Dog Walking in Oakland, 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
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Susan C.
Sitter Profile Image: Susan C.
1.
You're Dog is My Dog!
Hyde Park, Chicago, IL, 60615
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
Calendar Recently Updated
Sitter Profile Image: Janessa M.
Sitter Profile Image: Janessa M.
I've arrived, The best sitter ;)
Bridgeport, Chicago, IL, 60608
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I've taken care of dogs in the past and never asked for anything in return. This website makes it easier for me to help other animal lovers like me. … (more)

from

$15

per walk
Calendar Recently Updated
Sitter Profile Image: Elizabeth D.
Sitter Profile Image: Elizabeth D.
Does your pet need a new friend?
Douglas, Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking

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… (more)

from

$15

per walk
Sitter Profile Image: Holden E.
Sitter Profile Image: Holden E.
4.
I can’t wait to help your pets!
Hyde Park, Chicago, IL, 60615
Drop-In Visits, Dog Walking

Holden grew up with pets (dogs and cats primarily) and has been around animals his whole life. He is kind and nurturing to them. He talks to them and lets them … (more)

from

$15

per walk
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Valeria V.
Sitter Profile Image: Valeria V.
Walk, play, cuddle and repeat!
Grand Boulevard, Chicago, IL, 60605
House Sitting, Drop-In Visits, Dog Walking

About: I’ve taken care of and lived with dogs of all ages, breeds and sizes. I enjoy spending lots of time on walks, runs, play, and cuddles! I currently w… (more)

from

$12

per walk
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Dalila E.
Sitter Profile Image: Dalila E.
6.
PET SPECIALIST
Chicago, IL, 60609
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dalila has become one of my dog’s favorites over the past year. She has been incredibly helpful during a very busy year for me and her photo updates of my dog o… (more)

from

$28

per walk
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Molly S.
Sitter Profile Image: Molly S.
7.
Openly Available Animal Caretaker
Hyde Park, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

Molly is so wonderful with my pets, and they just love her. She has cared for my pets many times, and she is always kind, gentle, and loving. She goes above and… (more)

from

$20

per walk
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Idalia P.
Sitter Profile Image: Idalia P.
8.
I love your pets!
Chicago, IL, 60609
House Sitting, Drop-In Visits, Dog Walking

I would highly recommend Idalia to take care of your pets. Gertrude is very picky with people and she usually takes time to warm up, but after a few minutes wit… (more)

from

$18

per walk
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Lisa "Rane" B.
Sitter Profile Image: Lisa "Rane" B.
All Creatures, Great and Small!
Kenwood, Chicago, IL, 60615
House Sitting, Drop-In Visits, Dog Walking

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 … (more)

from

$30

per walk
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Carmen P.
Sitter Profile Image: Carmen P.
10.
A dog-less dog lover
Woodlawn, Chicago, IL, 60637
Dog Walking
2 repeat clients
8 years of experience

About: Hi! My name is Carmen and would love to take care of your dog. I live in a home with plenty of room for roaming about. I like connecting with a dog t… (more)

from

$18

per walk
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Shironda S.
Sitter Profile Image: Shironda S.
Passionate about people and pets
South Shore, Chicago, IL, 60649
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
15 years of experience

About: I love people and pets. I had the good fortune to grow up having beloved furry family members. I always keep my best friend's dogs when she has to t… (more)

from

$20

per walk
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Niesha D.
Sitter Profile Image: Niesha D.
12.
Fur-babies love me!
Chicago, IL, 60615
Boarding, House Sitting, Drop-In Visits, Dog Walking

Niesha is an incredibly reliable and responsible pet sitter. I left my two cats in her care for two weeks and she kept me posted frequently with cute pix of my … (more)

from

$22

per walk
Sitter Profile Image: Maggie B.
Sitter Profile Image: Maggie B.
13.
Your dog's new best friend!
Douglas, Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

Maggie was prompt and communicative, and our two large anxious rescue dogs loved her!! Would highly recommend her as a dog walker. She was available on short no… (more)

from

$20

per walk
Calendar Recently Updated
Sitter Profile Image: Kayla S.
Sitter Profile Image: Kayla S.
14.
Ready for four-legged love again <3
Chicago, IL, 60653
House Sitting, Drop-In Visits, Dog Walking

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 … (more)

from

$21

per walk
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jumari H.
Sitter Profile Image: Jumari H.
15.
Ever seen a dog smile?🙃
Grand Boulevard, Chicago, IL, 60653
Boarding, Doggy Day Care, Dog Walking

About: I’ve taken care of dogs of every kind since I was 18. Friends and family have relied on me for training, tips, and tricks. I recently worked at a dog… (more)

from

$25

per walk
Sitter Profile Image: Susana D.
Sitter Profile Image: Susana D.
16.
Care for any dog :)
Chicago, IL, 60608
Drop-In Visits, Dog Walking

Esta chica es fenomenal! Conecta super bien con los animales,hace un tiempo cuidó de mí amado husky y la verdad que el estaba feliz siempre que regresaba de dar… (more)

from

$20

per walk
Calendar Recently Updated
Sitter Profile Image: Kj H.
Sitter Profile Image: Kj H.
17.
Kj 
Verified Background Check
Let's take a walk in the South Loop
Near South Side, Chicago, IL, 60616
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

KJ went above and beyond with our Pasha! And, she took amazing and fun pictures! It was so great to see Pasha so happy while we were away! (more)

from

$20

per walk
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: David K.
Sitter Profile Image: David K.
18.
Excellent dog/house/cat sitter
Chicago, IL, 60616
House Sitting, Drop-In Visits, Dog Walking

I wanted to take a moment and say how impressed I am about David. He’s truly exceptional when it comes to connecting with animals. I run an award-winning natur… (more)

from

$17

per walk
Sitter Profile Image: Corinne J.
Sitter Profile Image: Corinne J.
19.
I work from home and love animals!
Hyde Park, Chicago, IL, 60615
House Sitting, Doggy Day Care, Dog Walking

Corinne is fantastic! Our dog loved her from the start. She is responsible and totally trustworthy. Our dog is so lucky to have her. (more)

from

$20

per walk
Calendar Recently Updated
Sitter Profile Image: Olivia B.
Sitter Profile Image: Olivia B.
20.
Animal Lover, Trusted Friend
Chicago, IL, 60653
House Sitting, Drop-In Visits, Dog Walking

Olivia is an amazing petsitter! My 3 year old samoyed Mulan is very hesitant when it comes to interacting with new people but he hit it off right away with her.… (more)

from

$25

per walk

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:

Dog Walking