Dog Walking in Woodlawn, Chicago

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day
Rebecca B.
Energetic and Focused Pet CareWoodlawn, Chicago, IL, 60637
Drop-In Visits, Dog Walking

Hi, Becca pet sat for my cat, Titus. She is patient, kind, funny, responsible and trustworthy. When I returned home, my cat didn't act stressed. It was like I h… (more)

from
$20
per walk
Calendar Recently Updated
Susan C.
2.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan is quick to respond. She was very attentive and caring with my dog, and sent frequent updates and messages. Overall very satisfied with no complaints. (more)

from
$20
per walk
Beverly B.
Home full-time, individual careChatham, Chicago, IL, 60620
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

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 h… (more)

from
$20
per walk
Calendar Recently Updated
Barbara S.
Takes a village to raise a fur babySouth Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

Barbara has been in my life since 2018. She is professional, easy to talk to and very polite. We met at our college's student government association and she ha… (more)

from
$17
per walk
Confirmed availability: Memorial Day
Preston H.
Dogs really like meDouglas, Chicago, IL, 60616
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Preston is great with our pups. He is very attentive and makes sure both our pups are well cared for. Always on time and a great communicator. (more)

from
$25
per walk
Confirmed availability: Memorial Day
6.
I love dogs and cats a lotSouth Shore, Chicago, IL, 60649
Drop-In Visits, Dog Walking
12 years of experience

About: I am patient and caring for pets I always take the time. To appreciate their being and actually care for them. I’ve been around small and big dogs si… (more)

from
$20
per walk
Confirmed availability: Memorial Day
7.
No job is to big no pup is to smallSouth Chicago, Chicago, IL, 60617
House Sitting, Drop-In Visits, Dog Walking

About: When it comes to walking dogs. It’s a wonderful feeling to just be on a stroll while being accompanied by Mans best friend. Every pet will get much e… (more)

from
$20
per walk
Calendar Recently Updated
8.
Loves animals— detail oriented!Kenwood, Chicago, IL, 60615
Drop-In Visits, Dog Walking

For a last minute booking, Tracie really came through for us! Misty loved her! Thanks again for your wonderful services! ? (more)

from
$25
per walk
Confirmed availability: Memorial Day
I’ll treat your babies as I do mineGrand Crossing, Chicago, IL, 60619
House Sitting, Drop-In Visits, Dog Walking
4 years of experience

About: I have always been around animals. Whether it be fish, birds, amphibians, spiders, rabbits, dogs, and cats. I noticed animals have always taken a lik… (more)

from
$20
per walk
Confirmed availability: Memorial Day
10.
Lifelong pet carer-Big dogs welcomeWoodlawn, Chicago, IL, 60637
Drop-In Visits, Doggy Day Care, Dog Walking

Jeanie Glaser has spent nearly her entire life dedicated to the loving care of animals, including pets, foster care animals, animals with special needs, rescue … (more)

from
$25
per walk
11.
Fun doggo day care services.Woodlawn, Chicago, IL, 60637
Dog Walking
10 years of experience

About: We have 2 dogs of our own and they enjoy hanging out in our yard and going on long walks in the woods. They would love to make new friends and can jo… (more)

from
$20
per walk
Confirmed availability: Memorial Day
12.
Dogs are SUPER HEROSKenwood, Chicago, IL, 60653
Dog Walking
1 years of experience

About: During the pandemic I used to take my friend 1 year pitbull name Thor for walks 4 days out of the week for 11 months. Pet care definitely fits into … (more)

from
$20
per walk
Confirmed availability: Memorial Day
All Creatures, Great and SmallHyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Rane really helped out when we needed someone to walk my friend's dog while she was recovering from surgery. Figuring out a time that worked for everyone was ea… (more)

from
$30
per walk
Confirmed availability: Memorial Day
14.
On the move and ready to help!Washington Park, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking
4 years of experience

About: Hello! My pet care experience started when I was in college when I was need of some income while going classes. My experience has been amazing becaus… (more)

from
$15
per walk
Confirmed availability: Memorial Day
15.
Cats and dogs are my sunshine!Englewood, Chicago, IL, 60621
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

So happy to have found Belicia! Always on time and very professional. My dog Cora loves her! Looking forward to many more walks with you!!! (more)

from
$30
per walk
Calendar Recently Updated
16.
Caring, energetic, and trustworthy!Hyde Park, Chicago, IL, 60615
Dog Walking

Brian is the nicest! Very punctual and great with my dog! Would highly recommend! (more)

from
$20
per walk
Confirmed availability: Memorial Day
17.
Trustworthy & experienced sitterHyde Park, Chicago, IL, 60615
House Sitting, Dog Walking

About: I have taken care of dogs since I was 9. Most recently, my family got a new puppy so I am well experienced with dogs of all ages. Neighbors and famil… (more)

from
$20
per walk
Confirmed availability: Memorial Day
18.
Lifelong pet owner and lover 🐱💕Hyde Park, Chicago, IL, 60637
Drop-In Visits, Dog Walking

Iman went above and beyond! Maxx loved her! Thank you again!!! (more)

from
$25
per walk
Confirmed availability: Memorial Day
19.
Caring, loving petsitter.Hyde Park, Chicago, IL, 60615
Drop-In Visits, Dog Walking

Daniel is amazing with dogs. My dog is 10 years old and winding down quite a bit- Daniel is extremely gentle and patient with him. When he fostered a dog about … (more)

from
$18
per walk
20.
I'll walk your dog like its mineWoodlawn, Chicago, IL, 60637
Drop-In Visits, Dog Walking

Kadeeja is one of the kindest people I met, and even more sweet with pets. I definitely recommend her, she is a reliable dog sitter. I DJ and travel a lot so sh… (more)

from
$20
per walk

Pet parents in Woodlawn, 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.

We've been there: rushing home during every lunch break to take the dog for a quick walk around the block. Good news: You can easily find and book Woodlawn dog walking services on Rover. Whether you need a one-time dog walker or someone to take your dog for a stroll every day, we've got you covered. Exercise for your dog and peace of mind for you are just a few clicks away. Every walk is covered by premium pet insurance, at no extra cost to you. You can even ask your dog walker to send you a photo update. Whether you already have a favorite dog walker on Rover or you're new to the site, we'd love to connect you with a dog walker in Woodlawn, Chicago the next time you're unavailable. We're confident you and your dog will love it.

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 Woodlawn, 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: