Dog Walking in Woodlawn, Chicago

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

Confirmed availability: Memorial day
Terrell I.
🐶+ 🏃🏽‍♂️=😇Washington Park, Chicago, IL, 60621
House Sitting, Dog Walking

Terrell was and is the only person I tursted other than myself to watch my dog. Whenever I needed him too he kept my dog on his schedule. When I came home from … (more)

from
$26
per walk
Nataya J.
2.
Loving care when your not there!!West Englewood, Chicago, IL, 60636
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Excellent dog walker! (Especially if you are looking to schedule a walk same day). Very responsive, willing and able to help with a couple of LAST MINUTE REQUES… (more)

from
$25
per walk
Confirmed availability: Memorial day
Aaliyah N.
Dog/Cat Care ChicagoGrand Crossing, CHICAGO, IL, 60621
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: A true mommy dog lover.I have 2 small Maltese Poodles. Going away for the weekend or Holidays. Allow me to take care of your baby like my own. I live… (more)

from
$36
per walk
Confirmed availability: Memorial day
Annie X.
4.
Your 1st kitty/doggy visit FREE ✔Armour Square, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

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… (more)

from
$29
per walk
Roxy P.
5.
Dogs are a humans bestfriend.Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Great for coming out in so short a time! I appreciated her help. Unfortunately, my dog didn’t poop. That is the only reason I didn’t give her 5 stars. (more)

from
$20
per walk
Confirmed availability: Memorial day
6.
Enjoying our time step by step!Englewood, Chicago, IL, 60621
House Sitting, Drop-In Visits, Dog Walking

About: I grew up surrounded by animals, therefore I am conscious of how to care for dogs in any situation and in any type of weather and/or environment. Whe… (more)

from
$25
per walk
Calendar Recently Updated
7.
Let me watch your fuzzy buddies!Avalon Park, Chicago, IL, 60619
House Sitting, Drop-In Visits, Dog Walking

Je'la is like a dog whisperer, she has a way with animals that can warm even the heart of a non-animal lover. She gives great love and care to all and her heart… (more)

from
$15
per walk
Calendar Recently Updated
Trustworthy & always punctual.Woodlawn, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I’ve known Treonna for 6 plus years and for as long as I’ve known her she has always been in love with animals. I’ve watched her take care of dogs who were in a… (more)

from
$18
per walk
Calendar Recently Updated
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
10.
Buying happiness= getting a puppy:DHyde Park, Chicago, IL, 60615
Dog Boarding, Doggy Day Care, Dog Walking

All I can say is....AMAZING! I let her watch my dog for the weekend and they had the best time! All the pictures she sent were ADORABLE I would defitely reccomm… (more)

from
$30
per walk
11.
I’m a dog lover 💙☺️South Shore, Chicago, IL, 60649
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Chrissy’s a great dog caregiver she is patient and kind with dogs and I love to see her around dogs it amazes me how dogs love her so much from the smallest to … (more)

from
$20
per walk
Calendar Recently Updated
12.
You're Dog is My Dog!Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Susan watched my dog for years and he was always thrilled to stay with her. We always joked that if reincarnation was possible, we wanted to come back as Sus… (more)

from
$20
per walk
Confirmed availability: Memorial day
13.
I’ll run with your dog. Home FTSouth Shore, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I love caring for pets so I figure what better way to express that than by putting my skills to use through this app. I’m here to make your day less … (more)

from
$23
per walk
Calendar Recently Updated
14.
Dogs are four legged best friendsGrand Boulevard, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Pamela is a wonderful dog owner and caregiver. She is a yorkie mom and loves to interact and spoil her baby. Seeing her interact with other dogs makes me realiz… (more)

from
$35
per walk
Calendar Recently Updated
Vaccinated animal lover. :)Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Masheika is one of the most enthusiastic caretaker a pet parent could ever have. She is well educated in pet care and I learn so much from her. She genuinely ca… (more)

from
$25
per walk
16.
Peaches The Pet LoverGrand Crossing, Chicago, IL, 60619
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I Have Two Beautiful Babies Mocha + Midnight Both Pit Breeds But Lovely Individuals They Are Great With Other Pets + People We Have A Park Two Bl… (more)

from
$25
per walk
Calendar Recently Updated
17.
Animal LoverHyde Park, Chicago, IL, 60637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Allyssa is a great person and is extremely loving and caring! She would be a great choice for a dog sitter! She loves animals just as much as she loves people. (more)

from
$20
per walk
Vet Tech by day, Rover by nightSouth Shore, Chicago, IL, 60649
House Sitting, Drop-In Visits, Dog Walking

Makeda is great! I have senior pets and her vet-tech experience is so assuring! Also, my pets love her. It takes forever for my dog to warm up, and Makeda's war… (more)

from
$23
per walk
Student, Library Clerk, & Pet LoverWashington Park, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking

I've known K for a few years, and she is one of my dog's favorite people! When Fleetwood (Pitbull Mastiff, 2 years old at the time) first met her, he was so hap… (more)

from
$18
per walk
20.
Doggie LoverSouth Shore, Chicago, IL, 60637
House Sitting, Drop-In Visits, Dog Walking

Lynn has been a great friend to my energetic two-year old lab/pointer mix, and a reliable sitter and walker. I would definitely use her again! (more)

from
$20
per walk

Rover also offers Dog Walking in:

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: