Dog Walking Uptown

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Over 1,136
pet parents in Uptown have booked dog walking

Uptown, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Dylan T.
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Dylan T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
37 reviews
11 repeat clients
25 years of experience
Uptown, Chicago, IL, 60640

Dylan had been awesome with Ellie. He’s very patient and loving to her. Plus he’s been super flexible with our schedule. We are glad we found him and definitely recommend to anyone!

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Cheryl H.
Sitter Profile Image: M. Artemis M.
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M. Artemis M.
from
$20
per walk
5.0 out of 5 stars
89 reviews
11 repeat clients
10 years of experience
Chicago, IL, 60613

Artemis is great! Always gives my dog extra time and love; goes above and beyond to make sure that she is cared for and comfortable! I am so appreciative!!

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Jennifer V.
Sitter Profile Image: Kiefer S.
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Kiefer S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Uptown, Chicago, IL, 60613

Kiefer saved the day! Last minute late at night I requested a dog walker for the next day and he accepted. He was responsive, flexible, and listened to my requests. I greatly appreciated the photos and kind comment after the walk. Walking my 3 boys could be a handful and Kiefer ensured the boys enjoyed their walk! I’ve found my new walker! :)

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Ryan R.
Sitter Profile Image: Cierra T.
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Cierra T.
from
$20
per walk
5.0 out of 5 stars
37 reviews
13 repeat clients
15 years of experience
Uptown, Chicago, IL, 60613

Cierra was so kind, communicative, and helpful. She took great care of my dog and sent me great pictures and updates throughout the day. I will definitely be rebooking!

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Molly W.
Sitter Profile Image: Mariah E.
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Mariah E.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
106 reviews
33 repeat clients
10 years of experience
Uptown, Chicago, IL, 60613

Mariah was a gem. She met us and the dogs before their first walk and they immediately loved her. She has helped out with some walks so far and we plan to book her to stay with our dogs and house for an upcoming trip. so far 1000% recommend.

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Jessica B.
Sitter Profile Image: Kevin O.
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Kevin O.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
11 reviews
5 repeat clients
15 years of experience
Uptown, Chicago, IL, 60640

perfect communicative and great photos

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Kevin & Steve C.
Sitter Profile Image: Afiya K.
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Afiya K.
from
$20
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Chicago, IL, 60613

About: I’m based in Brooklyn and I’ve had cats and dogs in my life since I was about five years old, many of them from the time they were kittens and puppies. I’ve watched pets for family and friends for years, and I’ve taken care of school/classroom pets for extended periods of time. Caring for animals has always felt natural to me. I’m a calm, soft-spoken person, and animals tend to respond well to that energy. I pay attention to their body language, their routines, and the little things that help them feel safe. I also believe good pet care starts with understanding the pet parent. I take time to get to know you, your routines, your expectations, your concerns so I can truly be of service and support your pet the way you would. Trust matters to me, and I don’t take it lightly. When your pet is with me, they’re cared for with patience, consistency, and real presence. I work from home, which allows me to be flexible and present throughout the day. Because I’m home-based, I’m able to maintain consistent feeding times, potty breaks, and check-ins, and I’m not rushing in and out. I plan my schedule intentionally so the pets in my care receive steady attention and aren’t left alone for long stretches. Safety and trust mean a lot to me, especially because I’ve been a pet owner myself for most of my life. I know how important routines are, and I follow routines in my own life, so I respect and stick to the ones you’ve created for your pet. If I’m in your home, I’m mindful and respectful of your space. And I stay present on walks, especially here in Brooklyn where things can get busy. I don’t rush, and I don’t multitask when I’m responsible for your pet. As a pet owner, I understand the level of trust it takes to leave your animal with someone so I take that seriously. I communicate clearly and send frequent updates so you feel at ease, not just informed.

Sitter Profile Image: Patrick M.
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Patrick M.
from
$25
per walk
4.7 out of 5 stars
32 reviews
20 repeat clients
6 years of experience
Uptown, Chicago, IL, 60613

Patrick did a great job walking Killer for 2 afternoons. He stepped up at the last minute to help us out of an unexpected jam, and we really appreciate it. Patrick is pleasant, funny and easy going. Killer felt comfortable immediately upon meeting. We will ask Patrick for help next time we meed a walker.

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Max P.
Sitter Profile Image: Ryan J.
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Ryan J.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
9 reviews
5 repeat clients
5 years of experience
Lincoln Square, Chicago, IL, 60640

Ryan was absolutely fantastic to work with. He was very detailed on how his and Luna's walks went. He was very attentive to her and made sure she had plenty of play time and pets. I will definitely be booking walks with him in the future

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Tia G.
Sitter Profile Image: Ethan D.
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Ethan D.
from
$25
per walk
4.9 out of 5 stars
72 reviews
51 repeat clients
10 years of experience
Chicago, IL, 60613

Ethan goes above and beyond for our pup. He even took him to an emergency vet appointment when we weren’t able to. I can’t recommend him enough!

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Jessica L.
Sitter Profile Image: Gaby G.
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Gaby G.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
44 reviews
9 repeat clients
10 years of experience
Uptown, Chicago, IL, 60640

Gaby was amazing walking my dog Oatley! She sent me lots of photos and kept me updated. She followed directions and was very respectful of my home! Will absolutely be using her as a reliable sitter for my German shepherd.

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Kylie L.
Sitter Profile Image: Darisbeth S.
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Darisbeth S.
from
$20
per walk
5.0 out of 5 stars
167 reviews
30 repeat clients
3 years of experience
Uptown, Chicago, IL, 60613

Darisbeth is absolutely wonderful!! Takes excellent care of my baby Milo on their walks. Always sends updates and photos along their walks and Milo always seems very happy! She is very communicative and overall has been a wonderful experience having her walk him

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Kenzie F.
Sitter Profile Image: Madeline M.
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Madeline M.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
260 reviews
77 repeat clients
27 years of experience
Uptown, Chicago, IL, 60640

Madeline is an excellent dog walker who took excellent care of our 15-year-old 50lb senior pup, which our pup can be stubborn at times! Our dog looked so happy to go on walks and receive friendly attention from Madeline while we were away. It was so nice to receive daily updates on scheduling and visitation reports. I would not hesitate to hire Madeline again! Thank you!!

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Paul I.
Sitter Profile Image: Whitney O.
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Whitney O.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
101 reviews
36 repeat clients
31 years of experience
Chicago, IL, 60640

Whitney was absolutely amazing! She was flexible to my changing schedules and she is always available to help out with your fur baby. My dog Fiona enjoyed her walks with Whitney and I got wonderful report cards with pictures of their walk. From Fiona’s reaction to see Whitney, I could tell that she has a very loving heart towards your pet. Whitney is extremely reliable and a wonderful person. I highly recommend her. Thanks Whitney from Fiona and me! ?

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Susmita U.
Sitter Profile Image: Miriam W.
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Miriam W.
from
$13
per walk
5.0 out of 5 stars
1 review
2 repeat clients
20 years of experience
Uptown, Chicago, IL, 60640

About: I was raised on a farm in Bloomington, Indiana where our family would own or foster upwards of 6 dogs at any given time, of all sizes and breeds. I am familiar with rescues requiring extra patience and understanding, service dogs, large dogs, and breeds that have unique instincts + needs, such as herding dogs. I have also been a cat owner for over two decades (no cats in my apartment currently) and work especially well with cats with attitude, or who are known to be finicky in temperament. I can adapt to whatever special needs your animal might have and ensure they have the best care possible. My schedule is free at the moment (with a few exceptions), so feel free to reach out to see if a day / time works. I may be limited in long distance dog walking and high intensity play between June 3rd to June 15th, but standard walks and light play or visits to dog parks are fine. I have a spacious apartment with lots of room for animals to roam or lounge. There is a back deck and narrow fenced in area behind the building for lounging. The area I am in (Andersonville) is very dog friendly and walkable. I would suggest bringing blankets, beds, toys, etc as I don't have these items in my space at the moment. I am home all day / night for caretaking and happy to spend as much time with them as they need. If your pet requires special attention, just let me know and I will ensure they receive it. I also provide pictures and regular updates!

Sitter Profile Image: Sky S.
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Sky S.
from
$23
per walk
5.0 out of 5 stars
9 reviews
1 repeat client
17 years of experience
Uptown, Chicago, IL, 60640

About: I’m a lifelong dog owner and a lifelong dog lover! My very first dog was a shihtzu who lived until she was 17. I have as much experience with the running around and keeping up with a pup as I do slowing down and meeting their needs. As my sweet girl crossed the rainbow bridge, I learned a lot about how to accommodate senior dogs and how to navigate their care. My family adopted a Burmese mountain doodle as well, so i’ve definitely got some experience on BOTH sides of the size spectrum. 😂 I’m familiar with the finicky nature of yorkies, the bold yet gentle nature of goldens, and the sassiness of corgis. I know every dog has their quirks, and discovering and working with them is one of the joys of being alive. Since my family raised all of our dogs from puppies, im very comfortable looking after younger dogs. I am very active so I can help get your pups energy out! We can run and fetch and make sure you have a peaceful home when you get off from work! I can also trot along with our older dogs and make sure they’re getting their medication, etc. I can also cook their food as i’m experienced with homemade food for pets. Care is one of my biggest traits so being able to extend that to your four legged loved ones would come next to nothing for me. There are very many paw prints on my heart and I hope maybe your dog can leave one too :) ps- you’ll always get super cute candid pictures of your dog from me too! and maybe even a doodle :D I have open availability. My schedule can revolve around what’s necessary. I’m an artist so since I make my own schedule, there are no interruptions. I live in a very dog friendly apartment building. We have a dog wash area downstairs- pet friendly. There are a handful of big open fields near my building and plenty of walking paths! I have routes picked out for dogs who need super long walks to get all that energy out; and shorter routes for our older friends who need to just go potty and right back inside. I am 8 minutes from Puptown dog park, so friendly dogs get to have a great time here. Cuddly quiet dogs who have attachment issues as well as avoidant buddies have plenty of space in the apartment to cozy up or- hold their own space! I have open availability constantly so your pup is never left unattended for long. Your dog will have their own space and be the center of my attention while we’re together.

Sitter Profile Image: Meghan O.
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Meghan O.
from
$20
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Chicago, IL, 60640

Meghan was so kind to do a same day request for a walk. I was sick and couldn’t do it and my high energy pup desperately needed it!! Thank you Meghan!!

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Carl R.
Sitter Profile Image: Rich S.
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Rich S.
from
$25
per walk
5.0 out of 5 stars
7 reviews
2 repeat clients
50 years of experience
Chicago, IL, 60613

Rich was great with our pups. Came every day at the scheduled time, was super gentle and patient with our timid dog. Took photos. Was very responsive to any inquiry I made on Rover. Made sure they were secure in their crates when he left. We felt very comfortable leaving our pups in his care.

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Pamela N.
Sitter Profile Image: Koemi V.
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Koemi V.
from
$35
per walk
5.0 out of 5 stars
70 reviews
34 repeat clients
10 years of experience
Uptown, Chicago, IL, 60640

Koemi was awesome and we would definitely bring her back! She was quick to reply, on time, and took Hershey on a perfect big walk to tire her out. Thank you!!

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Margaret B.
Sitter Profile Image: Alexander K.
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Alexander K.
from
$21
per walk
5.0 out of 5 stars
42 reviews
12 repeat clients
20 years of experience
Uptown, Chicago, IL, 60640

Prompt communication and wonderful with our big great dane pup!

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Jade M.
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The median cost per walk for dog walking in Uptown is $20

Dog parents share their Rover experiences - Uptown

1 / 1
5.0 out of 5 stars

Madison is very sweet with our girl and super responsive. She has great communication with us and sends perfect updates and pics. She even helped us out when we had a last minute time change and a rain storm. We appreciate her very much and will confine to use her services.

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Gina M.
Dog Walking
5.0 out of 5 stars

Isabella was great! Great communication and took great care of my dog. Would use her services in the future and highly recommend!

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Ashley G.
Dog Walking
5.0 out of 5 stars

Kaira is an amazing dog walker! She takes such good care of my pup when I’m in the office. Can’t recommend her enough.

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Haley G.
Dog Walking
5.0 out of 5 stars

Great communication, prompt, and very patient with my dog who is new to in home care and suspicious of strangers !

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Erin G.
Dog Walking
5.0 out of 5 stars

Cierra was so kind, communicative, and helpful. She took great care of my dog and sent me great pictures and updates throughout the day. I will definitely be rebooking!

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Molly W.
Dog Walking
5.0 out of 5 stars

Roxy is a dream! My senior dog was sick earlier in the week and needed some extra attention when Roxy walked him. Think extra food, medicine, walks, etc. Roxy handled the whole thing like a champ AND agreed to watch him on extremely short notice. 1000% would book again!

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Devon S.
Dog Walking
5.0 out of 5 stars

Kevin was very attentive, communicative, and prompt when taking care of our pup. He helped us on short notice and made things super easy. Would recommend.

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Stefan S.
Dog Walking
5.0 out of 5 stars

Abbie is amazing!! Took such good care of my dog River and sends updates. Will be using in the future for sure !!!!!!

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Natalie W.
Dog Walking
5.0 out of 5 stars

Sky was awesome walking my German shepherd! She kept me updated and took great care of my pupper. She was respectful of my home and followed instructions. Will definitely hire her again!

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Kylie L.
Dog Walking
5.0 out of 5 stars

Ryan is a gem! He is a great communicator, and so kind and extremely reliable. We are so happy to have found him for our girl, Peanutbutter. We will definitely rebook Ryan and we can highly recommend him, his professionalism and kindness.

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Gina M.
Dog Walking
5.0 out of 5 stars

She was available asap when I was in a pinch! Very communicative and came through big time. Thank you!

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Aldo H.
Dog Walking
5.0 out of 5 stars

Amazing dog sitter!!! Detailed reports with lots of pics. Did a great job at following our specific requests for our elderly dog who gets meds and has particular needs. Does a great job with engaging with Maya and judging what days she has more or less energy.

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Anjali G.
Dog Walking
5.0 out of 5 stars

Grace is so patient with my sometimes very dramatic and stubborn beagle. She’s great with her too! Thank you Grace!!!

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Erin J.
Dog Walking
5.0 out of 5 stars

Niza is great with puppers- she is super communicative and loves to give treats and play. Bailey and I definitely recommend her! 🐶

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Erin J.
Dog Walking
5.0 out of 5 stars

Molly was an amazing walker for my golden doodle! She communicated promptly and followed all instructions. Would definitely recommend!

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Allison H.
Dog Walking
5.0 out of 5 stars

Mikayla has been fantastic! She comes every week to walk my problem child pitbull lol. She is amazing with him and he adores her.

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Brynne J.
Dog Walking
5.0 out of 5 stars

Claire was great! She was able to walk Chico and feed him on a short notice and provided wonderful pictures of him as well. She even stayed a little longer and hung out with him giving him pets. Will absolutely reach out to her in the future.

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Holland J.
Dog Walking
5.0 out of 5 stars

Gaby was amazing walking my dog Oatley! She sent me lots of photos and kept me updated. She followed directions and was very respectful of my home! Will absolutely be using her as a reliable sitter for my German shepherd.

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Kylie L.
Dog Walking
5.0 out of 5 stars

Erin is amazing!! She took excellent care of my anxious dog and took the time to work with her to make sure she was comfortable. It was my dog’s first time with a walker and I will definitely be booking with Erin again :)

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Hadalee G.
Dog Walking
5.0 out of 5 stars

Maya was delightful from start to finish. We had a last minute booking which she accommodated with no stress. I’m recovering from a surgery so I needed her for 4 walks a day for 3 days. She showed up on time every time and was so positive and full of good energy every time. She was also very amenable to a few time changes I needed to make. She’s very sweet with my pups and I will most definitely work with her again.

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Winifred G.
Dog Walking
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