Dog Walking In Woodlawn

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

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Top rated Woodlawn dog walkers

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

Manuela is great with my dog, very reliable and easy to communicate with. It makes my workday less stressful to work with her and i appreciate her a lot.

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Jennifer D.
Sitter Profile Image: Julia G.
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Julia G.
from
$14
per walk
1 repeat client
6 years of experience
Hyde Park, Chicago, IL, 60614

About: Hello!! My name is Julia I’m 23 and I love animals. Ever since I was little I’ve always had a special interest in nature and animas especially cats! One of my favorite childhood memories is rescuing feral kittens in my neighborhood and finding homes for them. In my teens years I started dog and cat sitting for friends and family and ever cared for horses and rabbits in my high schools FFA. As of now I’m a painter and artist with a lot of time on my hands and would love to spend some quality time with your pets! When staying with a pet I like to follow a schedule for potty and feeding times since familiar routines can calm pets that might be anxious around new people :)

Sitter Profile Image: Brianna B.
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Brianna B.
from
$12
per walk
5.0 out of 5 stars
5 reviews
4 years of experience
Hyde Park, Chicago, IL, 60615

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.
Sitter Profile Image: Bria S.
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Bria S.
from
$16
per walk
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: Ra'eesa S.
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Ra'eesa S.
from
$25
per walk
5.0 out of 5 stars
23 reviews
8 repeat clients
3 years of experience
Woodlawn, Chicago, IL, 60637

About: I've cared for dogs and other pets since I was a kid. I've had the opportunity to love dogs, hampters, birds, and cats! I am and have always been reliable, trustworthy, patient, and flexible. Currently, my 6-year-old daughter and I are deciding what type of pet would be best for us, so as we decide, we thought pet sitting through Rover would be awesome! We are both very attentive and fun! Any and all instructions you leave for me will be folllowed with the upmost care to keep your pet happy! I currently work from home and part-time , so I'll have plenty of time to keep your pups happy! I'm available for boarding on both weekdays and weekends to care for pets! I have a very spacious home that your pets can run through and enjoy. I also live very close to a dog park, the lake, and many parks and open grassy areas. I will take your pet on many walks throughout the day/evening and feed them according to their schedule. They will have lots of play time and exercise!

Sitter Profile Image: Zoe E.
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Zoe E.
from
$18
per walk
4 years of experience
Hyde Park, Chicago, IL, 60637

About: I love both dogs and cats. I have been fostering cats for the last four years, from kittens to senior cats, with a range of personalities. I have also provided free catsitting services to the foster organization I work with. I grew up with dogs and am very comfortable with all kinds of dogs--but I especially love big dogs! I am a responsible law student with a flexible schedule as I study for the bar exam. I am currently finishing up law school, with only one class per day, so I have a flexible schedule that can work around your preferences. I do not plan to have pets in my home because I currently have a foster cat of my own! But I am very respectful of others' spaces and will leave it just as I found it. I can let your dog out in a yard or take him or her out on a walk.

Sitter Profile Image: Bella B.
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Bella B.
from
$25
per walk
5.0 out of 5 stars
6 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.

Sitter Profile Image: Ashleigh P.
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Ashleigh P.
from
$19
per walk
5.0 out of 5 stars
52 reviews
18 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Ashleigh did a great job with our girl Mabel! Mabel’s new to the family and still adjusting and Ashleigh put my mind at ease while I was away for the weekend.

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Amy-Jane B.
Sitter Profile Image: Amiyah W.
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Amiyah W.
from
$10
per walk
1 repeat client
10 years of experience
Grand Boulevard, Chicago, IL, 60615

About: I've had pets since I was 9. From 9 till now I've had cats, dogs, fishes, and guinea pigs. I have experience with dealing with pets that may have previously trauma issues also with pets that may need careful care like medince or special needs. Even pets that don't need extra care just pets that wants to have long walks or need a lot of play time . I am currently in school. So I will be working part time for Rover. Evening and nights works best for the weekdays and for the weekends I am open for anytime you need. For cats do have multiple cat bags if they need to brought to a appointment or any where else. And foot dogs if you don't have a leach I can get one but I would prefer for you to have leeches and rates of pets need to be taken out of the house .

Sitter Profile Image: Rebecca B.
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Rebecca B.
from
$25
per walk
5.0 out of 5 stars
26 reviews
5 repeat clients
10 years of experience
Woodlawn, Chicago, IL, 60637

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.

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Michaela J.
Sitter Profile Image: Jozalin C.
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Jozalin C.
from
$15
per walk
2 years of experience
Hyde Park, Chicago, IL, 60615

About: I currently do not have a dog but my family do we have 3 dogs and just had puppies not too long ago that I potty trained. I have worked with the dogs in my house to make them calm. I do not work everyday and have alternative schedules, I go to the park daily and would love to have your dog come with me. I am very good with leash traing, and have taken the dogs or family members to parks many times I insure that no harm comes to dogs.

Sitter Profile Image: Ava M.
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Ava M.
from
$18
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
11 years of experience
Hyde Park, Chicago, IL, 60637

Ava was great with my dog right from the start. She is very responsive and a good communicator, she is always on time. I highly recommend her!

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Sarah L.
Sitter Profile Image: Huibo L.
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Huibo L.
from
$19
per walk
10 years of experience
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: 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: Beverly B.
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Beverly B.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
273 reviews
106 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: Danielle K.
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Danielle K.
from
$20
per walk
5.0 out of 5 stars
8 reviews
2 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: Agustina P.
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Agustina P.
from
$30
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Woodlawn, Chicago, IL, 60637

About: I have extensive pet care experience that began in my childhood. Growing up, I was responsible for a variety of pets, including dogs, cats, and small mammals. This early exposure taught me the essentials of animal care, from feeding and grooming to understanding their behaviors and health needs. Over the years, I have honed my skills in providing attentive and compassionate care, ensuring that each pet feels loved and well-tended. This lifelong passion has equipped me with the knowledge and empathy necessary to handle a wide range of pet care responsibilities confidently. I work from home and I am a home body except when I walk outdoors, run or bike! A walk is so much better with a dog I have plenty of space for dogs to run as I has a long hallway and a downstairs! I have parks 2 blocks down where I live and a dog area.

Sitter Profile Image: Bola A.
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Bola A.
from
$30
per walk
4.9 out of 5 stars
168 reviews
62 repeat clients
15 years of experience
Hyde Park, Chicago, IL, 60615

Mother-in-law said Stella LOVED Bola and was so excited for all her walks!! The only thing she would change to make this a 5 start rating was the inconsistancy of arrival time and lack of communication in regards to being late. Overall, amazing service!! We look forward to working with Bola again in the near future!!

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Bridgette J.
Sitter Profile Image: Dominique L.
Verified Enhanced Background Check
Dominique L.
from
$22
per walk
4.9 out of 5 stars
47 reviews
21 repeat clients
5 years of experience
Woodlawn, Chicago, IL, 60637

Mack has been loving having Dominque walk him during the week! She’s been very prompt and always lets me know when she starts and ends her walk.

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Dianna T.
Sitter Profile Image: Dominique F.
Verified Enhanced Background Check
Dominique F.
from
$20
per walk
4.6 out of 5 stars
68 reviews
38 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.
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Over 62
pet parents in Woodlawn have booked dog walking

Woodlawn dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Zoe is as diligent and cheerful as she performs her care of the pups. We appreciate the great job that she is doing for Kaia.

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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

Was able to accommodate a last minute request same day, that was amazing. Tamara was very efficient, communicated effectively, and truly saved me so much time and stress today! Thank you Tamara!

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Daria P.
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
5.0 out of 5 stars

While I was out of town this weekend, Leah handled everything with my mom and she couldn’t stop saying how great Leah was with Jaxson and how friendly she was.

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S W.
Dog Walking
5.0 out of 5 stars

Abi has been taking care of our dog Kaia for more than a year now and we have peace of mind knowing that she will be there to visit her when we are at work. Definitely a keeper and always looking forward working with her.

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NORMA L.
Dog Walking
5.0 out of 5 stars

If only I can gate keep. I'm so grateful Madison accepted my walk request, She is by far one of my favorite interactions with Rover and my Bernedoodle's favorite walker. Your pup is definitely in great hands with Madison. She's provides prompt updates on walks. It's evident she enjoys being around the fur babies. I will be using booking her again if she's available. Thank You Madison!!!!

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Tanita M.
Dog Walking
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How Rover works

  1. 1. Search

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  3. 3. Book & Pay

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The median cost per walk for dog walking in Woodlawn is $25

Why Choose Rover?

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    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

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Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Woodlawn on Rover as of Jun 2026 was about $25 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Woodlawn dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, dog walkers on Rover respond in under an hour.

Experience can vary widely from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when comparing dog walkers available in Woodlawn.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.