Dog Walking in South Shore, Chicago

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Loving dog walkers in your neighborhood

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Sitter Profile Image: Danielle B.
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Sitter Profile Image: Danielle B.
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1. Danielle B.

Star Sitter
I'll care for them all big or small
Hyde Park, Chicago, IL, 60615
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$22
per walk
5.0 out of 5 stars
49 reviews
10 repeat clients
Profile image

Danielle is great! Very responsive to messages and very accommodating to our needs, even with last minute changes due to bad weather or scheduling issues.

Availability updated today
Sitter Profile Image: Henry M.
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Sitter Profile Image: Henry M.
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2. Henry M.

Will work for your pet's approval!
Woodlawn, Chicago, IL, 60637
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$10
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
Profile image

Henry is amazing! He is reliable, thoughtful, and he’s great with my dog. He’s been a resource in an emergency situation! I wish I could give him 20 stars..

Availability updated 28 days ago
Sitter Profile Image: Samantha E.
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Sitter Profile Image: Samantha E.
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3. Samantha E.

RoverGO
Star Sitter
Professional Pet Sitter & Pup Lover
Hyde Park, chicago, IL, 60615
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
72 reviews
40 repeat clients
Profile image

Had a great first experience. Samantha came over for a meet & greet and test walk. she then took Diego on a 1 hour walk and they both had a good time. Samantha was easy to coordinate with and is friendly. Looking forward to next time :)

Availability updated 20 days ago
Sitter Profile Image: Moria S.
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Sitter Profile Image: Moria S.
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4. Moria S.

Happy fur babies makes happy life!
South Chicago, Chicago, IL, 60617
2.0 mi. away
Drop-In Visits, Dog Walking
from
$13
per walk
5.0 out of 5 stars
4 reviews
1 repeat client

Moria cares for my animals ( 2 dogs and 4 cats) when I go out of town. This will be 4-7 days at a time. While Moria watches my animals she plays with them, grooms them, walks them, feeds them, and sends lots of pictures to me so I can see them. Moria will even FaceTime if asked, or sometimes offer, if it’s been a long trip. I would recommend her services! My animals absolutely love her.

Availability updated 4 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Jordyn W.
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Sitter Profile Image: Jordyn W.
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5. Jordyn W.

Let’s make my dog jealous
Hyde Park, chicago, IL, 60615
2.9 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
3 reviews

Jordyn would be an amazing dog sitter! I watched her raise her French bulldog Rae, from a puppy and he is so loving and playful. You can tell he has been treated with love and gets a lot of affection. She is patient and loves being around other dogs. Rae is bathed like a human and even gets his bottom wiped and cleaned after he poops😂. Jordyn would be great!

Availability updated 10 days ago
Sitter Profile Image: Bola A.
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Sitter Profile Image: Bola A.
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6. Bola A.

Star Sitter
Big time dog lover 😄
Hyde Park, Chicago, IL, 60615
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per walk
5.0 out of 5 stars
89 reviews
24 repeat clients
Profile image

Mother-in-law said Stella LOVED Bola and was so excited for all her walks!! The only thing she would change to make this a 5 start rating was the inconsistancy of arrival time and lack of communication in regards to being late. Overall, amazing service!! We look forward to working with Bola again in the near future!!

Availability updated 21 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Jade-Olivia P.
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Sitter Profile Image: Jade-Olivia P.
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7. Jade-Olivia P.

I ♥️ My Roll Dogs!
Chicago, IL, 60615
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$26
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
Profile image

Highly recommend! Jade Olivia really loves dogs and have great patience with my puppy.

Availability updated 55 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Belle D.
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Sitter Profile Image: Belle D.
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8. Belle D.

WFH- “Your Pups Best Friend”
Chicago, IL, 60615
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
5.0 out of 5 stars
6 reviews
1 repeat client

Belle has truly exceeded our expectations as a dog caregiver for our rescue pup, Benji. When we first started working with Belle, Benji was quite timid and lacked social cues, but with her help, he quickly began to feel more comfortable and confident. Belle's dedication to his well-being is evident in the way she plays enrichment games with him and makes him feel at home. Her reliability is also a huge asset to us, as we know we can always count on her to take great care of Benji. We are so grateful for Belle and would highly recommend her to anyone looking for a caring and skilled dog caregiver.

Availability updated yesterday
Sitter Profile Image: Cofy W.
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Sitter Profile Image: Cofy W.
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9. Cofy W.

I am passionate about pooches.
South Shore, Chicago, IL, 60649
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
2 reviews

I have trusted Cofy with my cockapoo named "Chai" on multiple occasions and it's safe to say Chai is obsessed with her. She is always someone I can depend on to watch Chai and trust her to take good care of her.

Availability updated 3 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Nakeisha B.
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Sitter Profile Image: Nakeisha B.
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10. Nakeisha B.

Rover 101
Your fur baby will be in good hands
Grand Crossing, Chicago, IL, 60619
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per walk
5.0 out of 5 stars
64 reviews
25 repeat clients

Last month my hubby grandmother died and we had family over. A relative of mines was not pet friendly so we had Nakeisha sit for us. Prince was happy and we received texts with photos and videos. Clean apartment and very professional.

Availability updated 4 months ago
Sitter Profile Image: Shakira C.
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Sitter Profile Image: Shakira C.
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11. Shakira C.

RoverGO
Rover 101
Your Pup is My Pup
South Shore, Chicago, IL, 60649
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per walk
5.0 out of 5 stars
41 reviews
7 repeat clients
Profile image

Shakira is very intuitive about our dog’s behavior and needs and she walked him competently. She herself is so pleasant and happy. We will have her walk and surprise for our dog again.

Availability updated 12 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: River T.
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Sitter Profile Image: River T.
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12. River T.

Rover 101
Grad student loves your dog!
Chicago, IL, 60605
0.8 mi. away
Drop-In Visits, Dog Walking
from
$25
per walk
4.0 out of 5 stars
9 reviews
2 repeat clients
Profile image

Fantastic. Does well with instructions and very communicative. Happy to use her as a daily walker!

Availability updated 73 days ago
Sitter Profile Image: Daniela M.
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Sitter Profile Image: Daniela M.
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13. Daniela M.

Different country, same love 🐾🐾
Avalon Park, Chicago, IL, 60619
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients

Amé su trabajo, de verdad una persona de muchísima confianza, ella ha estado cuidado en casa a mi amada Leía, no es una mascota facil pero ha tenido toda la paciencia del mundo.

Availability updated 4 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Grace T.
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Sitter Profile Image: Grace T.
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14. Grace T.

Full time student & pet lover!
Woodlawn, Chicago, IL, 60637
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client

Grace is an exceptional pet caregiver whom I recommend to anyone seeking a responsible and loving care for their furry friends. Grace has a unique ability to create a connection with any pet. I witnessed Grace's care firsthand when she helped me pet-sit a friend's cat. Not only did she ensure the cat's basic needs were met, but she also made time to play with the cat and give her lots of attention. Grace's responsible nature and genuine love for animals make her a great choice for anyone in need of a trustworthy pet caregiver.

Availability updated 71 days ago
Sitter Profile Image: Claudia A.
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Sitter Profile Image: Claudia A.
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15. Claudia A.

I’ll run with your dog. Home FT
South Shore, Chicago, IL, 60637
1.0 mi. away
House Sitting, Dog Walking
from
$19
per walk
4.5 out of 5 stars
6 reviews
2 repeat clients

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 stressful! I’m home full time and I have a pretty flexible schedule so whenever you need me I’ll most likely be available. I’m calm, active and fun so your dog is truly in good hands with me. I’ve been dog sitting for the past two years now and I’ve learned the importance of being sensitive to the dogs needs. I’ve also learned the importance of being consistent with the owner’s original rules for their dog. No need to ruin all the hard work that you’ve put in to train them properly. See you soon!

Availability updated over 1 year ago
Sitter Profile Image: Wade S.
Verified Enhanced Background Check
Sitter Profile Image: Wade S.
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16. Wade S.

The Dog Whisperer 🐾
South Shore, Chicago, IL, 60649
0.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5.0 out of 5 stars
6 reviews

He’s been such a big help with our Rotties. He helped us maintain our kennel and kept our babies busy and active. He’s welcome here anytime.

Availability updated 10 days ago
Confirmed availability for Presidents' Day Weekend
Sitter Profile Image: Luciana H.
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Sitter Profile Image: Luciana H.
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17. Luciana H.

I love my 4 fur babies
Avalon Park, Chicago, IL, 60619
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per walk
5.0 out of 5 stars
3 reviews

Amazing dog owner. Treats her animals as if they are her children. Make sure that every animal in her care feels love and warmth everyday.

Availability updated over 1 year ago
Sitter Profile Image: Makayla M.
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Sitter Profile Image: Makayla M.
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18. Makayla M.

Knowledgeable and caring pet mom
South Shore, Chicago, IL, 60649
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5.0 out of 5 stars
4 reviews

Makayla M did a fantastic job watching my cat Billy for a week! She was and still is my go to girl when I need someone to watch him! Love her sooooo much!

Availability updated 8 months ago
Sitter Profile Image: Dians S.
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Sitter Profile Image: Dians S.
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19. Dians S.

Caring and passionate
South Shore, Chicago, IL, 60649
0.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5.0 out of 5 stars
1 review

About: I’m a dog lover! I love them in all shapes and sizes. I will treat your dog as if he/she is my own. I believe animals need love, care and attention like my children do. I look forward to helping you care for your fur baby! I’m a teacher and I’m currently off for the summer. I am a mother of twin 8 year olds. I will be available during majority of the days of the week. I will be available for overnight stays as well. I have experience walking dogs, following your routine /using your commands, feeding and cleaning up after they releave themselves. I also enjoy cuddles and playtime.

Availability updated 5 months ago
Sitter Profile Image: Titilayo B.
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Sitter Profile Image: Titilayo B.
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20. Titilayo B.

Friend to pets big and small
South Shore, Chicago, IL, 60649
0.3 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5.0 out of 5 stars
2 reviews
Profile image

Titi is a wonderful dog walker and took excellent care of my senior dog. She is patient, has a kind spirit and my little guy looked forward to their walks. Titi is punctual, professional, dependable and always provided a recap of how the walk went. I highly recommend Titi and will continue to use her dog walking services when needed.

Availability updated 9 months ago

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  1. 1. Search

    Read verified reviews and choose a dog walker who’s a great match for you and your dog
  2. 2. Meet & Greet

    Meet either virtually or in-person with a walker to discuss the level of care needed for your dog
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

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