Dog Walking in Oakland, Chicago

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

1. Nick

DOGS ARE LIFE

Loop, Chicago, IL, 60607

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

"Nick would be a fantastic and trustworthy dog caregiver. He grew up in house with 2 dogs, so he has experience with dogs. Nick is also straight A responsible... (more)"

2. Kristen

Playdate with Bernadette!

Oakland, Chicago, IL, 60653

Dog Boarding, Drop-In Visits, Dog Walking

About: I specialize in taking care of female dogs. I had an older French Bulldog named Mischue (Polish for teddy bear) who lived to be 15 years old and a... (more)

Available this weekend
3. Lenora

Your friendly animal lover!

Near West Side, Chicago, IL, 60612

House Sitting, Drop-In Visits, Dog Walking

About: I love animals and interested in getting to know your furry friend. Almost a decade of experience in caring for pets...dogs, cats, gerbils, etc. Lo... (more)

4. Catherine

Animal trainer for film and TV

Loop, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

About: I have owned a dog walking company in LA for over 10 years and we are still going strong. I am looking forward to walking in dogs in my home town. ... (more)

5. Alexis

Law Student and Dog Lover

Loop, Chicago, IL, 60605

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

2 repeat clients

"Alexis was great! She was quick to respond to messages and very professional. My puppy is brand new so is still learning to go outside, and Alexis was very p... (more)"

6. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

7 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)"

7. LeAnna

10+ years of Professional Pet Care!

Hyde Park, Chicago, IL, 60615

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

"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)"

8. Tina

Loving Personal Care Assistant

Bridgeport, Chicago, IL, 60616

Drop-In Visits, Dog Walking

5 repeat clients

"Tina gives great updates and even sent pictures while she walked our boy. Tina is incredible and we definitely look forward to utilizing her services in the... (more)"

9. Kayla

For the Love of Dogs!

Near West Side, Chicago, IL, 60607

House Sitting, Drop-In Visits, Dog Walking

"I really Recommend Kayla to continue to do one of the things she loves the most! Kayla loves animals. She is very companionate and loving and caring to her D... (more)"

10. Hailey

I catch the eyes of your dogs!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"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)"

11. Nora

love friendly and derpy dogs

Loop, Chicago, IL, 60601

Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

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
12. Grace

Excited to meet your pup!

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Gracie is stellar. I own two dogs, Vito and Thurston, and a large Tegu Lizard. Each needs walking, feeding, and love. Gracie, beyond being a sweetheart, i... (more)"

13. Eva

Lifetime Dog Lover & Future Vet!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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)

14. Rory

I love and appreciate all pups

Loop, CHICAGO, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rory was perfect with my dog (who is 75 lb and energetic). She was able to appropriately handle her on the walks. Rory spent extra time outside with her she ... (more)"

15. Holly

Dog lover 1st, law student 2nd!

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Holly is the best!! She has worked with lots of dogs with the Humane Society, as well as her family's dog, who is a rescue. She is very responsible, organize... (more)"

16. Aaron

Young Professional & Animal Lover

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Aaron was a great dog sitter for me and my pup, Calvin. He met and exceeded our expectations for taking care of Calvin, was an excellent communicator, took p... (more)"

17. River

Roosevelt student loves your dog!

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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)

18. Collin

Gentle Soul, Love Animals, Reliable

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

"Collin loves animals. He took care of his own dog; walking, feeding, bathing, training, and playing from age 11 until he left for college. When he comes hom... (more)"

19. Moesha

College student that loves Dogs!

Douglas, chicago, IL, 60616

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

3 repeat clients

"Moesha was able to care for my miniature pinscher when I went to Indiana for a family reunion. She fed him, walked him twice a day, then checked on him three... (more)"

20. Mindy

5-Star Care Custom-Tailored Stays

Douglas, Chicago, IL, 60616

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

" Mindy is a loving and effective dog owner. The passion she has for taking care of her dogs and herself is exceptional. She is one of the most intelligent pe... (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: