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.

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Sitter Profile Image: Jalena C.
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Sitter Profile Image: Jalena C.
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1. 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
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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: 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
39 reviews
27 repeat clients
from
$20
per walk
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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

Sitter Profile Image: Nicole G.
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Sitter Profile Image: Nicole G.
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3. 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
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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: 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
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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.

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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
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Shimmy is the perfect dog walker! She takes her time with Humphrey, which is important because he can be stubborn on his walks. He’s older and we trust her to judge his exercise tolerance. And we really appreciate the detailed report and photos. I absolutely recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michael D.
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Sitter Profile Image: Michael D.
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6. 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
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Thank you for loving on Minnie this week 🫶🏻

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
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
4 repeat clients
from
$21
per walk
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Amy was great with my pup Chorizo! Such easy communication and everything was smooth!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Shawn D.
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Sitter Profile Image: Shawn D.
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8. 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
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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!

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
80 reviews
34 repeat clients
from
$20
per walk
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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
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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!

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: Sidoni G.
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Sitter Profile Image: Sidoni G.
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12. 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
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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: Mia M.
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Sitter Profile Image: Mia M.
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13. 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
12 reviews
4 repeat clients
from
$25
per walk
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Great communication thank you so much!

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Sitter Profile Image: Jesica G.
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Sitter Profile Image: Jesica G.
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14. 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!

Sitter Profile Image: Max C.
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Sitter Profile Image: Max C.
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15. 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
69 reviews
36 repeat clients
from
$32
per walk
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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!!

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Sitter Profile Image: Ava M.
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Sitter Profile Image: Ava M.
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16. Ava M.

Here to give your pets the best!
Chicago, IL, 60607
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$16
per walk

About: I’ve grown up with dogs forever. I watch my friends dogs when they’re out of town and I currently own a large and small dog breed. Despite my frame, I’m an athlete so if you’re afraid of your pet pulling you can have some piece of mind. After class I try to get a few walks in before and after practice. In addition, I am usually free the entire day on weekends. However my availability varies due to sports and school I enjoy spending time and being around pets as long as I’m not making them anxious, if so I will give them space and occasionally check in on them. I try to play and walk with pets to give them a mind enrichment activity at least twice a day. Lastly i try to feed them according to owner instruction or 3 meals a day with varying size depending on the pet.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leo L.
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Sitter Profile Image: Leo L.
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17. 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
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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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18. Jason M.

Experienced Professional
Lower West Side, Chicago, IL, 60608
0.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
12 reviews
from
$25
per walk

I've been using Jason service for the last 6 months. Very dependable and patients with my dog Querida. She's a very happy energetic 2 year old that enjoys her daily play dates with her friends in Jason's care. Lucky for me Querida has her daily routine, eating, napping, running and doggie friend time. 😀 gotta love a happy dog. Thanks Jason

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jenny C.
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Sitter Profile Image: Jenny C.
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19. Jenny C.

Star Sitter
Attention & Love for your pet!
Bridgeport, Chicago, IL, 60608
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$25
per walk
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My dog immediately loved Jenny. She is always on time and sends great pictures. Your pets will love Jenny too.

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
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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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