Dog Walking in Oakland, Chicago

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

1. Robert

All furry friends welcome!

Loop, Chicago, IL, 60601

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

23 repeat clients

"Bobbie is awesome! He responded within 10 min. of our inquiry. We set up our meet / greet within three days of the inquiry, and our senior / special needs ... (more)"

2. David

NOT JUST A PET BUT FAMILY

Lower West Side, Chicago, IL, 60608

Drop-In Visits, Dog Walking

7 repeat clients

"David took fabulous care of my four dogs! He sent photos of them on their walk and kept me updated about their walk/care. David has relieved the stress of ... (more)"

3. Sarah

Active dog lover

Near West Side, Chicago, IL, 60661

Drop-In Visits, Dog Walking

"I am writing to share my experience with Sarah as a pet sitter/walker. She has taken care of my dog and cat as needed for the past two years. During this... (more)"

4. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

5 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)"

5. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

16 repeat clients

"Brittany has been amazing, she's my #1 go to choice. She's genuinely passionate about what she does and goes the extra mile for her clients. Definitely book ... (more)"

6. Thomas

All Dogs Are Good Dogs

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"I'm very grateful to Thomas. I got in touch with him with very short notice, but he was willing to adjust his schedule to accommodate me. My dog took to hi... (more)"

7. Emily

West Loop's Most Reliable/Caring!

Near West Side, Chicago, IL, 60607

Drop-In Visits, Dog Walking

5 repeat clients

"Emily was great. Very responsible and accommodating. I am very protective of my little senior dog Albert and I felt comfortable leaving him with Emily's care... (more)"

8. Tyler

Love active dogs and

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Tyler has been my pet sitter for many years. He is extremely responsible and caring, and has gone the extra mile on more than one occasion, giving special ca... (more)"

9. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"Penelope is awesome! I had a dog walker very abruptly quit on me, and Penelope was able to start walking my dogs almost right away! We did a meet and greet b... (more)"

10. Caraline

Experienced & Certified Pet Sitter

Loop, Chicago, IL, 60606

Drop-In Visits, Dog Walking

3 repeat clients

"Caraline loves pets this is not just a job for her. She has a special relationship with each of my cats and my little dog . I trust her to take care of the... (more)"

11. Netiya

Caring for others is my passion.

Bridgeport, Chicago, IL, 60608

Drop-In Visits, Dog Walking

11 repeat clients

"Netiya has walked my pitty numerous times, and my pitbull LOVES her. I can tell bc my dog is an especially good mood when I come home from work and when Nag... (more)"

12. Richa

Full-Time Dog Mom!! :)

Near South Side, Chicago, IL, 60605

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

3 repeat clients

"We booked Richa somewhat last minute to walk our dog after our regular walker was no longer available. She was very responsible and made sure all her questio... (more)"

13. Edilberto

Passionate Pet Care Provider

Loop, Chicago, IL, 60604

House Sitting, Drop-In Visits, Dog Walking

7 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)"

14. Roosevelt

I'm a pets best friend :)

Near West Side, Chicago , IL, 60661

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"He is wonderful. Oakley and I like him very much and will continue to routinely use him. (more)"

15. Krystina

Happy Dogs, Happy Life

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Krystina is a kind, responsible, and caring person. She loves dogs and is wonderful with them! She watches my boarder collie regularly and he always comes ho... (more)"

16. Michelle

I'll help your dog run their blog.

Armour Square, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

About: Dogs are ones companions and are the best place to go to for a hug or someone to lean on when you really need it. I will treat your little one with... (more)

17. Linda

Love Dogs Forever! Home all day!

Bridgeport, Chicago, IL, 60609

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

7 repeat clients

"Linda is an excellent dog sitter! Her loves for dogs is astonishing! She will keep your dog fed on time! Walked at least twice a day! Very responsible! Sh... (more)"

18. LeAnna

10+ years of Professional Pet Care!

Hyde Park, Chicago, IL, 60615

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

1 repeat client

"LeAnna was great! She established a great rapport with our dog, and he really looked forward to seeing her for walks each morning. We got great feedback abou... (more)"

19. Henry

Fun, active, friendly grad student!

Hyde Park, Chicago, IL, 60615

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

"Henry is so great! He has watched my dog Kona many times and I could not speak more highly of him! Absolutely wonderful with dogs and very reliable. (more)"

20. Colleen

Social Work Student with Wide Avail

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
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About: I've lived with different dogs for 20 years of my life, helped train many family members' pets, and dog sat for many different types and sizes of d... (more)

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Learn About Premier

When it comes to pet care and dog walking, pet owners in Oakland, Chicago, IL trust their pets with walkers on Rover.com. Over 7,915 pet owners have reviewed dog walkers in Chicago, giving them an average rating of 4.9/5. Dog walking doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a dog walker on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a dog walker and pet care on Rover? Check out our average dog walking rates to get an idea before you begin a conversation with a walker who seems like a great match.

Rover is the simple, savvy way to find and book a dog walker in Oakland, Chicago, IL. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for dog owners throughout the U.S. to reach walkers who offer dog walking. Just like you, Oakland dog walkers on Rover are dog lovers too. Many of our walkers offer dog walking services and would love to take care of your dog when you can't be there. Book a 30-minute walk anytime you need it, and discover just how many of your neighbors are dog lovers too. You'll be glad to know dog walking booked on Rover is covered by the same great benefits as overnight sitting, including premium pet insurance, photo updates, and 24/7 support.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover walkers in Oakland, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a walker who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including: