Dog Walking in Woodlawn, Chicago

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Search Results

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Sitter Profile Image: Emma M.
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Sitter Profile Image: Emma M.
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1.

Emma M.

The dog days have just begun!
Evergreen Park, IL, 60805
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
4.0
6 reviews
from
$20
per walk

I haven’t used Rover but I know Emma through work and she’s watched our dog multiple times. Emma and our dog are best friends, she always gets excited when we’re pulling up to Auntie Emma’s house😂 Anyone’s dog will be well cared for and beyond happy staying with Emma.

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Sitter Profile Image: Jumari H.
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Sitter Profile Image: Jumari H.
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2.

Jumari H.

Ever seen a dog smile?🙃
Grand Boulevard, Chicago, IL, 60653
Boarding, Doggy Day Care, Dog Walking
5.0
53 reviews
18 repeat clients
from
$25
per walk

Jamauri is great with Rachel, he goes above and beyond ! Rachel is my fur baby so I really do appreciate him. I would trust him with Rachel any day.

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Sitter Profile Image: Monica & Calvin M.
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Sitter Profile Image: Monica & Calvin M.
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3.

Monica & Calvin M.

Rover 101
Your fur baby's new best friends!
Lower West Side, Chicago, IL, 60608
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
248 reviews
101 repeat clients
from
$25
per walk

Monica went above and beyond this weekend taking care of Patronus! We are so lucky to have her as a Walker!

Sitter Profile Image: Shiri B.
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Sitter Profile Image: Shiri B.
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4.

Shiri B.

Kind and practical pet lover
Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
from
$25
per walk

Shiri B. Is an animal whisperer and the person who originally found my sweet fur baby when she was a stray. Shiri is loving, detail oriented, and trustworthy, even with challenging animals like my two rescue dogs. Your fur babies will be in more than capable hands with Shiri.

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Sitter Profile Image: Carissa C.
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Sitter Profile Image: Carissa C.
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5.

Carissa C.

Belly Rubs are Free and Unlimited!
Chicago, IL, 60617
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
7 years of experience
from
$20
per walk

About: Hey there, I’m a current pet owner myself. My whole life there has always been a dog in the house: Rottweilers, German shepherds, plenty of puppies, American Bulldogs, and Pitbulls. I’ve had my fair share in caring for little dogs too. Experienced with tiny puppies needing to be nursed back to health. I love the bond between humans and their pets and all the joy in between that comes with belly rubs during play time. I know how important it is for your pet to have proper care. There were times the only one that could comfort me when I was feeling blue or make me smile was my dog. Our pets are an extension of our family and when you can’t be there, I will take great care of them.

Sitter Profile Image: Shironda S.
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Sitter Profile Image: Shironda S.
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6.

Shironda S.

Passionate about people and pets
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Dog Walking
5.0
5 reviews
1 repeat client
from
$20
per walk

Excellent service. Will definitely be using her again. Papi loves her

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Sitter Profile Image: Masheika S.
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Sitter Profile Image: Masheika S.
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7.

Masheika S.

Rover 101
Full time pet sitter :)
Chicago, IL, 60653
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
54 reviews
19 repeat clients
from
$35
per walk

I have know. Masheika for 10 years. Her love and compassion for animals is unmatched. Dogs find their favorite aunt when Masheika is on the job.

Sitter Profile Image: Karina C.
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Sitter Profile Image: Karina C.
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8.

Karina C.

Friendly and Patient
Chicago, IL, 60636
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$18
per walk

My 2 dogs love karina! She's very attentive to both dog's individual needs. They love she always has a special treat for each of them

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Sitter Profile Image: Nazik E.
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Sitter Profile Image: Nazik E.
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9.

Nazik E.

Grad student & former puppy raiser!
Hyde Park, Chicago, IL, 60637
Dog Walking
5.0
2 reviews
2 repeat clients
from
$19
per walk

Nazik did an amazing job walking our golden retriever Augie!

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Sitter Profile Image: Coretta S.
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Sitter Profile Image: Coretta S.
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10.

Coretta S.

Loves to accommodate furry friends
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
7 repeat clients
from
$20
per walk

Coretta is a loving Cat owner who’s goes the extra mile for pets. Great quality food and care and I feel she would be just loving and caring to others pets

Sitter Profile Image: Susan C.
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Sitter Profile Image: Susan C.
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11.

Susan C.

You're Dog is My Dog!
Hyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
126 reviews
56 repeat clients
from
$20
per walk

Susan is quick to respond. She was very attentive and caring with my dog, and sent frequent updates and messages. Overall very satisfied with no complaints.

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Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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12.

Jumie T.

Dogs love me!
Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking
5.0
1 review
from
$18
per walk

Amazing! Very kind and patient ! Also very good at communication . She treated coffee like she was her own . I will definitely book with jumie again ?

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Sitter Profile Image: Myya F.
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Sitter Profile Image: Myya F.
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13.

Myya F.

I'm friendly,energetic, & flexible!
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
28 reviews
8 repeat clients
from
$25
per walk

About: For dog walking I have walked 2 dogs at once before. I really like getting outside with any pets and letting them enjoy the fresh air. I always carry my own doggy bags just in case. For House sitting I've sat houses before overnight for family members and it was a great experience. I can clean parts of the house if needed and straighten things up. If wanted I can also bathe the animals. I am also willing to take special requests. I believe what sets me apart from other sitters and walkers is that I am more flexible and easygoing. I don't mind rescheduling things and moving things around, I understand that things come up and things happen. What also sets me apart is my drive and personal care for animals I believe animals should be cared for as if they were family and your pets will be treated as if they were my own. Rover is my main job so I have all the time in the world to give to your animals and I have no children or any of my own personal pets so it would just be me and your lovely pet. I have a few parks near my home and a dog park not too far as well so lots of space to get a good exercise in and maybe other dogs to play with. My home is 100% dog friendly and your dog will have me as the best play mate all the time. Any accommodations your pet may need just let me know and I’ll be happy to oblige.

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Sitter Profile Image: Raeanna H.
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Sitter Profile Image: Raeanna H.
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14.

Raeanna H.

Pawsitively Caring Pet Sitter
Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$30
per walk

I have two cats (Cloak and Ghost) that have VERY different needs. Cloak is shy and loves a cuddle. Ghost is full of energy and will bully Cloak out of his food. It's a tricky situation for most but Raeanna handled it like a pro! I had never seen Cloak warm up to someone so quickly it was amazing. She took the time to listen to my many many many instructions all with a smile on her face and was GREAT at communicating with me throughout. Thank you so much Raeanna. Definitely will use you in the future.

Sitter Profile Image: Amelia H.
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Sitter Profile Image: Amelia H.
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15.

Amelia H.

Long, scenic, fun sniff walks :)
Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
4 repeat clients
from
$22
per walk

Amelia used to watch my black lab Jasmine when I went out of town or on trips. She used to take really good care of Jasmine, and on top of that she would send me Snapchats of what she and Jasmine were doing, which was really nice.

Sitter Profile Image: Chaeyeong J.
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Sitter Profile Image: Chaeyeong J.
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16.

Chaeyeong J.

Reliable Rover for ur furry friends
Kenwood, Chicago, IL, 60615
Boarding, Doggy Day Care, Dog Walking
5.0
4 reviews
1 repeat client
from
$20
per walk

About: ✨You can do FaceTime with your furry any time when you miss them! Me and my boyfriend take your furry pictures and send it to you regularly to let you know what your dog doing! You can send me a schedule of potty break and feed time we can keep that schedule even you are not with your furry! Bring your furry’s fav toy! We can play with your furry until your furry say “no more”😝✨ 🤗 If you want to boarding your dog! Me and my boyfriend will happily welcome and we can hang out before your furry boarding! Let me know what time you free and we can hang out little bit to your furry get comfy with us!!🫶🏻🫶🏻 I’ve taken care of dogs and cats for 8 years till I moved Chicago and I also had experience take care of families and friends pets. I also love to training the dog such as sit and paw. I am currently in college and I do virtual classes! Most of the time I stay at home. I walk and run at least 2hours everyday. My boyfriend Yoon also in college and he also do virtual classes so we are stay at home most of time! We never put your dog alone! We go where your furry also can go! I always will throw the trash before the pets come in. I always will not put any food on counters. I always will not let your dog play alone. I always will keep sight on the pet’s during the walk.

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Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
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17.

Carmen P.

A dog-less dog lover
Woodlawn, Chicago, IL, 60637
Drop-In Visits, Dog Walking
5.0
3 reviews
3 repeat clients
from
$20
per walk

Thank you, you made the process very easy.

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Sitter Profile Image: Jonathan T.
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Sitter Profile Image: Jonathan T.
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18.

Jonathan T.

Love all our Furry Friends
Englewood, Chicago, IL, 60621
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
from
$20
per walk

Our family was so fortunate to be introduced to Jonathan and we felt comfortable from the start! Not only does Wrigley love him, but it is apparent how much he loves him and wants the best for him as well. Jonathan always has wonderful advice and suggestions for us and is a wonderful resource for information! She is such a wonderful fit for us and we trust her with our previous baby without worry or concern!

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Sitter Profile Image: Hannah B.
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Sitter Profile Image: Hannah B.
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19.

Hannah B.

Your pups paws are in good hands!
Hyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
2 reviews
from
$35
per walk

About: Animals are my thing, from the barn to domesticated haha! Book with me you will not regret it 😊 😊 😊 😊 😊 😊 😊 I am able to provide care throughout the days.. my schedule is pretty flexible enough to be able to do this.. . . . . I have done many walks aside from sittings and boardings. I follow instructions to the T to ensure your animal baby’s safety as well as the privacy of your home

Sitter Profile Image: Viola R.
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Sitter Profile Image: Viola R.
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20.

Viola R.

A dogs best friend
Grand Boulevard, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$25
per walk

Viola is an awesome pet care provider. My family has benefited greatly as Viola as our home away from home for our German Shepherd. Viola is always prompt and courteous. My dogs live her gentleness.

Search Map

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:

Dog Walking