Dog Walking in Oakland, Chicago

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

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Daniel R.
1.
Love spending time with your petKenwood, Chicago, IL, 60653
House Sitting, Drop-In Visits, Dog Walking

Daniel took care of my puppy when I was out of town and he did a great job! He is very caring and made sure he got tons of attention. It was reassuring to have … (more)

from
$20
per walk
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.
3.
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
Lesleigh M.
THE BEST BELLY SCRATCHES EVER!Loop, Chicago, IL, 60601
Drop-In Visits, Dog Walking

I have had the pleasure of having Lesleigh dog sit for me on several occasions. Lesleigh has a very calm and pleasant demeanor making her an ideal dog sitter. M… (more)

from
$20
per walk
Confirmed availability: Memorial day
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.
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
Calendar Recently Updated
7.
Responsible and CaringBridgeport, Chicago, IL, 60608
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Im Mandie, lover of all pets, young and old, big and small. I’m not currently working, so my full time job would be caring for your pet! I’ve had exp… (more)

from
$20
per walk
8.
Experience with multiple sized dogsBridgeport, Chicago, IL, 60616
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Emily did an amazing job walking our dogs while we were out of town! She kept us updated and communicated with us frequently about about issues that came up. Wo… (more)

from
$15
per walk
Calendar Recently Updated
9.
Animal lover working from homeNear South Side, Chicago, IL, 60605
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Livia is extremely kind, responsible, and caring! She is amazing with my pets and is extremely trustworthy. She loves all animals and has the natural ability to… (more)

from
$20
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
Confirmed availability: Memorial day
11.
Couple family pet townhouse w/ yardNear South Side, Chicago, IL, 60616
Dog Boarding, Doggy Day Care, Dog Walking

Liyu and his pets are so friendly! He would always have his dog around him everywhere he go. There isn’t a day I seen Liyu without His dog. (more)

from
$20
per walk
Confirmed availability: Memorial day
12.
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
Confirmed availability: Memorial day
13.
Zoe 
Verified Enhanced Background Check
Hello. My name is Zoe Kinser.Armour Square, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

About: I'm a college student at UIC. I have been around dogs and cats since I was very young as my family has always owned multiple dogs. I have also volunt… (more)

from
$20
per walk
Confirmed availability: Memorial day
14.
Trustworthy and always punctualNear South Side, Chicago, IL, 60616
Drop-In Visits, Dog Walking

I’ve known Laís for almost a year now and since I met her she showed me nothing but love for animals and nature. She’s a wonderful girl with a bright spirit and… (more)

from
$20
per walk
Confirmed availability: Memorial day
Vaccinated animal lover. :)Hyde Park, Chicago, IL, 60615
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Masheika began walking my dog shortly after we had moved to a new city and the experience could not have been better. She loved on and took care of my pup as if… (more)

from
$25
per walk
16.
Caring for other's dogs since 1990Bridgeport, CHICAGO, IL, 60616
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I LOVE DAVID!!! He booked my very last minute request- as I was out of town later than expected. After his walk, he sent me a picture of my happy boy & even ref… (more)

from
$20
per walk
Confirmed availability: Memorial day
17.
Professional And Fun dog SitterDouglas, Chicago, IL, 60614
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Bianca is an awesome dog sitter. I am her neighbor and own 2 dogs, one is a French bulldog and the other is a miniature goldendoodle. She’s been our main dog si… (more)

from
$20
per walk
Calendar Recently Updated
18.
Over 10 years of dog experience!Grand Boulevard, Chicago, IL, 60653
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Katja is the best. She walked my big 100 lb husky/Rottweiler mix every night for a week, and he loved her. She is so very 100 percent on time, great at communic… (more)

from
$20
per walk
Pets need loving care alwaysKenwood, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Christina is one of the most passionate animal lovers that I know. She has not only watched my boys but my dogs as well. With a large Lab and a small Bichon… (more)

from
$20
per walk
20.
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

Rover also offers Dog Walking in:

When it comes to pet care and dog walking, pet owners in Oakland, Chicago, IL trust their pets with walkers on Rover.com. Over 7,915 pet owners have reviewed dog walkers in Chicago, giving them an average rating of 4.9/5. Dog walking doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a dog walker on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a dog walker and pet care on Rover? Check out our average dog walking rates to get an idea before you begin a conversation with a walker who seems like a great match.

Rover is the simple, savvy way to find and book a dog walker in Oakland, Chicago, IL. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for dog owners throughout the U.S. to reach walkers who offer dog walking. Just like you, Oakland dog walkers on Rover are dog lovers too. Many of our walkers offer dog walking services and would love to take care of your dog when you can't be there. Book a 30-minute walk anytime you need it, and discover just how many of your neighbors are dog lovers too. You'll be glad to know dog walking booked on Rover is covered by the same great benefits as overnight sitting, including premium pet insurance, photo updates, and 24/7 support.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a 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 Oakland, 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: