1. Rachael

Animal lover, biologist, pet owner

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Rachael is my occasional dog walker and is very flexible with our schedule. She's also very patient and kind to Chief. He's a little shy with new friends and... (more)"

2. Janet

You'll always be satisfied!

South Lawndale, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I highly recommend Janet! I was in a pinch and she was able to come walk Miles and took excellent care of him. I felt that I could trust her right away espec... (more)"

3. Avery

Friendly girl who loves all animals

Logan Square, Chicago, IL, 60647

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

About: Hey there! My name is Avery and I'm a 24 year old college graduate in Bucktown, Chicago. I am very caring and love to cuddle with pups. I'm also a ... (more)

4. Abby

Experienced Sitter Loves All Pets!

Douglas, Chicago, IL, 60616

Drop-In Visits, Dog Walking

11 repeat clients

"Abby is a very responsible person and has such a love for animals, and it is evident seeing her with her dog! I trust her with my dogs as should all of you (more)"

5. Katherine

Because life is better with a dog.

Near West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

3 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)"

6. Brittany

A "She has a way with animals" type

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Brittany and dogs (all animals, in fact) just click. They seem to understand each other. "Problem" dogs like and accept her. She is extremely dependable a... (more)"

7. Mallory

Experienced Dog Lover!!!!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

"Mallory absolutely love animals, especially dogs. Not only does she love playing and spending time with them, but she also is great at taking care of them. ... (more)"

8. Payal

West Town Pet Sitter

West Town, Chicago, IL, 60622

House Sitting, Drop-In Visits, Dog Walking

"Payal is the type person who pours her heart into everything she does. She has compassion for people and pets. As a veterinarian and chief of staff, I trust... (more)"

9. Nora

love friendly and derpy dogs

Loop, Chicago, IL, 60601

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

About: I love dogs that always have a smile on. I just graduated college in May and am looking to make a little money while I search for a career. I grew ... (more)

Available this weekend
10. Karsten

Dogs help to ease my anxiety.

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Karsten is wonderful with dogs! She is conscientious and reliable and will make sure your pet feels loved and cared for. I found her to be a delight and had ... (more)"

11. Anna

Kind, LOVING, tolerant, helpful!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

"Anna is a kind hearted caregiver who has much to offer your dog and your family. I have a 6 year old black lab named Elliot who can be quite a handful but An... (more)"

12. Hailey

I catch the eyes of your dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"To whom it may concern, Hailey is a very positive and optimistic person. She is caring and very thoughtful and the positive energy she brings makes her a ... (more)"

13. Liz

Flat rate for any number of pets!

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Our dogs love Liz! We recently went out of town for several days and she came by the house frequently to soothe our separation-anxiety-ridden puppy (and spen... (more)"

14. Lyss

Dogs are just really hairy kids.

Near West Side, Chicago, IL, 60612

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

"I would personally recommend Alyssa for watching over your pet dog because of the simple fact that she is responsible. She has a big heart and willing spirit... (more)"

15. Rory

I love and appreciate all pups

Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rory is an incredibly passionate animal lover. Growing up she had quite the zoo, with 2 dogs, a horse, cats, rabbit and even a hedgehog. The health and carin... (more)"

16. Anisha

Too much love for one dog

Near North Side, chicago, IL, 60654

Drop-In Visits, Dog Walking

"Anisha has spent lots of time with our large and energetic Goldendoodle over the past three years. She adores Jasmine, and provides so much love and lots of ... (more)"

17. Aaron

Young Professional & Animal Lover

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

About: I tend to have a very calming effect on most animals, but know when pups want to have fun, too. I've lived with and cared for dogs off and on for m... (more)

18. River

Roosevelt student loves your dog!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

About: I have had a dog ( Pomeranian/Yorkie mix) for 5+ years. I have also house sat other small dogs over the past years. I'm very comfortable with small... (more)

19. Mindy

5-Star Care Custom-Tailored Stays

Douglas, Chicago, IL, 60616

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

"Mindy is an amazing dog owner and sitter. She took care of my babies for a week and they came home in a great mode. I felt like they barely missed me. She... (more)"

20. Christi

Dog Lovers in the Loop

Loop, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

About: We are a married couple living in the city with our two small pups, Biggie and Elvis. We are getting in to the dog-sitting business because we used... (more)

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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.