Dog Walking in Oakland, Chicago

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

Available this weekend
1. Robert

All furry friends welcome!

Near North Side, Chicago , IL, 60654

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

9 repeat clients

"I hired Robert as a walker and couldn't be happier with how things have gone. He's demonstrated knowledge of dog behavior, does well with my dog, and has ex... (more)"

2. 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)"

3. Mia

Best Care for Your Best Friend

Loop, Chicago, IL, 60605

Drop-In Visits, Dog Walking

2 repeat clients

About: Since I was young, I was always surrounded by four-legged family member. I love working with animals and think of them as if they were my own. I gr... (more)

4. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

8 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)"

5. Kelly

I will love any dog like my own!

Near West Side, Chicago, IL, 60607

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

About: I have had multiple dogs in my own household since I was born and have been given the responsibilities of pet ownership from a young age. I have be... (more)

6. Sidney

Experienced & Active Dog Enthusiast

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

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

7. Catherine

Animal trainer for film and TV

Loop, Chicago, IL, 60607

Dog Boarding, Drop-In Visits, Dog Walking

7 repeat clients

"Catherine provided great service for me when I was in a bind last minute. She was very responsive, followed the instructions that I left, and most importantl... (more)"

8. Steven

Trained, reliable dog lover!

Near North Side, Chicago, IL, 60611

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Steven is awesome! When he first walked Brodie he asked several questions that I really appreciated. Steven made sure he knew how I walked Brodie and aske... (more)"

Available this weekend
9. Deepan

Compassionate care from experience.

Lower West Side, Chicago, IL, 60623

House Sitting, Drop-In Visits, Dog Walking

"Their calmness has impacted my dogs who ha e picked up on the unlimited qualities they have. My dog is usually slow to warm up to people, but with Deepan it ... (more)"

10. Maddi

Lifelong dog owner and lover :)

Loop, Chicago, IL, 60605

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Maddi is amazing and flexible! My schedule is not consistent because I work in a hospital. My hours are crazy, but Maddi is accommodating and flexible! Outsi... (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

1 repeat client

About: From an early age I always had an intrest and love for ldogs, I constantly expanded my knowledge regarding dogs and how to properly raise them. On... (more)

12. Penelope

Loving dogs more than anything

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Penelope is so awesome! I travel for work so my schedule changes a TON and shes always extremely accommodating and nice about it :) My dog Evie loves her and... (more)"

13. Richa

Loving couple who love pets!!

Near South Side, Chicago, IL, 60605

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

1 repeat client

"Great to work with and was incredibly helpful! (more)"

14. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

7 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)"

Available this weekend
15. Emily

I Love/Care the Same Way You Do!

Near West Side, Chicago, IL, 60607

Drop-In Visits, Dog Walking

"Emily was amazing, so trustworthy and communicative!! (more)"

16. 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)"

17. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

3 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)

18. Shannon

Zookeeper and Animal Care Provider

Lower West Side, Chicago, IL, 60608

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Shannon was fantastic. She is communicative, reliable, and flexible. She helped out on short notice and took our pup on nice, long walks. Highly recommended! (more)"

19. Hayley

Flexible, reliable, and available!

Bridgeport, Chicago , IL, 60608

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hayley cared for our dogs many times over the course of several years. She was frequently willing to do overnight stays when we needed. Hayley is fantastic ... (more)"

20. Dominique

Love given, Love needed, Love dogs!

Hyde Park, Chicago, IL, 60615

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Dominique Higgins loves dogs and would make a great sitter. She is a very cheerful person with alot of energy and patience which makes her the perfect pet s... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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: