pup will go mutts for, featuring over 12,000 square feet of space with a good balance of sun and shade to keep your dog (and yourself!) comfortable. And, there’s even an electronic entry system designed to keep your pooch safe. Hungry? Head to Taste of Brasil to try out some authentic Brazilian dishes, from soups to sandwiches. You and your dog can eat a meal together at the outdoor tables.

Downtown Oak Park

Downtown Oak Park in Oak Park, IL, is about 6.9 miles from Westchester and just a short drive from Southtown Oak Park. This is a happening spot for a wide range of restaurants, all clustered closely together so you’ll have plenty to choose from! Not only will you have a selection of big-chain favorites, like Starbucks and Five Guys, but the neighborhood also features pupular local spots that welcome dogs, like Potbelly Sandwich Shop. Or, try Lou Malnati’s Pizzeria if you’re in the mood for some famous Chicago-style deep-dish pizza. And Bruegger’s Bagels is the pawfect spot to pick up some bagels, muffins, sandwiches, and more with your pooch.