Dog Walking in Chicago

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

1. Robert

All furry friends welcome!

Near North Side, Chicago , IL, 60654

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

8 repeat clients

"I can't say enough about Robert. He wore my dogs out while I was out of town and my husband was at work. It meant he truly came home to mellow laid back do... (more)"

2. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

About: I am an all around animal lover! I have had a pet since I was about 6 months old. Now I have 2 dogs, a cat and 2 hamsters. In the past I have h... (more)

3. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"I could not be happier with Collin. I am a new puppy owner and he has been so attentive and responsive when it comes to walking our pup twice a day. He loves... (more)"

4. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Penelope was really great with my pit mix! She was right on time, easy to talk to, and very knowledgeable. I will definitely use her again. Thanks! (more)"

Confirmed Easter Weekend Availability
5. Sidney

Experienced & Active Dog Enthusiast

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Thanks for taking the pup for a walk last minute. She looked so happy in the pictures! (more)"

6. Catherine

Animal trainer for film and TV

Loop, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Catherine provided great service for me when I was in a bind last minute. She was very responsive, followed the instructions that I left, and most importantl... (more)"

7. Daniel

Obedient, specialist, patient

Near West Side, Chicago, IL, 60612

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

About: I have trained and raised 3 dogs (two golden retrievers, one American Pit bull) for 15 years in my old neighborhood. Currently, I am taking care of... (more)

8. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Brittany was awesome and a trooper through the bad weather. She gave great updates about my dog. Will definitely rebook with her in the future! (more)"

9. Steven

Trained, reliable dog lover!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Steven is awesome! When he first walked Brodie he asked several questions that I really appreciated. Steven made sure he knew how I walked Brodie and aske... (more)"

10. Haley

Dogs are my number one humans!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"The best. Reliable loving and will respond to texts and messages right away!!! We really feel so safe with leaving our dog with Haley and look forward to man... (more)"

11. Melany

fast learner and observant

Lower West Side, chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Melany is so responsible! She dog sat for us while we went on vacation a couple times and she did fantastic! We have a puppy and an 18 year old dog, and I wa... (more)"

12. Jac

Loving and Experienced Pet Sitter

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jac was extremely responsive and very quick at it too! She sent me tons of pictures of Kuma and kept me posted after every walk. Would definitely book her ag... (more)"

13. Mia

Best Care for Your Best Friend

Loop, Chicago, IL, 60605

Drop-In Visits, Dog Walking

"First time using rover. Mia was extremely accommodating and my bros dog seemed to like her. Will certainly use again if needed! Thanks Mia! (more)"

14. Isabel

Reliable Sitter - Flexible Schedule

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Isabel has walked my dog Rover a couple of times. She is really communicative and goes above and beyond to make sure he's well taken care of and is comfortab... (more)"

Confirmed Easter Weekend Availability
15. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Eddie works for me as a dog walker. I have found him to be a available, proficient and knowledgeable. He has been patient, kind and loving towards the do... (more)"

16. Erin

Run And Play All Day!

Lower West Side, Chicago, IL, 60608

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dependable, great with a new dog, making all of us comfortable. (more)"

17. Stacy

Only the Best for Your Furry Bffs

Loop, Chicago, IL, 60605

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Stacy was fantastic! She made sure my pup was comfortable and spent plenty of time with her between taking her out and playing. Will definitely use her again! (more)"

18. Maddi

Lifelong dog owner and lover :)

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have owned many different dogs throughout my lifetime, including a Jack Russell Terrier, a Golden Retriever, and a Lab-Hound mix. I feel comforta... (more)

19. Katherine

Because life is better with a dog.

Near West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Katherine sent a great photo and update while she was walking Riley. She was very responsive and I would definitely use her to walk Riley again. (more)"

20. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

About: I started my pet sitting career with 2 dogs name Eve and Jojo 5 years ago. As soon as I started I fell in love with these 2 babies. Thats when I kn... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Dog owners love Chicago dog walkers on Rover. 9,532 owners have reviewed walkers in the Chicago, IL metro area, giving them an average rating of 4.9/5.

Want to be added to this list of walkers in Chicago? Become a pet sitter or dog walker on Rover.

We know you can't always be there, and it's our goal is to connect you with sitters in your neighborhood who can help take care of your pet. With Rover, it's easy to find and book dog walkers who will give your dog the exercise they need. Book a 30-minute walk one day, once a week, or even every day. That way, you can take care of what you need to do and know your dog is getting the love they deserve. No matter how often you need a sitter, we're here for you. We're proud to offer complimentary premium insurance with dog walking services booked through Rover. The next time you're looking for a dog walker, visit Rover to search for the perfect dog walker, set up a Meet & Greet, and book a walk anytime you need it. All you have to do after that is sit back and relax: your dog's in good hands.

Wondering what you should be paying for a walk? Check out our standard dog walking rates for a comparison.