Dog Walking in Oakland, Chicago

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

1. 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)"

2. Emily

I Love/Care the Same Way You Do!

Near West Side, Chicago, IL, 60607

Drop-In Visits, Dog Walking

2 repeat clients

"Emily was great! She took great care of my puppy! (more)"

3. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

10 repeat clients

"WOW! Brittany has helped me walk my beautiful (and energetic) pitbull Figa and she has been an absolutely WONDERFUL dog-walker. I HIGHLY recommend Brittany... (more)"

4. Robert

All furry friends welcome!

Loop, Chicago , IL, 60601

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

12 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)"

5. Catherine

Animal trainer for film and TV

Loop, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

7 repeat clients

"I definitely recommend Catherine. I have a new puppy, so you can imagine I was nervous about his first dog walking experience. Catherine was very communicati... (more)"

6. Sidney

Experienced & Active Dog Enthusiast

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

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

7. Chornodub

home full time and love animals

Douglas, Chicago, IL, 60616

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

About: Hello, my name is Tia. Why I love animals? 1. They are soooo cute!!! 2. They love you as much as you love them. 3. They are a friend. 4. Anim... (more)

8. Chelsea

Pets for Paws: Dog Boarding :)

Near West Side, Chicago, IL, 60607

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

About: Hi! My name is Chelsea and I am a resident physician. I currently live in University Village right by Rush Hospital which is less than a mile from ... (more)

9. Eva

Lifetime Dog Lover & Future Vet!

Kenwood, Chicago, IL, 60515

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: Hi, my name is Eva, and I'm a third-year biology major with a gigantic passion for dogs! Lady is my Silky Terrier/Bichon Frise mix that I have been... (more)

Available this weekend
10. Caraline

Experienced & Certified Pet Sitter

Loop, Chicago, IL, 60606

Drop-In Visits, Dog Walking

"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. Derick

Any dog is the best kind of dog

Near West Side, Chicago, IL, 60607

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

4 repeat clients

"Derek was great. Maggie instantly liked him. And he came over with very short notice. Have already rebooked with Derek. (more)"

12. Netiya

Caring for others is my passion.

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Netiya was great communicated everything with me and took good care of Bella . (more)"

13. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

5 repeat clients

"Tina is a great person and takes great care of our pup! She's very trustworthy and responsive whenever we reach out to her. We have used her multiple times... (more)"

14. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Emma is truly fantastic. We love how much she genuinely cares for our dogs and enjoys spending time with them. Our pups instantly took to her and appear happ... (more)"

Available this weekend
15. Myk'La

Mind, face, and soul of a pup

Hyde Park, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"Myk'La is a awesome person and some one i'd highly recommended for the Dog Caregiver position.She posess a high spirit personality along with an outgoing and... (more)"

Available this weekend
16. Addie

21, responsible, good communicator

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"She's great with Juno!! Definitely a must for anyone in the south loop!! (more)"

17. 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)"

18. Hayley

Flexible, reliable, and available!

Bridgeport, Chicago , IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hayley is an excellent caregiver! She loves animals and treats them with the utmost respect. Whether she is walking, playing, or even cleaning your furry fri... (more)"

19. Eleanor

Because it really is my pleasure :)

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Eleanor has taken care of my blue heeler Winston twice while I've been on trips out of the city. She followed my care instructions excellently and I came hom... (more)"

20. Rebecca

Active, fun, and making them happy

Kenwood, Chicago, IL, 60615

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

1 repeat client
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About: I have lots of experience with dogs and pets. I have been walking dogs for more than 10 years and have done cat and dog sitting. I am happy when ... (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: