Dog Walking Armour Square

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

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Over 75
pet parents in Armour Square have booked dog walking

Armour Square, 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.

1 / 1
Sitter Profile Image: Mariam A.
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Mariam A.
from
$14
per walk
5.0 out of 5 stars
41 reviews
13 repeat clients
4 years of experience
Near South Side, Chicago, IL, 60605

Strong communicator and sweet energy with my pets. I was nervous about hiring a dog walker and Mariam helped put me at ease by demonstrating her trustworthiness.

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Heather M.
Sitter Profile Image: Eliana B.
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Eliana B.
from
$20
per walk
5.0 out of 5 stars
5 reviews
3 years of experience
Lower West Side, Chicago, IL, 60608

About: I've taken care of dogs for my neighbors and family friends throughout middle school and into high school! I have experience walking dogs and taking care of them when their people were on vacation! I am happy to send pictures or videos updates of your pup and will gladly play with them! I am excited to have wide availability to take care of animals! I am open to mornings, evenings, and would be more than happy to stay overnight! I really enjoy spending time with animals! It's important to me to get to know your pet! I would love for you to share with me how you care for your pets, so that I can care for them as well as you do! I love to cuddle, play, and engage with all dogs and cats!

Sitter Profile Image: Angela E.
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Angela E.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
67 reviews
5 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60616

I have a reactive dog and Angela was very understanding of the situation. I did my best to provide directions, so that and her experience with reactive dogs made it so taking out my dog was a breeze. Definitely will be booking Angela in the future!

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Oscar R.
Sitter Profile Image: Andres G.
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Andres G.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
46 reviews
15 repeat clients
5 years of experience
Lower West Side, Chicago, IL, 60608

Andres has been absolutely amazing! He has been amazing to work with. My pittie mix absolutely loves going for his walks with Andres. He is always on time and very professional. Would highly recommend.

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Jo K.
Sitter Profile Image: Chelsea G.
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Chelsea G.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
48 reviews
17 repeat clients
20 years of experience
Douglas, Chicago, IL, 60653

Chelsea is super patient and collaborative! She is dedicated to gaining my dog's trust as my dog's new and first ever walker.

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Cory H.
Sitter Profile Image: Janiyah M.
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Janiyah M.
from
$16
per walk
4.8 out of 5 stars
14 reviews
7 repeat clients
8 years of experience
Lower West Side, Chicago, IL, 60608

Janiyah is amazing and thorough! She provides care and details that help assure that your dog is in good hands! My dog loves her and looks forward to his walks! 10/10!

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Lawrence P.
Sitter Profile Image: Hale T.
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Hale T.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
45 years of experience
Near South Side, Chicago, IL, 60616

About: I have shared my life with cats since childhood, which has given me a deep, natural understanding of their unique languages and temperaments. As a current cat owner myself, I know that cats are not just pets—they are family. I understand how important it is for them to maintain their daily routines and feel safe and loved while their owners are away. I believe communication is key to a pet owner’s peace of mind. I always provide regular photo and video updates so you can see exactly how your furry friend is doing. I will treat your home with respect and your cat with the same love and devotion I give to my own. I have a fully flexible schedule and am available 7 days a week, including weekends and holidays. Whether you need a one-time visit or a long-term sitter, I can easily accommodate your cat’s routine. I offer a safe, calm, and fully cat-proofed home environment where your cat will be treated like family. My home is a dedicated 'cat-friendly' space with plenty of cozy spots for napping and safe areas for play. I take safety very seriously; all windows are secured, and there are no hazardous plants or small objects accessible. Since I have my own cat, I am experienced in slow, stress-free introductions if needed, or I can provide a completely separate, quiet room if your cat prefers to be alone. I maintain a very high standard of cleanliness, with litter boxes scooped multiple times a day. Your cat will have my full attention and a peaceful atmosphere throughout their stay

Sitter Profile Image: Thomas Q.
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Thomas Q.
from
$20
per walk
5.0 out of 5 stars
3 reviews
35 years of experience
Near South Side, Chicago, IL, 60616

About: I have experience caring for pets and understand the importance of providing them with patience, attention, and a safe environment. My responsibilities have included feeding pets according to their schedules, providing fresh water, taking dogs for walks, cleaning up after them, and giving them plenty of exercise and companionship. I am comfortable following specific care instructions and paying close attention to each pet’s individual needs and behavior. I am dependable, responsible, and genuinely enjoy spending time with animals. After spending 33 years working in corporate America, I am excited to begin a new chapter in life—one centered around spending more time with animals and providing them with loving, dependable care. I developed a strong sense of responsibility, reliability, patience, and attention to detail. I understands the importance of being trustworthy and following through on commitments, qualities that are just as important when caring for someone’s beloved pets. Now retired, I have the time and flexibility to give pets the attention, companionship, exercise, and care they deserve. I enjoy getting to know each pet’s unique personality and creating a safe, comfortable environment where they can feel happy and relaxed. For me, pet care is more than simply a responsibility—it’s an opportunity to enjoy the companionship of animals while giving their owners peace of mind that their pets are in caring and capable hands. Your pet’s safety, comfort, and happiness are my top priorities. My loft provides a clean, comfortable, and welcoming environment where pets can relax and feel at home. When your pet stays with me, you can feel confident knowing they’re receiving attentive, loving care in a safe home away from home. My goal is simple: for you to have peace of mind and for your pet to feel loved, secure, and comfortable.

Sitter Profile Image: Eunice Y.
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Eunice Y.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
78 reviews
30 repeat clients
4 years of experience
Loop, Chicago, IL, 60607

Eunice did a great job communicating AND being independent with taking care of Zoey. She provided a great update and managed to capture Zoey’s full personality in her report card and photos. We will definitely book with Eunice again!

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Jennifer R.
Sitter Profile Image: Ella M.
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Ella M.
from
$20
per walk
5 years of experience
Bridgeport, Chicago, IL, 60616

About: Hi! 🐾 My name is Ella, and I’m a caring, responsible, and patient person who absolutely loves animals. I’ve always had a soft spot for dogs and enjoy spending time with them, giving them attention, playing with them, and making sure they feel safe and comfortable. I understand that leaving your pet with someone new can be stressful, so I’ll treat your dog with the same care and kindness I would want for my own. I’m happy to follow your pet’s routine, give them plenty of attention, and keep you updated with photos and messages while you’re away. 🐶💗 I’m excited to meet new furry friends and give them a fun, safe, and loving experience while their families are away! My classes start September 21th, so I have plenty of time to take care of little ones. My schedule is flexible so just send me a message! I have a fenced yard and two friendly dogs to keep your fur baby company. They are medium/big but love all sized dog, both male. I am in the basement so I can easily move my dogs upstairs.

Sitter Profile Image: Erin R.
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Erin R.
from
$23
per walk
4.9 out of 5 stars
33 reviews
14 repeat clients
20 years of experience
Chicago, IL, 60608

Addison really enjoyed the walks

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John W.
Sitter Profile Image: Jenna M.
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Jenna M.
from
$21
per walk
5.0 out of 5 stars
48 reviews
20 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60608

Jenna has been fantastic dog walker for Archer and I! She’s communicative, super responsive, and personable!! Highly recommend her to any pet owner!

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Connor C.
Sitter Profile Image: Jozelin R.
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Jozelin R.
from
$19
per walk
5.0 out of 5 stars
37 reviews
19 repeat clients
15 years of experience
Bridgeport, Chicago, IL, 60616

Jozelin took Leo on morning walks while I was out of town for a few days. She followed my instructions, was respectful of the space, & was able to handle my Leo. Will book again!! Tyyy

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Cassidy C.
Sitter Profile Image: Lillian M.
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Lillian M.
from
$25
per walk
5.0 out of 5 stars
32 reviews
9 repeat clients
13 years of experience
Armour Square, Chicago, IL, 60616

Lillian has been great with my dogs and very communicative throughout the walks. She took the time to make sure they were comfortable, shared updates and photos, and went above and beyond with their care. I really appreciated her flexibility and willingness to work with my schedule, especially while I was out of town. I felt confident knowing my dogs were in good hands, and I would absolutely recommend her to other pet parents.

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Carla T.
Sitter Profile Image: Chauntrell W.
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Chauntrell W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
19 reviews
7 repeat clients
1 year of experience
Bridgeport, Chicago, IL, 60616

I couldn’t be more grateful for the incredible care Chauntrell gave my pup while I was away! From the moment we connected, he was communicative, kind, and clearly passionate about animals. He sent daily updates, photos, and even little notes about how my dog was doing, which gave me so much peace of mind while I was gone. Chauntrell was so patient and gentle with him it didn’t take long before he was completely comfortable and excited for their walks. He treated my pup like he was their own, and that means the world to me. I highly recommend Chauntrell to anyone looking for someone dependable, loving, and professional. I will absolutely be booking with him again in the future! Thank you again for everything my friend! 🐾❤️

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Jordan C.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$18
per walk
5.0 out of 5 stars
32 reviews
9 repeat clients
20 years of experience
Chicago, IL, 60609

Levi (Elizabeth) is an incredible sitter with my grumpy old dog! He’s a very difficult boy to work with and barks and barks at her, yet she is patient, kind, and gentle with him, meeting him on his terms. Highly, highly recommend!!

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Tammy M.
Sitter Profile Image: Nataliia S.
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Nataliia S.
Star Sitter
from
$24
per walk
4.9 out of 5 stars
29 reviews
14 repeat clients
2 years of experience
Near West Side, Chicago, IL, 60608

Natalia was great! She reacted to a last minute request, was very flexible on scheduling when to do the first introduction and most importantly was on time and great with the dogs!

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Brian H.
Sitter Profile Image: Annie X.
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Annie X.
from
$32
per walk
4.9 out of 5 stars
159 reviews
114 repeat clients
8 years of experience
Armour Square, Chicago, IL, 60616

Kaia had a great time with Annie today; brief walk and some cuddle time. She also sent great photos and even brought in our package from the lobby. Thank you! Looking forward to using her services.

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NORMA L.
Sitter Profile Image: Ruari H.
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Ruari H.
Star Sitter
from
$10
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
6 years of experience
Bridgeport, Chicago, IL, 60608

About: i’m patient, detail-oriented, and genuinely enjoy getting to know each pet’s personality. i take the time to make shy or anxious pets feel safe and comfortable, and i adjust my approach depending on their energy level and needs. i’m also very reliable with routines and communication, so you can trust your pet is getting consistent care and attention. pet care is part of my everyday routine, as i currently care for two kittens with consistent feeding, cleaning, and play schedules. i’m used to planning my day around their needs, so incorporating additional pet care is something i can do reliably & consistently. when caring for pets in a client’s home, i focus on keeping their routine as consistent as possible. i follow all instructions closely, including feeding schedules, litter box cleaning, playtime, and any specific preferences your pet has. i take the time to understand each cat’s personality—whether they’re social or more independent—and adjust my approach so they feel comfortable in their own space. i also keep the home tidy and provide regular photo and message updates so you always know how your pet is doing.

Sitter Profile Image: Danielle G.
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Danielle G.
from
$15
per walk
25 years of experience
Chicago, IL, 60616

About: I have had cats my whole life, and I love them so much because they teach you about respect. I’ve had the honor of caring for other people’s dogs, including elderly and ones with medical issues, and everything in between. I’m currently working part time online where I can work as little or as much as I want to, so my schedule is wide open! Even for overnight needs. I am able to do whatever is asked of me, the most important thing to me is respecting a pets boundaries, especially when getting to know them.

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

Dog parents share their Rover experiences - Armour Square

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5.0 out of 5 stars

Very attentive to my pup! Does a great job with ensuring she has a productive walk and gets the exercise she needs.

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Laurie B.
Dog Walking
5.0 out of 5 stars

Such a great reliable person to entrust my pup to. Derby is always excited to see him and comes home tired and happy.

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Jamie G.
Dog Walking
5.0 out of 5 stars

This was our meet & greet for a longer house sit later in the month. Bella was punctual, friendly, and Socks took to her (and her treats!) quickly. We trust Bella will care for Socks well while we’re away - thank you!

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Anita W.
Dog Walking
5.0 out of 5 stars

Pashan has been wonderful with Zeus! I needed help walking him because of early-morning doctor appointments, and she responded right away. Scheduling with her was smooth and easy, and she is always friendly and punctual. Zeus felt comfortable with her from the very beginning, which immediately put me at ease. Pashan also consistently provides updates about their walks and activities together. We feel very fortunate to have found someone so dependable and caring, especially since we are new to the city. I highly recommend her!

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Mark M.
Dog Walking
5.0 out of 5 stars

Mariam is great! She has walked my energetic large puppy many times. He is always excited to see her and Mariam manages his mischief and energy well! She is super sweet and kind with him. I feel my puppy will be safe and happy in her care!

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Sourav H.
Dog Walking
5.0 out of 5 stars

Maria was fantastic with Leo! He is reactive and scared of other dogs and Maria did well to keep him safe and worry free during my vacation. She went above and beyond walking him longer than asked and followed all my helicopter-parent instructions. I also got updates on each of his walks with photos showing he was relaxed which helped me relax. I will definitely be booking her again and will recommend to all my pet parent friends!

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Rohan B.
Dog Walking
5.0 out of 5 stars

Patrick so great and patient with my pup Jack! He takes his time making sure his collar is placed correctly and takes very good care of him! I will def be booking again!

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Alexis R.
Dog Walking
5.0 out of 5 stars

Jessie was very communicative. She let me give all the crazy dog mom details about my dog. We met up briefly before the walk, more so she knew I was real since I’m new here. After the walk, Jessie provided a detailed description of the walk. She clearly understood my dog and his behaviors when describing him not wanting to walk. Would definitely call on Jessie again.

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Amy N.
Dog Walking
5.0 out of 5 stars

Brian is incredible and Miles and Libby love him! Brian is friendly, loving to our pups, always on time and great at walking both our pups in the city. We highly recommend Brian. Thank you!

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Janet M.
Dog Walking
5.0 out of 5 stars

She was great with my dog! Always on time, very responsive, and I felt completely comfortable having her take care of him. I would definitely recommend her and would happily book with her again!

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Brandon H.
Dog Walking
5.0 out of 5 stars

Simon was great with my puppy Jack and took him on a nice walk! He had lots of patience with him being timid at first and treated Jack with lots of kindness. I will be booking again!!

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Alexis R.
Dog Walking
5.0 out of 5 stars

Levi (Elizabeth) is an incredible sitter with my grumpy old dog! He’s a very difficult boy to work with and barks and barks at her, yet she is patient, kind, and gentle with him, meeting him on his terms. Highly, highly recommend!!

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Tammy M.
Dog Walking
5.0 out of 5 stars

Highly Recommend! ​I cannot recommend Kaycee enough! For personal medical reasons, I found myself unable to lift or pull weight, which severely limited my ability to control my dog, Katalina. I desperately needed someone reliable to take over her morning potty walks before 8:30 AM every day, and Kaycee stepped right up. ​For 1.5 months, Kaycee was consistently punctual, incredibly responsible, and completely trustworthy. Katalina is a total sweetie who loves people and other dogs, but she definitely likes to try to chase birds on walks, Kaycee handled her with ease, care, and great patience. She also helped out with our house-sitting routine whenever we needed extra coverage, giving us complete peace of mind. ​While we are sad to see her go, we are so happy for her as she moves on to her new job. If you have the opportunity to hire Kaycee, do it! We would book her again in a heartbeat. 100% recommended!

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Belkina Z.
Dog Walking
5.0 out of 5 stars

Jillian went above and beyond in taking care of Nala and communicating throughout the visit! The frequent updates and pictures made it clear Nala was having a great time. Would definitely recommend Jillian!

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Franco T.
Dog Walking
5.0 out of 5 stars

Ning is a kind, reliable, and very detail-oriented puppy sitter. I had a great experience working with her, and I would recommend her service to anyone looking for high-quality care for their pet.

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Zhenya E.
Dog Walking
5.0 out of 5 stars

Andres was able to help with a walk last minute. Really appreciate his flexibility and communication.

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Nefertiti-Angela D.
Dog Walking
5.0 out of 5 stars

Victoria always goes above and beyond in her communication and service. She is a caring and responsible dog walker. I highly recommend her!

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Ariel G.
Dog Walking
5.0 out of 5 stars

Evan was easy to communicate with and walked our Australian Shepherd almost two miles in just half an hour. I appreciated him giving our pooch the extra exercise!

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Ariel G.
Dog Walking
5.0 out of 5 stars

Annie has been the best dog walker a person can ask for. She always went a step further than she needed to. I’m heartbroken that we’re not going to be able to use her services anymore, but I’m grateful I came across her profile last year. Thank you again for your level of care towards my pet, Annie. We’ll miss you!

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Stephanie R.
Dog Walking
5.0 out of 5 stars

I 100% recommend booking with Maggie! My dog doesn’t do well with new people but warmed up to her immediately. She is super responsive, reliable, and very kind.

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Serene H.
Dog Walking
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