Dog Walking in Woodlawn, Chicago

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
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Sitter Profile Image: Jayden Phoenix P.
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Sitter Profile Image: Jayden Phoenix P.
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1. Jayden Phoenix P.

Dogs are a humans bestfriend.
Roseland, Chicago, IL, 60628
5.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$20
per walk

Roxy is the best. If I could, I would give her 10 stars. Amber has had 3 walks with Roxy now and she loves it. Amber is a 8 month old puppy who is not easy to handle. Roxy takes her time to make my pup comfortable and happy. She gives out a gist at the end of each walk and it really gives me a collective idea on how to train my dog. We are really happy with Roxy and we are planning to be her repeat client.

Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
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2. Carmen P.

Star Sitter
A dog-less dog lover
Woodlawn, Chicago, IL, 60637
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
6 repeat clients
from
$20
per walk

Very good with my 2 dogs!

Sitter Profile Image: Abi S.
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Sitter Profile Image: Abi S.
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3. Abi S.

I’ll keep up with your pup!
Chicago, IL, 60653
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
5 repeat clients
from
$18
per walk

About: Pet care should be stress-free with the guarantee that your furry family member is getting the attention and activity they need. For 15 years I have taken on pet care opportunities that centered around the schedule and needs of the pups. We have a dog with epilepsy, so we know the importance of having pet sitters you can trust. My experience can be used to help pet owners feel at ease when they are away from their pets with various medical or senior needs. Looking to share my extra time with some pups during a transitional season in life! Caring for pets can take up most of my week if needed. My availability to stay overnight is limited to 1-2 nights at the moment due to my living situation. It is very important to establish trust with any animal I am walking or watching. I recommend spending at least 15min on a walk or in your home to get to know the way they move around the space or the neighborhood with new people. I am prepared to follow any training instructions you have set in place for your dog so they can continue the good habits while you’re away. Keeping things consistent and calm is important to me!

Sitter Profile Image: Danielle B.
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Sitter Profile Image: Danielle B.
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4. Danielle B.

I'll care for them all big or small
Hyde Park, Chicago, IL, 60615
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$20
per walk

Being an animal lover myself, I can wholeheartedly vouch for Danielle as the perfect pet sitter. Her genuine love for furry pets is unparalleled, making her not just the perfect caregiver, but also a trusted companion to your beloved pets. Danielle has an innate understanding of animals' needs and behaviours as she has grown up and lived with pets her whole life. She will ensure that your pets will feel comfortable and loved for in her care. Her responsible and attentive nature means you can rest assured knowing that your furry family members are in the best hands possible. What sets Danielle apart is her unwavering dedication to the well-being of animals. Whether it's going the extra mile to ensure they get enough exercise, providing them with affectionate cuddles, or even just spending quality time with them, Danielle treats every pet as if they were her own. I have seen firsthand the joy and peace of mind Danielle brings to pet owners. With Danielle as your pet sitter, you can enjoy your time away knowing that your pets are not just looked after, but genuinely cared for. Go Danielle! <3

Sitter Profile Image: Nazik E.
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Sitter Profile Image: Nazik E.
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5. Nazik E.

Star Sitter
Grad student & former puppy raiser!
Hyde Park, Chicago, IL, 60637
0.9 mi. away
Dog Walking
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$19
per walk

Nazik is very timely and a good communicator. She was good at responding to my dog’s preferences while also responding what I was asking her to do - not always the same thing :-). Highly recommended.

Sitter Profile Image: Chijioke E.
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Sitter Profile Image: Chijioke E.
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6. Chijioke E.

Convenient, Empathetic Care!
Hyde Park, Chicago, IL, 60615
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
1 repeat client
from
$18
per walk

Great communication and flexibility. Bruno enjoys their walks together and comes back a happy pup.

Sitter Profile Image: Kaitlin R.
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Sitter Profile Image: Kaitlin R.
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7. Kaitlin R.

Your pet comes first!
Hyde Park, Chicago, IL, 60615
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
9 repeat clients
from
$25
per walk

Kaitlyn is the only walker on Rover that I would actually have a key cut for. She is very professional, punctual, and respectful with your pup.

Sitter Profile Image: Jabari R.
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Sitter Profile Image: Jabari R.
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8. Jabari R.

Former face to face fundraiser
Chicago, IL, 60615
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
1 review
from
$16
per walk

Jabari is currently a co-owner of a 8-12 month old Yorkshire Terrier mix currently alongside me whom he frequently feeds, grooms and bonds with on a daily basis. Jabari has experience with both large and small breeds of dogs, he has worked with 1+ year old male Pure breed Cane Corso and 1+ year old female German Shepherd Mix who he has cared for and watched over several times over their life. As well as, already pet-sitting a variety of dogs for many owners within his own family. I would highly recommend Jabari for care for other's pets as he is responsible, caring and diligent about the well-being of all pets and properly caring for them according to their breeds, sizes and ages.

Sitter Profile Image: Cane E.
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Sitter Profile Image: Cane E.
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9. Cane E.

Prior vet tech, now social worker!
Chatham, Chicago, IL, 60619
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$15
per walk

Caine great with Bonnie

Sitter Profile Image: Jumie T.
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Sitter Profile Image: Jumie T.
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10. Jumie T.

Dogs love me!
Chicago, IL, 60649
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
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 ?

Sitter Profile Image: Claudia A.
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Sitter Profile Image: Claudia A.
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11. Claudia A.

I’ll run with your dog. Home FT
South Shore, Chicago, IL, 60637
0.8 mi. away
House Sitting, Dog Walking
4.5 out of 5 stars
6 reviews
2 repeat clients
from
$19
per walk

About: I love caring for pets so I figure what better way to express that than by putting my skills to use through this app. I’m here to make your day less stressful! I’m home full time and I have a pretty flexible schedule so whenever you need me I’ll most likely be available. I’m calm, active and fun so your dog is truly in good hands with me. I’ve been dog sitting for the past two years now and I’ve learned the importance of being sensitive to the dogs needs. I’ve also learned the importance of being consistent with the owner’s original rules for their dog. No need to ruin all the hard work that you’ve put in to train them properly. See you soon!

Sitter Profile Image: Jack R.
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Sitter Profile Image: Jack R.
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12. Jack R.

dog walker and sitter
Woodlawn, Chicago, IL, 60637
0.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$15
per walk

Jack was great with our puppy Zeus. Also, he was great to work with through the Rover app. He was easy to communicate with and schedule walks. If there was a schedule conflict he offered alternate availability for that date. Overall, Jack was great and highly recommendable.

Sitter Profile Image: Angel B.
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Sitter Profile Image: Angel B.
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13. Angel B.

Treat your pet like my own child
Chicago, IL, 60637
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
from
$15
per walk

Angel has always been great with our pets. Very reliable when you have to go out of town last minute and the pets seem to like her more than is sometimes! She is really responsible and I’m a happy as long as our pets are.

Sitter Profile Image: Grace T.
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Sitter Profile Image: Grace T.
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14. Grace T.

Full time student & pet lover!
Woodlawn, Chicago, IL, 60637
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$20
per walk

Grace is an exceptional pet caregiver whom I recommend to anyone seeking a responsible and loving care for their furry friends. Grace has a unique ability to create a connection with any pet. I witnessed Grace's care firsthand when she helped me pet-sit a friend's cat. Not only did she ensure the cat's basic needs were met, but she also made time to play with the cat and give her lots of attention. Grace's responsible nature and genuine love for animals make her a great choice for anyone in need of a trustworthy pet caregiver.

Sitter Profile Image: Rebecca B.
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Sitter Profile Image: Rebecca B.
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15. Rebecca B.

Rover 101
Energetic and Focused Pet Care
Woodlawn, Chicago, IL, 60637
0.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
25 reviews
4 repeat clients
from
$25
per walk

Rebecca is so reliable! She walked Spot on a regular schedule for 2 months and it was a relief knowing that someone was giving my pup a great midday walk and some love while I was at work.

Sitter Profile Image: Aolani "Catrina" C.
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Sitter Profile Image: Aolani "Catrina" C.
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16. Aolani "Catrina" C.

Star Sitter
Unmatched Care for Your Pets
Hyde Park, Chicago, IL, 60637
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
3 repeat clients
from
$22
per walk

Catrina is an absolute godsend when it comes to dog sitting. She looked after my rambunctious German Shepherd, Max, for a long weekend, and I couldn't have asked for a better caregiver. Catrina not only made sure Max had his meals and regular walks, but she also engaged him in stimulating activities that catered to his energy levels. Her genuine love for dogs and expertise in handling them were evident throughout the experience. Max absolutely adored her

Sitter Profile Image: Bola A.
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Sitter Profile Image: Bola A.
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17. Bola A.

Star Sitter
Big time dog lover 😄
Woodlawn, Chicago, IL, 60637
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$23
per walk

Great service! Definitely would recommend and book again

Sitter Profile Image: Nakeisha B.
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Sitter Profile Image: Nakeisha B.
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18. Nakeisha B.

Rover 101
Your fur baby will be in good hands
Grand Crossing, Chicago, IL, 60619
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
63 reviews
24 repeat clients
from
$20
per walk

Nakeisha took very good care of my baby prince. I was able to call her throughout the day to check on him and she had no problem with me calling. This made me feel good.

Sitter Profile Image: Titilayo B.
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Sitter Profile Image: Titilayo B.
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19. Titilayo B.

Friend to pets big and small
South Shore, Chicago, IL, 60649
1.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$18
per walk

Titi is a wonderful dog walker and took excellent care of my senior dog. She is patient, has a kind spirit and my little guy looked forward to their walks. Titi is punctual, professional, dependable and always provided a recap of how the walk went. I highly recommend Titi and will continue to use her dog walking services when needed.

Sitter Profile Image: Emma & Emily F.
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Sitter Profile Image: Emma & Emily F.
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20. Emma & Emily F.

We love making new furry friends!
Chicago, IL, 60637
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
5 repeat clients
from
$32
per walk

Emma and Emily did a fantastic job walking our dog Alfie while we were away. They made sure he was happy and fed, and they also checked in on and fed our cat. The pets really appreciated the care, belly rubs and playing fetch.

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Pet parents in Woodlawn, Chicago, IL love dog walkers on Rover.com. 7915 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.

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