Dog Walking in 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
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Niko F.
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Sitter Profile Image: Niko F.
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1. Niko F.

Star Sitter
Ensuring your pets safety/happiness
Lower West Side, Chicago, IL, 60616
0.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
34 reviews
24 repeat clients
from
$20
per walk

Niko was awesome in taking Holly for walks when I sprained my ankle. He was really good with my dog and always on time. I highly recommend him

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Sitter Profile Image: Aishu T.
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Sitter Profile Image: Aishu T.
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2. Aishu T.

Walks and Tail Wags - Dog Walker!
Near West Side, Chicago, IL, 60607
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$14
per walk

Aishu is the best walker we’ve ever had! Right from the start she was very responsive, which we appreciate. She’s reliable, patient, and overall really nice - we immediately knew Bo was in excellent hands. She’s an excellent communicator and was able to accommodate Bo’s walks into her schedule. We are looking forward to continue working with her, and Bo looks very happy with his new friend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michael D.
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Sitter Profile Image: Michael D.
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3. Michael D.

Star Sitter
Dog Lover Ready to Love Your Dogs
Chicago, IL, 60609
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
10 repeat clients
from
$20
per walk

Thanks for taking great care of June!

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Sitter Profile Image: Jalena C.
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Sitter Profile Image: Jalena C.
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4. Jalena C.

**Not accepting new clients**
West Town, Chicago, IL, 60642
3.0 mi. away
Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$15
per walk

Jalena has been great. She’s very responsive and keeps me up to date on how my dog is doing. I plan on keeping her as my main dog walker.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Crystal R.
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Sitter Profile Image: Crystal R.
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5. Crystal R.

Star Sitter
My home is where your pet is.
Chicago, IL, 60653
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
96 reviews
41 repeat clients
from
$23
per walk

Chrystal is very caring and my dog Bear loves her. She is an experienced walker. She is also a great communicator and is very conscientious. I would highly recommend her.

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Sitter Profile Image: Shimmy G.
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Sitter Profile Image: Shimmy G.
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6. Shimmy G.

Star Sitter
I love my pups & I’ll love yours!
Near South Side, Chicago, IL, 60605
1.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
144 reviews
27 repeat clients
from
$17
per walk

Shimmy was wonderful! Showed up on time and communicated thru out the day! Also gave me some super cute pictures of my pup during his walk. Would definitely recommend her! :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Neyhee S.
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Sitter Profile Image: Neyhee S.
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7. Neyhee S.

Passionate about fur babies ❤️
Chicago, IL, 60605
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$15
per walk

Neyhee is so great. Very caring and kind. My dog had a great time with her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amy C.
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Sitter Profile Image: Amy C.
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8. Amy C.

Animal enthusiast with extra ♥️
Chicago, IL, 60605
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
3 repeat clients
from
$21
per walk

Super responsive and great with my two pups. I definitely recommend Amy to walk your pets.

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Sitter Profile Image: Kj H.
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Sitter Profile Image: Kj H.
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9. Kj H.

Let's take a walk in the South Loop
Near South Side, Chicago, IL, 60616
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
98 reviews
27 repeat clients
from
$20
per walk

KJ was great with our dog, Penny. Penny is sweet with people, salty with other dogs and KJ kept her safe and happy on her walks. Great pictures, super professional.

Sitter Profile Image: Nicole G.
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Sitter Profile Image: Nicole G.
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10. Nicole G.

Full time mom and animal lover
South Lawndale, CHICAGO, IL, 60608
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
12 repeat clients
from
$21
per walk

Nicole is incredibly kind and patient with Bruce. She always communicates well and is thorough in detailing how her walk with him went. I can’t recommend Nicole enough!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Talla A.
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Sitter Profile Image: Talla A.
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11. Talla A.

I love spoiling dogs
Douglas, Chicago, IL, 60616
1.8 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$20
per walk

Talla is an exceptional care taker for dogs. She took care of both my puppies several times and I will always be looking for her when I leave town without my puppies. So that I can leave it with her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Shawn D.
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Sitter Profile Image: Shawn D.
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12. Shawn D.

Dogs are the Best!
Chicago, IL, 60605
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$20
per walk

Shawn is great! He’s very communicative and truly enjoys taking my little guy out for walks. He is proactive and goes above and beyond to make me feel reassured and to care for my pet. Will definitely be reaching out again on a regular basis!

Sitter Profile Image: Brittany W.
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Sitter Profile Image: Brittany W.
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13. Brittany W.

Attentive, patient & open-minded!
Near South Side, Chicago, IL, 60616
1.4 mi. away
Doggy Day Care, Dog Walking
1 review
1 repeat client
from
$18
per walk

Brittany has always had a love for dogs and it shows! I have two dogs, one over 90 lbs and another over 45 lbs and she gets along with them splendidly. Brittany has played with them and taken them out on walks in the past with no issue. I'm happy to trust her with my furry family members.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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14. David K.

Star Sitter
Excellent dog/house/cat sitter
Near South Side, Chicago, IL, 60616
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
79 reviews
34 repeat clients
from
$20
per walk

He came in last minute as I was out of town . Communication was prompt and clear. I felt safe with him caring for my pup while i was away. Thank you and for all the pictures which mean so much

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sidoni G.
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Sitter Profile Image: Sidoni G.
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15. Sidoni G.

Happy human for happy pups!
Lower West Side, Chicago, IL, 60608
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$20
per walk

Sidoni is by far one of the best persons to have your lil pup be around. She treats your little one as though it was her own. Sidoni is incredibly responsive and sends you a detailed info of her stay with your littles. I would highly recommend her and am incredibly happy that we found her in Rover.

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Sitter Profile Image: Monica & Calvin M.
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Sitter Profile Image: Monica & Calvin M.
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16. Monica & Calvin M.

Rover 101
Your fur baby's new best friends!
Lower West Side, Chicago, IL, 60608
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
257 reviews
105 repeat clients
from
$25
per walk

Calvin does an amazing job walking my dog Penny. I get detailed updates and he’s always there when he says he will be.

Sitter Profile Image: Shaela P.
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Sitter Profile Image: Shaela P.
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17. Shaela P.

Fun, loving, and Welcoming
Chicago, IL, 60616
1.5 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$20
per walk

Shaela is sweet as can be!!!! She was timely & fast responding!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leo L.
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Sitter Profile Image: Leo L.
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18. Leo L.

Star Sitter
Say hi to your dog for me :)
Chicago, IL, 60608
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
21 repeat clients
from
$35
per walk

I have a leg injury and can’t walk my dog for a while. Leo came to rescue. He walked my dog 3 times a day for as long as my husky wanted to walk. I booked him for 3 hours daily and he was amazing. He’s able watch for cues and adjust accordingly. He walked my dog one long walks and two potty breaks daily, totaling about 6 miles. In the beginning, my stubborn husky wouldn’t go far from the house due to my injury and Leo was super gentle with her. Leo walked my dog regardless of weather conditions, even when temperatures were low. He found ways to entertain her - I’m forever grateful. He is reliable, extremely punctual, kind and definitely knowledgeable about dog behavior. With Leo, I didn’t worry about anything. I will continue to book him as needed and can’t recommend him enough. Your furry friend/child is in good hands with Leo.

Sitter Profile Image: Max C.
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Sitter Profile Image: Max C.
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19. Max C.

Star Sitter
Pawsitive Trainer & Walker
Chicago, IL, 60608
0.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
67 reviews
36 repeat clients
from
$32
per walk

Max was so kind and went above and beyond while taking care of our dog, Phoenix. He was very thorough in our meet and greet to make sure he knew the ins and outs of how we take care of Phoenix. We definitely appreciate his time and care!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jason M.
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Sitter Profile Image: Jason M.
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20. Jason M.

Experienced Professional
Lower West Side, Chicago, IL, 60608
0.6 mi. away
Boarding, Dog Walking
12 reviews
from
$25
per walk

Jason is a very knowledgeable dog owner and from what we have noticed has maintained clients for decades, we trust Jason 100% with our senior dog Hannah who is very particular about who she socializes with. Jason is aware of this and knows to keep her away from other dogs as she can be reactive sometimes. Jason absolutely loves dogs and is familiar with all the ones in our neighborhood, to have Jason as a friend and neighbor is to know all the four-legged friends that hang along with him and that’s not a bad way to live <3

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