Dog Walking in Grand Boulevard, Chicago

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Search Results

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Sitter Profile Image: Dalila E.
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Sitter Profile Image: Dalila E.
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1.

Dalila E.

Rover 101
PET SPECIALIST
Chicago, IL, 60608
House Sitting, Drop-In Visits, Dog Walking
5.0
177 reviews
80 repeat clients
from
$33
per walk

Words can not express my gratitude for Dalila. She is amazing with our Shadow. She genuinely cares for her customers and ensures that they are well. She has taught me some good training exercises for our little bitter that work. I would definitely recommend her to any in need of her services.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Marlicia G.
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Sitter Profile Image: Marlicia G.
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2.

Marlicia G.

Bachelors in Animal Science
Chicago, IL, 60616
Boarding, Drop-In Visits, Dog Walking
1 repeat client
from
$29
per walk

About: Hi I’m Marlicia! I’m an experienced Veterinary Technician. I have over 9 years of experience in Vet Med & also possess a Bachelor’s degree in Animal Science. Animals have always been my passion & I am dedicated to improving their lives each & every day. I’m available usually on weekends but throughout the week as well. It depends on my work schedule but I am more then willing to accommodate your fur baby. I have a small puppy who gets along very well with other dogs. I also am fear free certified, so your pet will be in good hands.

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Sitter Profile Image: Max C.
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Sitter Profile Image: Max C.
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3.

Max C.

Pawsitive Trainer & Walker
Chicago, IL, 60608
Drop-In Visits, Dog Walking
5.0
41 reviews
28 repeat clients
from
$26
per walk

Max was extremely patient and caring walking our 2 dogs, one of which is fearful meeting new people. It is apparent that he is not only an animal lover but knowledgeable. We look forward to having him house sit and continue to work with, play and love on our boys!

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Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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4.

Crystal R.

My home is where your pet is.
Chicago, IL, 60653
House Sitting, Drop-In Visits, Dog Walking
5.0
53 reviews
28 repeat clients
from
$23
per walk

Crystal was AMAZING- exceptionally helpful in how this service works and what to expect. She sent an adorable picture and my puppers was taken great care of. Thank you Crystal!

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Sitter Profile Image: Abraham H.
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Sitter Profile Image: Abraham H.
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5.

Abraham H.

Animal lover, experienced caregiver
Hyde Park, Chicago, IL, 60615
Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$25
per walk

Very patient dog walker, extremely flexible and friendly with Tank. Highly recommend!!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kaitlin R.
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Sitter Profile Image: Kaitlin R.
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6.

Kaitlin R.

Your pet comes first!
Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
8 repeat clients
from
$25
per walk

We love how Kaitlin literally goes the extra mile with our golden lab, Tucker! We try to rebook with her when possible, highly recommend.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Kayla S.
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Sitter Profile Image: Kayla S.
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7.

Kayla S.

✨Pawsome Walks Await✨
Kenwood, Chicago, IL, 60615
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
26 reviews
12 repeat clients
from
$25
per walk

Kayla is amazing she is super communicative leaves really awesome notes and takes amazing pictures. Best part is she does this with a smile on her face! Kayla really enjoys spending time with dogs

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Sitter Profile Image: Isis F.
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Sitter Profile Image: Isis F.
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8.

Isis F.

I love all animals, especially dogs
Chicago, IL, 60653
Dog Walking
5.0
2 reviews
1 repeat client
from
$20
per walk

Super responsive & accepted my booking on a last minute basis. I enjoyed the communication & pictures & I feel that my dog was well cared for. I would absolutely book again. Thank you for the care! 🫶🏽

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Carmen P.
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Sitter Profile Image: Carmen P.
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9.

Carmen P.

A dog-less dog lover
Woodlawn, Chicago, IL, 60637
Drop-In Visits, Dog Walking
5.0
5 reviews
4 repeat clients
from
$20
per walk

Carmen does a great job walking our 2 dogs and they really enjoy walking with her!

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Sitter Profile Image: John M.
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Sitter Profile Image: John M.
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10.

John M.

UChicago student; animal lover
Hyde Park, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$25
per walk

John is a responsible student and pet enthusiast who would make a wonderful caretaker for any furry friend. John has experience taking care of his own three dogs back home, including one who is geriatric and disabled. He never fails to pet a pup on the street, and is a favorite among his friends cats, whom he regularly cares for. John is very reliable, and will take outstanding care of any pet.

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Sitter Profile Image: Kelly N.
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Sitter Profile Image: Kelly N.
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11.

Kelly N.

Patient and Compassionate
Kenwood, Chicago, IL, 60615
Dog Walking
2 reviews
from
$20
per walk

Kelly is a reliable person who has the biggest smile when they are with pets. They show deep affection to animals through remembering the little things that animals need to be cared for and have a sense of compassion when the animals are not feeling their best.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Annie X.
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Sitter Profile Image: Annie X.
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12.

Annie X.

Rover 101
Your 1st kitty/doggy visit FREE ✔
Armour Square, Chicago, IL, 60616
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
126 reviews
97 repeat clients
from
$29
per walk

Annie is an absolute dream. She is friendly, courteous, and responsive. I never worried because I knew she was taking good care of them. My older dog has random health issues and Annie would always alert us to any changes and check up on him afterwards. I highly recommend Annie if you want someone who genuinely cares about your pets and who you can trust. Her photos and updates are a (hilarious) highlight of my day! She really knows how to bring out the best side of your dog. 11/10, highly recommend.

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Sitter Profile Image: Jennifer W.
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Sitter Profile Image: Jennifer W.
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13.

Jennifer W.

Long walks on the beach ❤️
Chicago, IL, 60637
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
1 review
1 repeat client
from
$20
per walk

About: Hi, I’m Jennifer! I have several years experience caring for and training dogs as a dog walker and pet sitter. I love all animals, but I must confess that pigeons are my favorite. I come from a family with a deep love for dogs, I grew up with a a calm temperament sweetheart Cocker Spaniel Springer named Happy, and currently have a frisky 10 year old Dachshund Fox Terrier mix named Oliver that I personally raised and potty trained since puppyhood. Different temperaments are no issue for me, from playful to stubborn to entirely relaxed - I have had experience with all kinds of personalities. I live next to Washington Park, the University of Chicago, and not too far from Promontory Point which features great walking paths along Lake Michigan. I’m an avid biker and love to be outside. I can accomodate most levels of exercise and bathroom breaks. Currently, I’m researching and learning more about dog body language to ensure the comfort and safety of dogs in my care—I’d love to talk to you about it! Your dog will not only be in great hands, but I’ll try my best to provide your pet a comfortable time and a ton of fun, too. I’m a graduate student at the University of Chicago, which allows me to have very flexible hours. I’m typically an early riser and like to take walks or bike rides in the morning. I make my own schedule and work from home most days. I know that life can be unpredictable, so I try my best to accommodate most schedules or last minute changes. I live on the 2nd floor of a 2 story building in a 3 bedroom apartment, which features a large and cozy living room. Usually, I set up dog beds and cozy pillows next to my bay windows so they can relax and enjoy watching a starling or cardinal outside. I keep my bedroom and bathroom doors closed, with the exception of my guest room that I will set up as a “calm room,” especially when I’m caring for multiple dogs. I like to provide a space for dogs to relax or sleep because each dog may have different needs. I keep the blinds closed and stimulation low in that room. This helps me to manage dogs with different temperaments, ages, and energy levels. Dogs are free to roam down the hall and into the kitchen. In a client’s home, I know that this is a new environment, so I do my best to follow instructions as they’re written and honor the clients requests.

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Lisa "Rane" B.
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Sitter Profile Image: Lisa "Rane" B.
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14.

Lisa "Rane" B.

All Creatures, Great and Small!
Kenwood, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$30
per walk

Lisa "Rane" was fantastic with Bobby. She is prompt and personable. My dog received her well upon their first meeting. She and I developed a good rapport which led me to feel comfortable trusting her with Bobby. I will make her my first request when needing your service in the future.

Sitter Profile Image: Raeanna H.
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Sitter Profile Image: Raeanna H.
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15.

Raeanna H.

Pawsitively Caring Pet Sitter
Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$30
per walk

I have two cats (Cloak and Ghost) that have VERY different needs. Cloak is shy and loves a cuddle. Ghost is full of energy and will bully Cloak out of his food. It's a tricky situation for most but Raeanna handled it like a pro! I had never seen Cloak warm up to someone so quickly it was amazing. She took the time to listen to my many many many instructions all with a smile on her face and was GREAT at communicating with me throughout. Thank you so much Raeanna. Definitely will use you in the future.

Sitter Profile Image: Sydney V.
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Sitter Profile Image: Sydney V.
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16.

Sydney V.

Passionate Lover of All Animals!
Hyde Park, Chicago, IL, 60615
Dog Walking
5.0
1 review
1 repeat client
from
$18
per walk

Sydney is so sweet

Sitter Profile Image: Taylor C.
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Sitter Profile Image: Taylor C.
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17.

Taylor C.

Energetic dog lover looking to help
Hyde Park, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
13 reviews
4 repeat clients
from
$17
per walk

Thank you! Maisy had such a wonderful time!

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Sitter Profile Image: Elizabeth D.
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Sitter Profile Image: Elizabeth D.
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18.

Elizabeth D.

Does your pet need a new friend?
Douglas, Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking
5.0
19 reviews
5 repeat clients
from
$18
per walk

Elizabeth has watched my cat several times. She is excellent and extremely knowledgeable about animal care, and her prices are great. I will always use her if she's available!

Confirmed availability: Christmas and New Year's
Sitter Profile Image: Viola R.
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Sitter Profile Image: Viola R.
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19.

Viola R.

A dogs best friend
Grand Boulevard, Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
3 repeat clients
from
$35
per walk

Viola is an awesome pet care provider. My family has benefited greatly as Viola as our home away from home for our German Shepherd. Viola is always prompt and courteous. My dogs live her gentleness.

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Sitter Profile Image: Toni B.
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Sitter Profile Image: Toni B.
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20.

Toni B.

There for your pet, there for you !
Chicago, IL, 60653
Drop-In Visits, Dog Walking
5.0
10 reviews
1 repeat client
from
$15
per walk

Toni was so easy to work with and professional from start to finish. Her communication style is thorough but to the point. This was my first time using Rover, so she easily guided me through the processes by asking me the necessary information. My initial communications with Toni put me more at ease with leaving my pup, and after our in-person meeting I no longer had concerns with leaving him for the day. I loved getting several photos and thorough reports of the walks. I’d definitely hire her again!!

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Pet parents in Grand Boulevard, Chicago, IL love dog walkers on Rover.com. 7,915 owners have reviewed walkers in Chicago, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog walker on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a walk on Rover? Check out our average dog walking rates to get an idea before you start a conversation with a walker.

No more begging your friends to take your dog for a walk when you can't make it home in time. With Rover, you can find a loving Grand Boulevard dog walker who'd love to take your dog for a 30-minute stroll or jog around the neighborhood. Book a dog walker for one day or all week, just tomorrow, or every Tuesday. We're proud to bring you dog walkers who've built dog walking businesses right here on Rover. No matter how much exercise your dog needs, we can help you find the perfect dog walker in Grand Boulevard, Chicago. And just like overnight services booked on Rover, dog walking booked on Rover includes premium insurance, photo updates, and 24/7 support. Someone nearby can't wait to walk your dog, and it's easier than ever to find them.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover walkers in Grand Boulevard, Chicago donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a walker who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Chicago.

We're proud to support over 200 organizations across the nation, including:

Dog Walking