Dog Walking in Armour Square, 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
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Sitter Profile Image: Amy C.
Verified Enhanced Background Check
Sitter Profile Image: Amy C.
Verified Enhanced Background Check

1. 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
4 reviews
4 repeat clients
from
$21
per walk
Profile image

Amy is the best! So happy to have our pup in her trusted hands so he can get outside for a break! Thanks Amy for the great updates and photos!

Calendar Recently Updated
Sitter Profile Image: Jalena C.
Verified Enhanced Background Check
Sitter Profile Image: Jalena C.
Verified Enhanced Background Check

2. Jalena C.

**Not accepting new clients**
West Town, Chicago, IL, 60642
3.8 mi. away
Dog Walking
5.0 out of 5 stars
9 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.

Calendar Recently Updated
Sitter Profile Image: Shimmy G.
Verified Enhanced Background Check
Sitter Profile Image: Shimmy G.
Verified Enhanced Background Check

3. Shimmy G.

Star Sitter
I love my pups & I’ll love yours!
Near South Side, Chicago, IL, 60605
1.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
156 reviews
28 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: Niko F.
Verified Enhanced Background Check
Sitter Profile Image: Niko F.
Verified Enhanced Background Check

4. Niko F.

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

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

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Shawn D.
Verified Enhanced Background Check
Sitter Profile Image: Shawn D.
Verified Enhanced Background Check

5. 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
12 reviews
5 repeat clients
from
$20
per walk
Profile image

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.

Calendar Recently Updated
Sitter Profile Image: Jesse M.
Verified Enhanced Background Check
Sitter Profile Image: Jesse M.
Verified Enhanced Background Check

6. Jesse M.

Friendly neighborhood dog-walker
Loop, Chicago, IL, 60605
2.3 mi. away
Dog Walking
3 reviews
from
$12
per walk

Jesse has grown up with both cats and dogs, and has been fostering cats from the shelter for the past 3 years! I have seen him be very patient with dogs, and attentive to their needs, when taking them on a walk. I have and would again trust him to take care of my pets in a heartbeat.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: David K.
Verified Enhanced Background Check
Sitter Profile Image: David K.
Verified Enhanced Background Check

7. David K.

Star Sitter
Excellent dog/house/cat sitter
Near South Side, Chicago, IL, 60616
1.2 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.
Verified Enhanced Background Check
Sitter Profile Image: Talla A.
Verified Enhanced Background Check

8. Talla A.

I love spoiling dogs
Douglas, Chicago, IL, 60616
0.9 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 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.
Verified Enhanced Background Check
Sitter Profile Image: Sidoni G.
Verified Enhanced Background Check

9. Sidoni G.

Happy human for happy pups!
Lower West Side, Chicago, IL, 60608
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 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: Aela B.
Verified Enhanced Background Check
Sitter Profile Image: Aela B.
Verified Enhanced Background Check

10. Aela B.

Happy Pets, Happy You!
Chicago, IL, 60616
0.4 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$17
per walk

Aela has always been a loving and compassionate person - especially to animals. With her own pets and her experience volunteering at an animal shelter, she has proven to be a reliable caretaker for any animal that comes her way.

Calendar Recently Updated
Sitter Profile Image: Kj H.
Verified Background Check
Sitter Profile Image: Kj H.
Verified Background Check

11. Kj H.

Let's take a walk in the South Loop
Near South Side, Chicago, IL, 60616
1.4 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
Profile image

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.

Calendar Recently Updated
Sitter Profile Image: Max C.
Verified Enhanced Background Check
Sitter Profile Image: Max C.
Verified Enhanced Background Check

12. Max C.

Star Sitter
Pawsitive Trainer & Walker
Chicago, IL, 60608
1.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
69 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Leo L.
Verified Enhanced Background Check
Sitter Profile Image: Leo L.
Verified Enhanced Background Check

13. Leo L.

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

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: Brittany W.
Verified Enhanced Background Check
Sitter Profile Image: Brittany W.
Verified Enhanced Background Check

14. Brittany W.

Attentive, patient & open-minded!
Near South Side, Chicago, IL, 60616
1.1 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: Neyhee S.
Verified Enhanced Background Check
Sitter Profile Image: Neyhee S.
Verified Enhanced Background Check

15. Neyhee S.

Passionate about fur babies ❤️
Chicago, IL, 60605
1.7 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.

Sitter Profile Image: Matt C.
Verified Enhanced Background Check
Sitter Profile Image: Matt C.
Verified Enhanced Background Check

16. Matt C.

Rover 101
4 parks within walking distance!
Armour Square, Chicago, IL, 60616
0.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
125 reviews
21 repeat clients
from
$25
per walk
Profile image

We'd used Matt before for dog-sitting, and it turns out he's a great walker too! Bobbie loves seeing him, and he's so conscientious about our routines. There's no one we'd rather spend time with our pup!

Sitter Profile Image: Andres R.
Verified Enhanced Background Check
Sitter Profile Image: Andres R.
Verified Enhanced Background Check

17. Andres R.

I care for your pets as my own!
Chicago, IL, 60616
0.8 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: Janessa M.
Verified Enhanced Background Check
Sitter Profile Image: Janessa M.
Verified Enhanced Background Check

18. Janessa M.

I've arrived, The best sitter ;)
Bridgeport, Chicago, IL, 60608
1.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
37 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!

Calendar Recently Updated
Sitter Profile Image: Kelsey S.
Verified Enhanced Background Check
Sitter Profile Image: Kelsey S.
Verified Enhanced Background Check

19. Kelsey S.

I’m an animal lover + tree hugger.
Chicago, IL, 60616
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
1 repeat client
from
$20
per walk

Kelsey has cared for 2 of my dogs and is a true animal lover. She enjoys being outside, walking in nature which makes for a perfect dog walker. She is always responsible with my dogs and makes sure they are fed and rewards them when they do tricks for her. I would definitely recommend her to care for and walk your dog.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Annie X.
Verified Enhanced Background Check
Sitter Profile Image: Annie X.
Verified Enhanced Background Check

20. Annie X.

Rover 101
Your 1st kitty/doggy visit FREE ✔
Armour Square, Chicago, IL, 60616
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
126 reviews
97 repeat clients
from
$29
per walk
Profile image

Annie is an absolute dream. She is friendly, courteous, and responsive. I never worried because I knew she was taking good care of them. My older dog has random health issues and Annie would always alert us to any changes and check up on him afterwards. I highly recommend Annie if you want someone who genuinely cares about your pets and who you can trust. Her photos and updates are a (hilarious) highlight of my day! She really knows how to bring out the best side of your dog. 11/10, highly recommend.

Search Map

Rover also offers Dog Walking in these neighborhoods:

Rover also offers other services in Armour Square:

Dog owners in Armour Square, Chicago, IL love booking dog walking with walkers on Rover.com. Over 7915 pet owners have reviewed dog walkers in Chicago, giving them an average rating of 4.9/5 stars. Booking dog walking can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book dog walking with Rover? Check out our average dog walking rates to get an idea before reaching out and starting a conversation with a dog walker near you in Armour Square.

We know you can't always be there, and it's our goal is to connect you with walkers in your neighborhood who can help take care of your pet. With Rover, it's easy to find and book Armour Square dog walkers who will give your dog the exercise they need. Book a 30-minute walk one day, once a week, or even every day. That way, you can take care of what you need to do and know your dog is getting the love they deserve. No matter how often you need a walker or dog walker, we're here for you. We're proud to offer complimentary premium insurance with dog walking services booked through Rover. The next time you're looking for a dog walker in Armour Square, Chicago, visit Rover to search for the perfect dog walker, set up a Meet & Greet, and book a walk anytime you need it. All you have to do after that is sit back and relax: your dog's in good hands.

Dog Walking