Dog Walking in Woodlawn, Chicago

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

1. Brittany

Force-Free and Fun!

Bridgeport, Chicago, IL, 60608

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

4 repeat clients

"Brittany was awesome and a trooper through the bad weather. She gave great updates about my dog. Will definitely rebook with her in the future! (more)"

2. 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)"

3. 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)"

Confirmed Easter Weekend Availability
4. Madison

Call me the K9 crusader!

Bridgeport, Chicago, IL, 60608

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

1 repeat client

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)

5. Jasmine

Naturally an animal lover.

South Deering, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Jasmine was friendly and seemed to love our puppy. (more)"

Confirmed Easter Weekend Availability
6. Tom

Passionately Cheerful and Caring

Woodlawn, Chicago, IL, 60637

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

"Jeannette M Tom has been a caregiver for our beagle, Boomer. He walked, talked and ran with him. I trust him with all my pets! (more)"

7. Jordan

Dog Lover and Rescuer

Calumet Heights, Chicago, IL, 60617

House Sitting, Drop-In Visits, Dog Walking

"Jordan has been an excellent summer employee of Maggie Daley Park. She takes pride in everything she does and is dedicated to delivering a quality experienc... (more)"

8. Kennedi

Love as if it's your own.

Calumet Heights, Chicago , IL, 60619

House Sitting, Drop-In Visits, Dog Walking

About: I was the fortunate ten year old girl, no siblings who grew up with the responsibility of several children ( dogs, frogs, snakes, cats, etc. lol). ... (more)

9. Angeli

Professional and Caring Pet Care

Chatham, Chicago, IL, 60620

Drop-In Visits, Dog Walking

"Angeli has cared and continues to care for my two dogs on numerous occasions. She was referred to me initially by a local politician friend. I was called to ... (more)"

10. Chanell

ANIMALS & I SEE EYE 2 EYE

South Shore, CHICAGO, IL, 60649

House Sitting, Drop-In Visits, Dog Walking

About: IM THE PERFECT CANDIDATE FOR YOUR NEEDS. I LOVE ANIMALS. I WILL BE SURE TO FILL YOUR PET WITH AMPLE AMOUNT OF HUGS AND KISSES. I WILL NEVER HARM AN... (more)

11. Brittanie

Im friendly energetic and patient

Woodlawn, Chicago , IL, 60637

House Sitting, Drop-In Visits, Dog Walking

"I have a poodle and Brittanie was reccomended to me by a friend I have been using her for up to three years now and she has done plenty of drop ins and walks... (more)"

12. Moesha

College student that loves Dogs!

Douglas, chicago, IL, 60616

Dog Boarding, Drop-In Visits, Doggy Day Care, 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)"

Confirmed Easter Weekend Availability
13. Courtney

Best Belly Rubber in Town!

Kenwood, Chicago, IL, 60615

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

3 repeat clients

"Courtney is a very loving and caring young lady that has loved dogs from a very age. She takes pride in making sure her dog Trixie is well taken care of and... (more)"

14. Netiya

Caring for others is my passion.

Bridgeport, Chicago, IL, 60609

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Netiya did a great job providing care for my dog while I was out of town for a few weeks. She fed, walked and loved him very much, she's an excellent dog mom. (more)"

15. Aaliyah

Dog Care Chicago

Grand Crossing, CHICAGO, IL, 60621

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

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I ... (more)

16. Kathryn

Every dog must have his day!

Kenwood, Chicago, IL, 60653

House Sitting, Drop-In Visits, Dog Walking

"Kathryn is friendly, enthusiastic and reliable. She obviously loves dogs and animals and has been a pleasure to work with. She is our go-to when my husband a... (more)"

17. Hannah

Dog Sitting in Chicago/West suburbs

Hyde Park, Chicago, IL, 60615

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

"Hannah is great with dogs and loves to be around them. She is an active person so she would be a great person to hire if you want your dogs to be walked and ... (more)"

Available this weekend
18. Laaria

I'm a big animal lover

Hyde Park, Chicago, IL, 60615

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

3 repeat clients

"LaariaC. Is great with animals including my lil rowdy cat p he just adore her and she loves him . P can't wait for you to visit again (more)"

19. Pouyan

I love all dogs , its easy 4 me

Hyde Park, chicago, IL, 60615

House Sitting, Drop-In Visits, Dog Walking

About: “A dog is the only thing on earth that loves you more than he loves himself.” I believe in that I had 5 dogs in my life, I knew a lot about dogs, ... (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: