Dog Walking In Uptown Chicago

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Top rated Uptown dog walkers

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

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Sitter Profile Image: Sky S.
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Sky S.
from
$13
per walk
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.

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

Cierra was amazing with our dog! She was punctual and flexible with scheduling but most importantly she was incredibly sweet and caring with our dog. She took the time to send pictures and personalized messages. I will absolutely be booking with her in the future 10/10 recommend!!

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Rebekah P.
Sitter Profile Image: Kiefer S.
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Kiefer S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
9 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: Ryan J.
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Ryan J.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
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: Kevin O.
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Kevin O.
from
$15
per walk
5.0 out of 5 stars
11 reviews
4 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: Madeline M.
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Madeline M.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
255 reviews
76 repeat clients
27 years of experience
Uptown, Chicago, IL, 60640

We love Madeline! She’s incredibly reliable, responsive and kind. I love the updates and photos she shares with me and can tell my dog loves her. Thanks for taking such good care of my little guy on all his walks!

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Kirsten D.
Sitter Profile Image: Ethan D.
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Ethan D.
from
$25
per walk
4.9 out of 5 stars
71 reviews
50 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: jena s.
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jena s.
from
$18
per walk
4.9 out of 5 stars
50 reviews
22 repeat clients
7 years of experience
Chicago, IL, 60640

Jena is great. She handled our dog Darby in such an expert and gentle way. Darby clearly felt comfortable with her. She inspired confidence and communicated well. We will definitely wish to have her walk Darby again.

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Priscilla A.
Sitter Profile Image: Patrick M.
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Patrick M.
from
$25
per walk
4.6 out of 5 stars
27 reviews
18 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: Mariah E.
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Mariah E.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
105 reviews
33 repeat clients
10 years of experience
Uptown, Chicago, IL, 60613

Mariah is fantastic! Penny is a very picky dog (we tried 3 different walkers before Mariah and they didn't jive well with her) but Penny loves Mariah and took to her immediately! She is thoughtful and her communication skills are fantastic - she always communicates her concerns with me and is always quick to respond! We definitely plan to use her as long as possible!

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Riley 'Ray' S.
Sitter Profile Image: Janet Z.
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Janet Z.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
18 reviews
7 repeat clients
15 years of experience
Chicago, IL, 60613

Janet was great with my senior dog! Was gentle and took her time on the walk. Renee seemed happy and comfortable when I got home from work :)

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Nicole N.
Sitter Profile Image: Koemi V.
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Koemi V.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
70 reviews
33 repeat clients
10 years of experience
Uptown, Chicago, IL, 60640

Koemi is really patient and sweet to our dog Jin and has been great at communication and giving us updates during walks. We also really appreciate her positive reinforcement techniques with Jin

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Mike A.
Sitter Profile Image: Madison B.
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Madison B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
40 reviews
15 repeat clients
10 years of experience
Uptown, Chicago, IL, 60613

Madison was great!! Really loved that she gave Calvin space to get comfortable with her and handled him great during walks. Calvin really liked her, even though it is difficult for him to trust new people, he was happy to see her after meeting once. Very excited for future bookings :)

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Shadia W.
Sitter Profile Image: M. Artemis M.
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M. Artemis M.
from
$20
per walk
5.0 out of 5 stars
87 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: Allene D.
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Allene D.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
8 years of experience
Chicago, IL, 60640

About: Hi!! I’m Allene — your pet’s new best friend (and your peace of mind while you’re away). I’ve been pet sitting for years and have experience volunteering at a pet boarding facility, plus I’m an active volunteer with PAWS Chicago — so I’m very used to all kinds of personalities, energy levels, and main character pet energy! I also have a lab/border collie named Kuzma, so I fully understand the chaos, the energy, and the unconditional love that comes with it. I love to travel, so I know how important it is to leave your pet with someone you actually trust (not just someone who shows up, feeds them, and dips). I’ll make sure your pet feels safe, cared for, and honestly… a little spoiled. Expect lots of updates, pics, and me treating your pet like they’re my own I currently work from home full-time, which gives me a lot of flexibility for pet care. I’m available during lunch hours on weekdays and have full availability on weekends. This allows me to give your pet plenty of attention, whether it’s walks, drop-ins, or overnight care. I’m great at sticking to routines and making sure your pet’s schedule stays consistent and stress-free. Your pet’s safety and comfort are my top priorities. Since I care for pets in their own home, I make sure to respect your space while keeping your pet in a familiar, low-stress environment. I’m very attentive, follow all care instructions closely, and keep you updated so you always know how your pet is doing. My goal is to make you feel confident and your pet feel completely at ease!

Sitter Profile Image: Dylan T.
Verified Enhanced Background Check
Dylan T.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
35 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: Rachel H.
Verified Enhanced Background Check
Rachel H.
from
$23
per walk
5.0 out of 5 stars
69 reviews
25 repeat clients
25 years of experience
Uptown, Chicago, IL, 60640

Rachel was great! We will absolutely be booking her again

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Alexandra R.
Sitter Profile Image: Whitney O.
Verified Enhanced Background Check
Whitney O.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
100 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: Darisbeth S.
Verified Enhanced Background Check
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

she did amazing and took great care of blue! great communication and took a lot of photos! i would definitely have her take care of him again

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Carolyn W.
Sitter Profile Image: Jaime R.
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Jaime R.
from
$20
per walk
5.0 out of 5 stars
16 reviews
5 repeat clients
16 years of experience
Lake View, Chicago, IL, 60613

Jaime is very kind and reliable. I very much appreciate how communicative he is about his walks with Lily. It feels good to know she’s in good hands!

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Lauren M.
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Over 1,731
pet parents in Uptown have booked dog walking

Uptown dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Kayleigh was very responsive and flexible. She was able effectively walk our stubborn dog Winston and provided great care for him on a hot day outdoors by making sure he drank water and took breaks. She was also thorough in her feedback. I would definitely use her services again in the near future!

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Hector A.
Dog Walking
5.0 out of 5 stars

Meg did an awesome job taking my dog for a few walks this week. From our meet and greet to her thoughtful messages and walk summaries, I can tell Meg is so caring with the pets she watches. I was so appreciative she reached out and was able to come over before a storm started to keep my dog company for a little while :) Thanks so much Meg!

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Sarah P.
Dog Walking
5.0 out of 5 stars

Allene has been a fantastic dog walker - communicative, punctual, and great positive energy for Rango - he always nearly wags his tail off when she arrives to take him! Allene does a nice recap at the end of the walk to let us know what the walk was like and what Rango was up to. We’re happy to have Allene booked for recurring walks with Rango and know he’s in great hands!

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Brendan L.
Dog Walking
5.0 out of 5 stars

Abigail has been so great and such a huge help to us! She’s been walking our puppy and checking on our senior cat. She’s very communicative and quick to respond and takes great pictures! We will continue to use Abigail’s services confidently for both of our pets.

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Marcella F.
Dog Walking
5.0 out of 5 stars

Gwyneth is fantastic. Extremely responsible and I’m looking forward to connecting with Gwyneth again to walk my pup.

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Drew I.
Dog Walking
5.0 out of 5 stars

Joel is great dog trainer and his work with Enzo helped me to overcome increasingly stressful walks with Enzo. He is mainly working on leash pooling and to take treats gently as of right now. It is work in progress, but I see improvements. Joel is responsive and helpful.

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Katarina M.
Dog Walking
5.0 out of 5 stars

Amazing! She stepped in after I had a minor medical emergency and fit in with Hank like a glove. Patient, experienced, energetic, I cannot recommend her dog walking services enough!

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Edie G.
Dog Walking
5.0 out of 5 stars

Lindsay’s communication was incredible and her care for my pup was even better. Very grateful to have the peace of mind he was in good hands!!

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Mal B.
Dog Walking
5.0 out of 5 stars

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.
Dog Walking
5.0 out of 5 stars

Cierra has been wonderful with my dog, Mishti. She clearly cares about the dogs she works with and always goes above and beyond. Mishti loves her walks, and I really appreciate how attentive and observant Cierra is—she has even noticed unusual changes in Mishti's bowel movements and brought them to my attention right away. She also takes the time to brush Mishti, so her visits are much more than just a walk. Cierra is kind, reliable, and genuinely cares about Mishti's well-being. I highly recommend her to anyone looking for a thoughtful and trustworthy dog walker.

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Umeshwari N.
Dog Walking
5.0 out of 5 stars

Michele was quick to respond to my request and meet and greet. Her first walk with Barry seemed to go very well. Looking forward to working with her more!

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Amanda D.
Dog Walking
5.0 out of 5 stars

Sara is punctual, reliable, and always takes great care of our girl! We never have to worry as she’s always in great hands with Sara :)

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Eugenia O.
Dog Walking
5.0 out of 5 stars

Jessica was fantastic! She accommodated a same day request and was very responsive. Would definitely use her services again!

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Hector A.
Dog Walking
5.0 out of 5 stars

Becca is great!! Came over to meet our puppy the day before and get the lay of the land which made me feel much more comfortable! Will continue to use her for our pup!!

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Alexandra U.
Dog Walking
5.0 out of 5 stars

We cannot recommend Morgan enough! She was extremely communicative and attentive to all of our dog’s needs. She was timely and took extra special care of our guy! Will be using Morgan many times on the future!

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Darcey W.
Dog Walking
5.0 out of 5 stars

Daria is fantastic! She is patient with my dog who hates his harness. I can tell by her post walk notes that she truly cares about my dog. She provides thorough notes on how each walk went. Can’t recommend her enough!

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Lauren P.
Dog Walking
5.0 out of 5 stars

Valerie is the best!!! She has been walking my dog regularly for a little over a month now and she always leaves detailed notes along with incredible pictures. I can tell she truly cares about my dog!! My dog is always looking forward to his walks with her. I cannot recommend her enough!!

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Lauren P.
Dog Walking
5.0 out of 5 stars

Josie is great with my Toffee girl. Plenty of pictures and updates. Very happy to have found her on Rover!

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Christine S.
Dog Walking
5.0 out of 5 stars

George has been wonderful with sparky. Thank you for being his mid-day break and always communicating any updates. We'll miss you.

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Alisa A.
Dog Walking
5.0 out of 5 stars

Nataly was so easy to work with and is extremely kind! She just met my pup and made me feel so comfortable that he was in good hands.

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Danielle K.
Dog Walking
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How Rover works

  1. 1. Search

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  3. 3. Book & Pay

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

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your dog walker has to cancel, we’ll work with you to find a new walker.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Uptown average 4
repeat dog walking clients

Dog Walking FAQs

Frequently asked questions about Rover

Dog walkers on Rover are free to set their rates. The median cost to hire a dog walker in Uptown on Rover as of Jun 2026 was about $20 per walk, after factoring in Rover’s service fees. A dog walker’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Uptown dog walker for the first time, visit the dog walker’s profile and select the Contact button.

If you have an active request or have booked a service with a dog walker before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog walkers about your booking. Typically, 84% of Uptown dog walkers respond in under an hour.

Dog walkers in Uptown have an average of 13 years of experience. Dog walkers with repeat customers have an average of 4 repeat clients. Experience can vary from dog walker to dog walker, but you can view reviews, years of experience, and number of repeat clients when you compare dog walkers in Uptown.

You can’t always predict a super busy day at work, but you can anticipate your dog’s needs. Instead of rushing home at lunch, book a dog walker to give your dog a 30- or 60-minute dog walk. Your dog walker can stop by as many times as you need—on whatever days you need them. With the Rover app, get a comprehensive Rover Card from your dog walker that includes:

  • Start and stop times
  • A map of their walk with total distance
  • Pee, poo, food, and water breaks
  • Cute photos and a personalized note

Yes! Dog walkers joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog walker through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog walker has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog walker requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog walking service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog walker’s cancellation policy.