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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What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michael D.
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Sitter Profile Image: Michael D.
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1. 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
24 reviews
10 repeat clients
from
$20
per walk

Thanks for taking great care of June!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Niko F.
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Sitter Profile Image: Niko F.
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2. 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
31 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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3. 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
3 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: Crystal R.
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Sitter Profile Image: Crystal R.
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4. 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: Jalena C.
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Sitter Profile Image: Jalena C.
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5. 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.

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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 super accommodating with a late walking request. Spent more time with them than I even anticipated and made them feel so comfortable! She is definitely customer and dog friendly.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amy C.
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Sitter Profile Image: Amy C.
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7. 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.

Sitter Profile Image: Brittany W.
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Sitter Profile Image: Brittany W.
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8. 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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9. 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

Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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10. Amanda B.

Headline incomplete
Loop, Chicago, IL, 60605
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
4 repeat clients
from
$15
per walk

Amanda is really sweet, personable, attentive and professional! My dog Dutchess took to her immediately! I will definitely recommend her to anyone who needs her service and will most definitely be using her in the future!

Sitter Profile Image: Nicole G.
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Sitter Profile Image: Nicole G.
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11. 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: 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 was so amazing I could tell that Charlie really comfortable with him. I was very happy that Shawn sent photos of each of his visit. The photos definitely helped put us at ease seeing Charlie’s smile. This was our first time using a dog walker and I had my reservation about it, but Shawn made it very easy and was extremely accommodating. He was on time and followed the instruction as we left for him. Love the extra care that he took with Charlie. Definitely will be using Shawn again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Neyhee S.
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Sitter Profile Image: Neyhee S.
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13. 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.

Sitter Profile Image: Shaela P.
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Sitter Profile Image: Shaela P.
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14. 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: 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.

Sitter Profile Image: Max C.
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Sitter Profile Image: Max C.
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16. 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

Thanks, Max! You were terrific with Artie ( he told us so!). All joking aside, we appreciate the help. Max was very accommodating and an excellent communicator. He stepped up when we were in a pinch, and we are so appreciative. We will most certainly use him again. If you also need some training, he will be a great resource.

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Sitter Profile Image: Mia M.
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Sitter Profile Image: Mia M.
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17. Mia M.

I love all animals big and small
Chicago, IL, 60607
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$23
per walk

Great communication thank you so much!

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

Leo was great! My dog loved him and responded to him very well! And Leo accommodated me on short notice. Will be booking with him again soon!

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

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

It's hard to say if Jason loves dogs (his own and those in his care) more or if the dogs love Jason more. Regardless, this is all to say that Jason is a wonderful with dogs. Jason came recommended to me by friends whose dogs have been walked and watched by Jason, and in turn I've recommended him to many more friends. My dog, Doug, loves no one more and always comes home well exercised, well socialized, and just plain happy.

Sitter Profile Image: Glen K.
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Sitter Profile Image: Glen K.
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20. Glen K.

I treat dogs like they're my own
Chicago, IL, 60608
0.5 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
from
$13
per walk

Glen was very helpful and I had a peace of mind while out of town! He communicated well and was timely. I can't recommend him enough! Very professional !

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