Dog Walking Woodlawn

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Over 38
pet parents in Woodlawn have booked dog walking

Woodlawn, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: artiss m.
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artiss m.
from
$15
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Chicago, IL, 60615

Artiss has walked my pup multiple times, and he has always been happy to see her! She has done a great job managing his high energy level, sent wonderful photo updates, and always made sure he went to the bathroom.

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Sourav H.
Sitter Profile Image: Patricia B.
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Patricia B.
from
$10
per walk
5 years of experience
Woodlawn, Chicago, IL, 60637

About: Hey! I’m Patricia, and I’ve been caring for pets since I was 14 years old. I recently took a break after moving away for college, but now that I’m back, I’m excited to start pet sitting again! I’m responsible, reliable, and will treat your pets like they’re my own. Whether it’s walks, playtime, or keeping them company, I’ll make sure they feel safe, happy, and loved while you’re away. I can’t wait to meet you and your pawfect family! 🐾🤍🤍 My schedule is very flexible, and I’m currently available Monday through Friday at any time since I’m not in school right now. On weekends, I’m available from 8:00 AM to 3:00 PM. I’m happy to work with your schedule whenever possible and look forward to providing dependable, loving care for your pets! I always keep plenty of treats on hand (with your permission) and live near a park, making it easy to take dogs on fun, safe walks and give them the exercise they need. I’m also happy to provide care in your home if your pet is more comfortable in their familiar environment. Whether I’m caring for your pet at my place or yours, I’ll make sure they receive lots of attention, affection, and the best care possible while you’re away.

Sitter Profile Image: Syenna M.
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Syenna M.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Hyde Park, Chicago, IL, 60615

About: I have experience caring for both energetic dogs who need structure and movement, as well as more sensitive pets who benefit from patience, gentle routines, and clear communication. I’m organized, responsive, and great at managing schedules—skills I use every day in my professional work and bring directly into pet care. I pay attention to details, follow instructions carefully, and make sure owners feel fully informed while they’re away. I’m a reliable and attentive weekend pet sitter based in Boston, and I take pride in creating a calm, safe, and caring environment for every animal I look after. I work a full-time remote job during the week, but on weekends I’m fully dedicated to pet care—whether that means long walks, dedicated playtime, or simply keeping your pet company and relaxed at home. As someone who values consistency and trust, I make sure every pet gets thoughtful, individualized attention. Whether your pet needs slow, steady walks, a playful activities, or lots of affection, I’m here to help your weekend feel stress-free. If you’re looking for a sitter who is responsible, communicative, and truly loves spending her weekends with animals, I’d love to support you and your pet!

Sitter Profile Image: Bria S.
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Bria S.
from
$16
per walk
5.0 out of 5 stars
1 review
6 years of experience
Woodlawn, Chicago, IL, 60637

About: I genuinely enjoy being around animals and caring for them. I’ve worked with both young and older pets, and I’m patient, attentive, and make sure they feel safe and comfortable. I stick to their routine and give them the care and attention they need. I also keep owners updated so you always know your pet is in good hands. I’m currently work weekends only, so I will be available throughout the week to care for pets. My schedule is flexible and open, to accommodate your needs. I care for pets by keeping them on their normal routine so they feel comfortable and stress-free. In my home or a client’s home, I make sure they’re fed on time, have fresh water, get walks or playtime, and have a clean, safe space to relax. I pay attention to their behavior and adjust to their needs—whether they’re energetic or more calm. I also respect the client’s home, follow all instructions, and send updates so you always know your pet is safe and doing well.

Sitter Profile Image: Manuela G.
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Manuela G.
from
$23
per walk
5.0 out of 5 stars
28 reviews
8 repeat clients
20 years of experience
Woodlawn, Chicago, IL, 60637

Manuela did a great job! My dog Ella really enjoyed walking with her. Manuela is punctual, reliable. My dog doesn't trust people easily but with Manuela, it was easy. Amazing! Thank you so much. ?

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Sue K.
Sitter Profile Image: Chante S.
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Chante S.
from
$20
per walk
5 years of experience
South Shore, Chicago, IL, 60649

About: I provide dependable, attentive care and treat every dog like family. I’m patient, observant, and make sure each pet feels safe, comfortable, and cared for while their owner is away. I’m experienced with maintaining feeding schedules, walks, playtime, and giving dogs the attention they need to stay relaxed and happy. Pet care fits naturally into my daily routine because I already structure my schedule around being responsible, active, and consistent. I have the flexibility to dedicate time throughout the day for walks, feeding, playtime, bathroom breaks, and giving pets attention and companionship. I enjoy staying active and spending time with animals, so caring for pets feels rewarding rather than stressful. Throughout the week, I make sure pets have a stable routine, plenty of supervision, and a comfortable environment where they can feel safe and relaxed while their owners are away. When caring for pets in my home, I focus on creating a safe, clean, and comfortable environment where they can feel relaxed and cared for. I follow each pet’s normal routine as closely as possible, including feeding schedules, walks, playtime, bathroom breaks, and any special instructions from the owner. I also make sure pets get plenty of attention, supervision, and exercise throughout the day. When caring for pets in a client’s home, I respect their space and maintain the pet’s usual routine to help them feel comfortable while their owner is away. I make sure they are fed on time, walked, given fresh water, and receive companionship and care. I also provide regular updates and photos so owners can feel confident their pets are in good hands.

Sitter Profile Image: Qutress T.
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Qutress T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
88 reviews
35 repeat clients
10 years of experience
Grand Boulevard, Chicago, IL, 60615

Qutress is so sweet to our Ellie and we are so lucky to have found her.

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Melody H.
Sitter Profile Image: Byron G.
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Byron G.
from
$20
per walk
20 years of experience
South Shore, Chicago, IL, 60649

About: I Love animals. Especially dogs and cats. I have over 20 years of experience caring for dogs and cats of all kind. Your pet will be staying in my home, so they will have the whole house to themselves. I take extra long walks to the park and the beach often. You will never find anyone more invested in your best friend. Every hour of every day is dedicated to caring for your best friend. I am very active. I go to the gym 5 days a week. Working with dogs and cats gives me what we need in order to stay fit and mental stable. I will have your doggies tired at the end of the day!! The doggies and kitties have the entire house to their self. I have a big home with 4 floors. I also have a large yard that is fenced in and totally secure. No one gets in or out unless I decide to.

Sitter Profile Image: Ian H.
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Ian H.
from
$20
per walk
4 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve always been the go-to among family and friends to watch their animals when they are gone for trips or vacations or need extra help. I’m an avid walker in general, and a walk is always better with a pet! I’ve volunteered for two years at animal shelters, trained and raised a puppy, and have experience caring for pets young and old. I’m currently a writer, remote copy-editor, and substitute teacher with an incredibly flexible schedule at the moment. I can watch, walk, and care for dogs and cats pretty much 24/7 at the moment. The only thing I cannot do is host animals in my home due to my apartment’s lease. Every pet is different and every pet owner cares for their pet differently. Let me know all your animals quirks and needs and I’ll meet them happily! I’d love to walk your dog around the park or neighborhood, give them them their special treats, respect your cat’s weird boundaries and quirks, etc, etc. :)

Sitter Profile Image: Sarah W.
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Sarah W.
from
$20
per walk
5.0 out of 5 stars
3 reviews
3 years of experience
Woodlawn, Chicago, IL, 60637

About: Taking care of dogs was the first job I ever had. Neighbors would have me come over after school to check in with their babies and play with them or take them on walks. I've also been lucky enough to watch people's dogs while they were out of town; including puppies! Most recently, I volunteered at an animal shelter where we would take animals for walks, train them, bathe them, and shower them with love and treats! Every dog is unique, and I enjoy taking the time to get to know each animal and their family. I am currently working part-time with a flexible schedule, so I have plenty of time to accommodate specific schedules and adapt to individual needs. I always approach caring for animals with safety and respect as a first priority. It is important to me that both the dog and I are safe, and that I am attuned to their needs. I also want to prioritize respect for other people's space and time, so I make an effort to always be on time and adapt to any individual requests in people's homes.

Sitter Profile Image: Pratik J.
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Pratik J.
from
$25
per walk
10 years of experience
Woodlawn, Chicago, IL, 60637

About: I've been with pets all throughout my life. I've taken care of dogs, cats, rabbits, tortoises, parrots and fishes. I have a labrador Casper and a golden retriever, Remmy back home in Nepal, whom I miss every day. So I'm just looking for ways to spend more time with pets here. I work remotely as a software engineer, so my work schedule is flexible. I have lots of free time during the day, so I'm looking to walk dogs. In the past, I've walked dogs to the lake which is just 30 mins walk from home and I just chill at the lake with the dogs I'm taking care of, and also get some minor work done on my laptop. I live in a two bedroom apartment, so there's enough space for a pet. I usually walk dogs to the lake, which is just 30 mins walk from my place.

Sitter Profile Image: Maia S.
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Maia S.
from
$17
per walk
5.0 out of 5 stars
13 reviews
2 repeat clients
20 years of experience
Hyde Park, Chicago, IL, 60637

About: I’ve grown up with animals all my life and my house was always noisy. However, now that I’ve moved away from home I’ve been missing the little guys. Im going into a my Masters program at UChicago! I’m also a barista at Starbucks! I usually work in the early morning so my afternoons are pretty open! I have the upmost respect for others property and place. I would love to board animals at my apartment if you are comfortable with it! However, I will come second to only you in loving your animal.

Sitter Profile Image: Danielle K.
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Danielle K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
12 reviews
4 repeat clients
8 years of experience
Woodlawn, Chicago, IL, 60637

About: I have pet sit all kinds of loving dogs. Since I was 15 My family, friends and neighbors have trusted me to walk, feed, play with and care for their pets. I work full time virtually, so I am flexible and can care for your beloved pups while at home. I only have availability to do overnight boarding on weekends. I have a spacious place for your dog to have plenty of room to play and be comfortable. In addition, I have a dog park and a spacious park/field a walk away from my home. There also is a trail for us to walk as well. I am equipped to feed, walk and sing to your pup.

Sitter Profile Image: Camryn A.
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Camryn A.
from
$22
per walk
5 years of experience
Chicago, IL, 60637

About: I’ve had my maltipoo since 2020 and have taken care of dogs since then as well. I’m very organized and attentive to your animals needs! I just moved to Chicago so i have a lot of free time especially during the summer while i look for other jobs. I love having new energy around me at all times :) I have a very safe apartment complex with an enclosed backyard. Lots of toys for them as well to make them feel comfortable! I’m attentive and a very good listener to all of their needs

Sitter Profile Image: Beverly B.
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Beverly B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
273 reviews
108 repeat clients
7 years of experience
Chatham, Chicago, IL, 60620

We have been consistently using Beverly since our pup was 3 months old. Beverly does weekly walks for us as well as daycare and overnight stays. Charley loves her Beverly and she has quickly become part of our family.

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Sandy M.
Sitter Profile Image: Bola A.
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Bola A.
from
$30
per walk
4.9 out of 5 stars
181 reviews
69 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60637

One of the best I’ve experienced on this app so far. Bola was very effective, communicative and a joy to work with! Django loves her so much! I highly recommend her for your pet!

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Johnathan M.
Sitter Profile Image: Katarina S.
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Katarina S.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve taken care of multiple dogs of varying ages and have always enjoyed it immensely. I no longer have a dog of my own but I would love to make friends with yours. I am working 3 days per week (not a set schedule) and have enough time to spend with some lovely dogs. My schedule changes week to week but I am quite flexible and hopeful we can find a good agreement for dog sitting/walking. My apartment is clean and spacious and perfect for a small/medium dog to stay at and play. I do not own a crate but also would prefer if your dog is properly trained and can tolerate being in open space.

Sitter Profile Image: Huibo L.
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Huibo L.
from
$19
per walk
2 repeat clients
10 years of experience
Hyde Park, Chicago, IL, 60615

About: I’ve taken care of my own dog and cat for 7 years and before then was the go to sitter for all my friends with pets! I’m also a PhD student in psychology working in animal behaviors. Since young, I understand animals and respect them: how we treat them influences their behaviors. I’ve got the heart and the training to give your babies the best care they deserve when you are away! My schedule is flexible as long as we communicate in advance. Mornings work the best at the moment but let me know what you need I’ll try to make it work :) I have a comfy apartment with one dog and one cat. They’ll keep your baby company if you board with us. I’m skilled in introducing new animals to each other, I try to adjust to each animals temperaments. On other visits I try to get to your babies first as well, and of course your tips are always appreciated as you know them the best!

Sitter Profile Image: Dominique F.
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Dominique F.
from
$20
per walk
4.7 out of 5 stars
76 reviews
41 repeat clients
16 years of experience
South Shore, Chicago, IL, 60637

Great and communicative service again! Sent pics too:)

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Jessie D.
Sitter Profile Image: Bella B.
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Bella B.
from
$25
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
5 years of experience
Chicago, IL, 60637

About: In addition to taking care of my own three dogs, I have spent the past four summers working at a doggy daycare/ kennel. I have professional training and experience in taking care of animals of a variety of sizes and various needs. With over 50 dogs in our care every day, I am experienced in creating an environment that is safe, clean, and fun. I feel prepared to handle anything that is thrown my way !! I am a graduate student here in Chicago, so I have classes four days a week, but I can do walks and drop in visits for most of the afternoon, and dogsitting and walks Saturday-Monday. I am unable to take pets into my own home, but in a clients home I am prepared to work with whatever is available, including spending as much time outside as necessary and bringing treats and a slip lead to help with walking, training, and crating. For pets who prefer to spend their time indoors, I will make sure they still get plenty of attention and mental stimulation.

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The median cost per walk for dog walking in Woodlawn is $20

Dog parents share their Rover experiences - Woodlawn

1 / 1
5.0 out of 5 stars

Amiyah was great with my dog while I was out the country. Was always on time and informative with updates and pictures daily. I highly recommend her and I will be booking her my next trip I have. 👍🏽💪🏽

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Justin C.
Dog Walking
5.0 out of 5 stars

Emma did a wonderful job walking my two dogs. She was very responsive and made the whole process great. Highly recommend.

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Rylee M.
Dog Walking
5.0 out of 5 stars

Tamara is amazing!! She is reliable, responsible and flexible. She handled my dog’s special needs with no problem. Even gave him a bath. Knowing she was taking care of my dog gave me peace of mind while I was away. I highly recommend Tamara!!!

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Kelly N.
Dog Walking
5.0 out of 5 stars

One of the best I’ve experienced on this app so far. Bola was very effective, communicative and a joy to work with! Django loves her so much! I highly recommend her for your pet!

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Johnathan M.
Dog Walking
5.0 out of 5 stars

Zoe is great with Kaia. We appreciate all the kind consideration in making sure that Kaia’s walk is safe and enjoyable. All the poop shots 😁and updates are great!!!😊

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NORMA L.
Dog Walking
5.0 out of 5 stars

Julia was absolutely wonderful with my pooch! My pup took to her right away. She was very communicative and flexible with accommodating my last minute requests. And with each walk I received pics and my pup couldn’t have looked happier! 😊

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Jasmyn M.
Dog Walking
5.0 out of 5 stars

Taylor took very good care of my dog and did very well adapting to his needs during her first time watching him. I very much appreciated her help while I was out of town.

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Justin R.
Dog Walking
5.0 out of 5 stars

Excellent dog walker. She is dependable, trustworthy, and amazing with my dog. I felt completely comfortable leaving my pet in her care during my vacation. She responds is a great timely manner

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Lashemia B.
Dog Walking
5.0 out of 5 stars

Our tow pups had a great time with Manuela! Such an ease for the service and so much love was given. Thank you!

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Laura Y.
Dog Walking
5.0 out of 5 stars

If not for Erin moving away we would not let her go :) Erin has been walking Harry every week for several months and Harry knows and looks forward to the days where he gets to see her! We appreciate her consistent care and patience with Harry, who is a sweetheart but can be reactive, and Erin has always handled him wonderfully. And I so appreciate the sweet notes and model shots Erin sends each walk! 100/10 rating!

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Abby J.
Dog Walking
5.0 out of 5 stars

I had a last minute request and Nikki was very caring from the start! She walked my beloved Gio like a pro. Efficient and polite.

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luanda
Dog Walking
5.0 out of 5 stars

Shanice was great with my dog from the beginning. She kept him walking despite his hesitation, she is reliable, timely, and pleasant to work with. I highly recommend her and will be hiring her again myself.

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Sarah L.
Dog Walking
5.0 out of 5 stars

Coretta is reliable, professional and friendly responds quickly even to last minute requests. My dog loves her.

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Therese F.
Dog Walking
5.0 out of 5 stars

Hi It's Me again, Can't say enough about Kaitlin providing walking services for my Bernedoodle. He enjoys his walks, he comes back rejuvenated and obvious signs he enjoys walking with Kaitlin. I'm officially a repeat client.

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Tanita M.
Dog Walking
5.0 out of 5 stars

Giorgios is a kind friendly dog walker. I will definitely be using him again and happy to recoil to others

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Sarah L.
Dog Walking
5.0 out of 5 stars

My Bernedoodle enjoys his walks with Jasmine, so much that he tries to leave with her when she returns him home. Love her communication style and ease with my pup. I will definitely be a repeat client if she likes us.

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Tanita M.
Dog Walking
5.0 out of 5 stars

Ashley and Sam help us when we need it most. They are the best, our dog is comfortable with Sam and animals are a great judge of character!

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Kerry B.
Dog Walking
5.0 out of 5 stars

Paloma is the best! She's so sweet and patient with my old man. At this point, Papito gets frustrated on days she's not scheduled.

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Mateo O.
Dog Walking
5.0 out of 5 stars

Megan is a friendly, reliable caretaker! She has been walking my dog for several months now and is always a great communicator and collaborative when he has special needs. I highly recommend her!

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Sarah L.
Dog Walking
5.0 out of 5 stars

Janet was awesome. She was so helpful and communication was top tier, I highly recommend! I could tell Penny felt very safe and had a lot of fun!

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Matthew R.
Dog Walking
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