Dog Walking Grand Boulevard

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Over 93
pet parents in Grand Boulevard have booked dog walking

Grand Boulevard, 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: Tamara J.
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Tamara J.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
274 reviews
98 repeat clients
16 years of experience
Grand Boulevard, Chicago, IL, 60653

Twix loves her so much! He knows her car at this point and is jumping for us to let him go with his friend. She is so amazing withy doodle who isn’t the easiest to walk cause he is a puller and she does perfect with him. I have also used her for boarding and day care and I know when he is with her he is so happy and well taken care of ♥️

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Rania A.
Sitter Profile Image: artiss m.
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artiss m.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
13 reviews
5 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: 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: Cassandra B.
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Cassandra B.
from
$25
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
11 years of experience
Kenwood, Chicago, IL, 60615

About: I’ve loved animals since I was a kid. My many years of pet ownership has trained me for this opportunity. My Chewy is both happy and healthy. I’m recently retired. My daily schedule is built around the needs of my boy, Chewy. He’s walked at minimum three (3) times a day; my friends and family know the routine. I have a secure deck to allow fresh air and free movement with guaranteed security. I have a crate if needed, but think all dogs should have free movement daily.

Sitter Profile Image: Brianna M.
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Brianna M.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 year of experience
Grand Boulevard, Chicago, IL, 60653

About: I love puppies and letting them get socialized! I have a 5 month old puppy myself and choosing me to watch your baby would be an honor! I work from home so your pup will never be alone! I work from home all day! My puppy goes with me almost everywhere and I frequently take walks so your puppy would be in great hands I have a fenced yard as well as a big open play pen for my puppy and plenty of toys for your pup to play with!

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

Q was great with Remi! She showed up ready to walk him and was prepared with any questions she had.

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Abi S.
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: 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: Evan P.
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Evan P.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
54 reviews
17 repeat clients
17 years of experience
Hyde Park, Chicago, IL, 60615

Thanks for walking Bailey! He was happy!

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Colleen F.
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: Page M.
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Page M.
from
$20
per walk
25 years of experience
Chicago, IL, 60637

About: I’m a lifelong animal lover with years of experience caring for dogs of all sizes, ages, and personalities. Before joining Rover, I regularly used Wag to walk and care for dogs, so I’m familiar with working with different breeds, temperaments, routines, and owner preferences. I’m new to Rover, but not new to dog walking or pet care. I’ve also cared for dogs in my own home and helped friends and family with their pets. I’m comfortable with energetic dogs, senior dogs, shy dogs, and dogs who need a little extra patience and attention. I enjoy long walks, exploring new neighborhoods, and making sure every dog gets the exercise, enrichment, and care they need. I live on Chicago's Far South Side, but most of my clients are in neighborhoods farther north, including Lincoln Park, Fulton Market, and nearby areas. I’m happy to travel for scheduled walks and drop-in visits, so I’m a good fit if you’re looking for a reliable walker or sitter who is willing to come to you. I’m happy to accommodate each dog’s routine, including feeding schedules, medications, special instructions, and plenty of updates while you’re away. Whether your dog needs a quick potty break, a long walk, or a reliable sitter, I’ll treat them like one of my own. Pet care is already a regular part of my daily routine through caring for my own dogs. I’m used to incorporating walks, feeding, play, training, and general care into my day and paying close attention to each dog’s individual needs. I currently work part-time, and I enjoy being active and spending time with animals. I have a fenced-in yard and two friendly dogs of my own, so I’m very comfortable managing dogs with different personalities, energy levels, and routines. When caring for pets in my home, I prioritize safety and make sure all dogs are comfortable with one another. In clients’ homes, I follow their routines and instructions closely and focus on keeping their pets safe, comfortable, and well cared for.

Sitter Profile Image: Leah H.
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Leah H.
from
$17
per walk
4.8 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Grand Boulevard, Chicago, IL, 60653

About: I am a CPR certified pet sitter who loves animals and loves to care for things. I have no pets of my own because I travel often for my full-time job . However. , I look forward to building a trust worthy, healthy relationship with you and your animal family. I currently work from home full-time so I have flexible hours. I do travel often for work so the further out I know for overnight days is the better. I also am available to walk dogs daily. I live alone and a very nice neighborhood full of lots of trees and families. I keep a very neat and nice home free of anything that could harm animals.

Sitter Profile Image: Jasmine R.
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Jasmine R.
from
$18
per walk
4.7 out of 5 stars
12 reviews
8 repeat clients
10 years of experience
Chicago, IL, 60653

Consistent, punctual, communicative, and generous. She shows up everyday in a timely manner, cares for my dog, and even gives complementary baths and cleaning if she makes a mess. HIGHLY RECOMMENDED 🤗 she offers a good range of services as well!!

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Nyla S.
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: 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: 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: 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: Huibo L.
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Huibo L.
from
$19
per walk
5.0 out of 5 stars
1 review
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: Valeria V.
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Valeria V.
from
$16
per walk
5.0 out of 5 stars
5 reviews
2 repeat clients
15 years of experience
Grand Boulevard, Chicago, IL, 60653

Val is great with our old soul! She is punctual, leaves great notes, and our dog looks forward to time with her.

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Allecia H.
Sitter Profile Image: Masheika S.
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Masheika S.
from
$35
per walk
5.0 out of 5 stars
72 reviews
23 repeat clients
7 years of experience
Chicago, IL, 60653

Masheika is wonderful! She’s communicative and pays attention to detail. She’s very good with our anxious, scared dog, and Masheika has proven to be very patient and willing to work with her.

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Kaitlyn B.
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The median cost per walk for dog walking in Grand Boulevard is $20

Dog parents share their Rover experiences - Grand Boulevard

1 / 1
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

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

super accommodating and helpful, my dog walker/family friend recently passed and it has been difficult finding decent walkers but she was fantastic. super friendly and very understanding and worked well with Leviathan

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Sophia T.
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

At the risk of losing her to another client, I will say that Jenna did an amazing job with my anxious and reactive pit! I was dreading leaving her alone for a few days but Jolene took to Jenna's vibe right off the bat and it worked out beautifully. Jenna went above and beyond and was able to accommodate us when we found ourselves stranded in another state for a couple more days. We will definitely be coming back for more walks and pet sitting.

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Monica V.
Dog Walking
5.0 out of 5 stars

Appreciate the meet-and-greet prior to the scheduled visit. Appreciate Mariam's communication throughout her visit with Melo. Also loved the photos of Melo shared!

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Lidia H.
Dog Walking
5.0 out of 5 stars

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.
Dog Walking
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

Anthony was able to help us out on short notice and took great care of our dog, we really appreciate it!

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Kirstin K.
Dog Walking
5.0 out of 5 stars

Annie is amazing! Highly recommend her for all pet needs. She is very communicative and engaged. Our dog is a bit shy but Annie was able to make our dog feel incredibly comfortable and open with her. We are so grateful for her services!

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Angelina L.
Dog Walking
5.0 out of 5 stars

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.
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

Lillian is the best! Always accommodating of our changing schedules and takes great care of our dog. She has been walking our dog weekly for several months now and we have had zero issues. Thanks Lillian!

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Hung C.
Dog Walking
5.0 out of 5 stars

Jason has been super great with Wrigley! Appreciate their flexibility and communication. Always feel good about living Wrigley in their hands

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Brian H.
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

It was a pleasure working with Chauntrell to walk my boy! I received great progress pics and solid communication during the process. I appreciate knowing my son was well taken care of while I couldn’t be home. Thank you, Chauntrell!

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Melissa M.
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
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