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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Search Results

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
36 reviews
27 repeat clients
from
$20
per walk
Profile image

Niko is so great, and is really deferential and respectful to any requests that I make about length/ time of walks. Really grateful to have found such an awesome walker that I can trust with my old lady dog & definitely recommend him!

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

Star Sitter
Dog Lover Ready to Love Your Dogs
Lower West Side, Chicago, IL, 60608
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
10 repeat clients
from
$25
per walk
Profile image

Mike is the best, and our beagle mix, Ava, adores him! 100% recommend.

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Sitter Profile Image: Jalena C.
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Sitter Profile Image: Jalena C.
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3. 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
Profile image

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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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
Profile image

Thank you Crystal for awesome service and walking Zulu!!! My dog felt at ease as soon as he met Crystal. It's apparent she is great with dogs. She has excellent customer service and communication was prompt.

Sitter Profile Image: Shimmy G.
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Sitter Profile Image: Shimmy G.
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5. 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
Profile image

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: Neyhee S.
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Sitter Profile Image: Neyhee S.
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6. 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
$18
per walk
Profile image

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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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
3 reviews
4 repeat clients
from
$21
per walk
Profile image

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David K.
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Sitter Profile Image: David K.
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8. 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
80 reviews
34 repeat clients
from
$20
per walk
Profile image

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: Talla A.
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Sitter Profile Image: Talla A.
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9. 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: Sidoni G.
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Sitter Profile Image: Sidoni G.
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10. 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
Profile image

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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Shawn D.
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Sitter Profile Image: Shawn D.
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11. 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
Profile image

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!

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Sitter Profile Image: Monica & Calvin M.
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Sitter Profile Image: Monica & Calvin M.
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12. 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
Profile image

Calvin is wonderful! He does a fantastic job walking my puppy Penny and always provides great updates. Highly recommend!

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.

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Sitter Profile Image: Mia M.
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Sitter Profile Image: Mia M.
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14. 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
Profile image

Great communication thank you so much!

Sitter Profile Image: Andres R.
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Sitter Profile Image: Andres R.
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15. Andres R.

I care for your pets as my own!
Chicago, IL, 60616
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$14
per walk
Profile image

Punctual and communicative. :-)

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
Profile image

Max was extremely patient and caring walking our 2 dogs, one of which is fearful meeting new people. It is apparent that he is not only an animal lover but knowledgeable. We look forward to having him house sit and continue to work with, play and love on our boys!

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Sitter Profile Image: Jesica G.
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Sitter Profile Image: Jesica G.
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17. Jesica G.

Loving dog mom
Chicago, IL, 60608
0.9 mi. away
Drop-In Visits, Dog Walking
15 years of experience
from
$16
per walk

About: I’ve had dogs my whole life and make sure to pay extreme attentive care. I follow schedules especially for pups who are potty training! Lots of walks and outdoor time! I currently work part time so I am able to care for pets and looking to do so during my free time. I am available Mondays anytime and weekends after 5pm. I have a fenced yard and one beagle pup at home. Based on the pets needs for walks my pup can come along or be kept separate as needed. I follow a daily walk routine and am able to fit that in to the pets needs. I send updates numerous times throughout the day including pictures and can do check ins when needed!

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
Profile image

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!

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Sitter Profile Image: Janessa M.
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Sitter Profile Image: Janessa M.
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19. Janessa M.

I've arrived, The best sitter ;)
Bridgeport, Chicago, IL, 60608
0.9 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
36 reviews
11 repeat clients
from
$17
per walk
Profile image

Janessa is the sweetest! She takes the best care of our new puppy during his daily walks. She takes pictures and provides tons of puppy play-time!

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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Chicago Dog Walking ratings

Overall Rating:
5.0 out of 5 stars

Dog walkers in Chicago are rated on average 5 out of 5 stars based on 21,041 reviews.

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