Dog Walking in Woodlawn, Chicago

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

Available this weekend
1. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

15 repeat clients

"Brittany did a wonderful job with our shy dog, Murray. Communication with Brittany was great-- she was quick to respond and helped us out in a pinch! (more)"

2. Emma

PhD in dog walking & cat cuddling

Hyde Park, Chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

9 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)"

3. 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)"

4. 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)"

Available this weekend
5. 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)

6. 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)"

7. 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)

8. TIANJIAO

Ariel's Dog Haven

South Side, CHICAGO, IL, 60637

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

4 repeat clients

About: I have a mastiff mix puppy named V, huge baby, incredibly sweet. I got her from Anti-Cruelty Society when she was four months old, raised her, trai... (more)

Available this weekend
9. 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)

10. Rebecca

Active, fun, and making them happy

Kenwood, Chicago, IL, 60615

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

1 repeat client
No Reviews Yet

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)

11. 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)"

12. 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)"

13. Krista

Flexible schedule, love dogs

Hyde Park, Chicago, IL, 60615

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

About: Other dog owners describe me as a caring, responsible, loving dog lover and pet sitter. I'm a current grad student so I have a flexible schedule to... (more)

14. Katie

I absolutely love all dogs

Grand Crossing, Chicago, IL, 60619

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

"I really appreciate that I called Katie last minute and she was able to help me out with a last minute walk. Returned my message right away, I recommend Kati... (more)"

15. Kennedi

Love as if it's your own.

Calumet Heights, Chicago, IL, 60619

House Sitting, Drop-In Visits, Dog Walking

"Kennedi love dogs . Her dad has had at least 3 dogs that I seen her take care of. She walked them feed them and played with them all the time . She is very r... (more)"

16. 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)

17. Maya

Full time availability

Grand Crossing, Chicago, IL, 60619

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

"Maya is a wry patient and caring person. She's grown up with pets her entire life and has a loving Yorkshire terrier that's she's had since a young teenager... (more)"

18. Dominique

Love given, Love needed, Love dogs!

Hyde Park, Chicago, IL, 60615

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

"I've only known Dominique a few years but before my Lily passed on she was always great with her. I've never actually PAID her to watch Lily but she loved Do... (more)"

19. Elaine

Flexible summer schedule. Love dogs

Hyde Park, Chicago, IL, 60615

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

"Elaine is extremely responsible. She is a positive dog trainer who will be kind and loving to your dog. Elaine has a rescue dog and has experience fosterin... (more)"

20. MICHAIAH

Ready for Your Rover!

Chatham, CHICAGO, IL, 60619

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

About: I love animals and they love me. I'm very loving and my space is pet friendly! Pit bulls are my favorite and I enjoy the company. I always wanted m... (more)

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Learn About Premier

Pet parents in Woodlawn, Chicago, IL love dog walkers on Rover.com. 7,915 owners have reviewed walkers in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog walker on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a walk on Rover? Check out our average dog walking rates to get an idea before you start a conversation with a walker.

We've been there: rushing home during every lunch break to take the dog for a quick walk around the block. Good news: You can easily find and book Woodlawn dog walking services on Rover. Whether you need a one-time dog walker or someone to take your dog for a stroll every day, we've got you covered. Exercise for your dog and peace of mind for you are just a few clicks away. Every walk is covered by premium pet insurance, at no extra cost to you. You can even ask your dog walker to send you a photo update. Whether you already have a favorite dog walker on Rover or you're new to the site, we'd love to connect you with a dog walker in Woodlawn, Chicago the next time you're unavailable. We're confident you and your dog will love it.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter or 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 Woodlawn, 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: