Dog Walking in Oakland, Chicago

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

Available this weekend
1. Thomas

All Dogs Are Good Dogs

Near South Side, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

3 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)"

Available this weekend
2. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

15 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)"

Available this weekend
3. Netiya

Caring for others is my passion.

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

9 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)"

4. 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)"

5. Robert

All furry friends welcome!

Loop, Chicago , IL, 60601

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

19 repeat clients

"We hired Robert to walk our 2-year-old Gordon Setter twice a day for 8 days. Robert was reliable and showed up every day as scheduled. In addition, our dog, ... (more)"

6. Emily

West Loop's Most Reliable/Caring!

Near West Side, Chicago, IL, 60607

Drop-In Visits, Dog Walking

3 repeat clients

"Hiring Emily was our first experience with Rover and she was fantastic! Our dog Brady loved her at first sight and welcomed her right away. Emily eased our c... (more)"

7. Simone

Professional Pup Lover!

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Simone does very well with keeping me informed through the app of the daily walks she gives my lola! Great job, look forward to using her moving forward for ... (more)"

8. Eleanor

Because it really is my pleasure :)

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

"Eleanor is a responsible and conscientious animal lover! She takes her work seriously and is committed to making your life easy by taking good care of your p... (more)"

9. Phoebe

Lots of availability - Lots of love

Bridgeport, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Phoebe has taken care of my two dogs, Oliver and Cosette, on multiple occasions. Oliver can be testy as he is half chihuahua, but Phoebe was very gentle with... (more)"

10. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Emma is pleasant, reliable, flexible and professional. She takes great care of our fur baby and always sends updates and pictures as needed. We are so glad w... (more)"

11. 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)"

Available this weekend
12. Ebonee

12 + years of Vet-Tech experience!

Hyde Park, Chicago, IL, 60615

Dog Boarding, Doggy Day Care, Dog Walking

About: My goal as your local pet-sitter/ dog- walker is to raise extra income within my household along with doing something I absolutely love! I'm also l... (more)

13. Lillian

Loves Dogs!

Loop, Chicago, IL, 60607

Drop-In Visits, Dog Walking

"Lillian is a very caring and responsible individual! She will care for your pup as if they were her own. As a high school teacher, she is patient, organized... (more)"

14. 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)"

15. Sheila

I'll run with your dog

Bridgeport, Chicago, IL, 60616

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Sheila is great with dogs and a wonderful pet owner! She would be a great dog sitter because she takes great care of her pets and would easily extende that c... (more)"

16. Jamey

Fun and compassionate caretaker!

Woodlawn, Chicago, IL, 60637

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jamey a watched my dog multiple times over the years. My dog can get really anxious when we leave and one time we went on a long trip where he got sick. Jame... (more)"

Available this weekend
17. Colleen

Social Work Student with Wide Avail

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

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)

18. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

6 repeat clients

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)

19. Florence

Animals are my friends!

Hyde Park, Chicago, IL, 60637

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

"Flo is the best! I would trust her with my dog any day. She is reliable, conscientious, and great with all kinds of animals! Definitely pick Flo to take car... (more)"

20. 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)"

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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: