Dog walking in Oswego

Book on-demand and scheduled walks with local dog walkers - choose between a 20-minute, 30-minute, or 60-minute walk for your pup
Need a walk ASAP? Let Wag! match you with a top-rated dog walker near you.

Best dog walkers in Oswego

Book on demand and scheduled walks with local dog walkers

Recommended
Dog Walking

On-demand, scheduled, and recurring walks

Type to search cities...

$10

$90

1 mi30 mi
Pet Experience
Training Experience
Health Wellness

Best dog walkers in Oswego

Book on demand and scheduled walks with local dog walkers

Recommended

1. Jessica A

Oswego, IL, 60543

from$18

Five stars

5 (16)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$18

Oswego, IL, 60543

2. Layla T

Oswego, IL, 60543

from$18

Five stars

4.9 (81)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$18

Oswego, IL, 60543

3. Sydney S

Oswego, IL, 60543

from$16

Five stars

5 (106)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Oswego, IL, 60543

4. Patrick S

Yorkville, IL, 60560

from$16

Five stars

5 (486)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Yorkville, IL, 60560

5. Jillian J

Aurora, IL, 60506

from$19

Five stars

5 (388)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$19

Aurora, IL, 60506

6. SHARLEEN D

Aurora, IL, 60504

from$17

Five stars

5 (60)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$17

Aurora, IL, 60504

7. Lydia G

Aurora, IL, 60504

from$17

Five stars

5 (31)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$17

Aurora, IL, 60504

8. Kaitlyn O

Yorkville, IL, 60560

from$18

Five stars

5 (244)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$18

Yorkville, IL, 60560

9. Desiree C

Plainfield, IL, 60544

from$17

Five stars

5 (122)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$17

Plainfield, IL, 60544

10. Emma H

Sugar Grove, IL, 60554

from$18

Five stars

5 (223)

Walk ·

Drop-In ·

Sitting ·

Boarding ·

In-Home Training ·

Digital Training

from$18

Sugar Grove, IL, 60554

11. Michele D

Plainfield, IL, 60544

from$16

Five stars

5 (674)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Plainfield, IL, 60544

12. Sheila M

North Aurora, IL, 60542

from$18

Five stars

5 (50)

Walk ·

Drop-In ·

Sitting ·

Boarding ·

In-Home Training ·

Digital Training

from$18

North Aurora, IL, 60542

13. Gale D

Naperville, IL, 60565

from$16

Five stars

5 (0)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Naperville, IL, 60565

14. Savannah W

Bolingbrook, IL, 60490

from$16

Five stars

5 (48)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Bolingbrook, IL, 60490

15. Jordan K

Plainfield, IL, 60586

from$15

Five stars

5 (122)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Plainfield, IL, 60586

16. Brandon R

Oswego, IL, 60543

from$15

Five stars

5 (43)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$15

Oswego, IL, 60543

17. Lauren B

Oswego, IL, 60543

from$16

Five stars

5 (3)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Oswego, IL, 60543

18. Madeleine G

Oswego, IL, 60543

from$18

Five stars

5 (1)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$18

Oswego, IL, 60543

19. Brian K

Oswego, IL, 60543

from$16

Five stars

5 (35)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Oswego, IL, 60543

20. Ozge A

Oswego, IL, 60543

from$16

Five stars

4.7 (13)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$16

Oswego, IL, 60543

1

2

3

4

How to book dog walkers near me

  • Get matched

    A top-rated local Caregiver will match with you; or you can choose to browse Caregivers near you.

  • Follow along

    Receive live updates and photos. Track your pup's walk via GPS.

  • Get a report card

    Once your pet is home, view details on how the walk went, complete with a photo!

Why find pet care through Wag!?

Wag! is the nation's fastest-growing network of vetted and background checked pet sitters, overnight boarding, dog walkers, dog trainers, and even virtual vet chat. Schedule ahead for pet care while you are away, or book on-demand pet care during the workday. In minutes you can book a nearby dog sitter, daycare provider, or dog walker, who'll take complete care of your loved one - at their place or yours.

Customer Reviews

Unable to take your dog on a walk today? Dog Walkers through Wag! are available to care for your pup whenever you’re not. Every dog walker has passed an enhanced background check. Get photos and updates on where your dog poops and pees while you follow along via GPS in the app.

jenna W.-avatar

jenna,

Oswego

Alyson made us feel comfortable and sent a lot of pictures. Thanks again!

Five starsFive starsFive starsFive starsFive stars
robert K.-avatar

robert,

Oswego

Thank you Sheila!!

Five starsFive starsFive starsFive starsFive stars
Mike A.-avatar

Mike,

Oswego

Thanks Michele!!!

Five starsFive starsFive starsFive starsFive stars
Corby H.-avatar

Corby,

Oswego

Thanks and great job!

Five starsFive starsFive starsFive starsFive stars
Jill S.-avatar

Jill,

Oswego

Awesome! Thank you so much!

Five starsFive starsFive starsFive starsFive stars
Alexcis E.-avatar

Alexcis,

Oswego

Jillian has been a huge help to me. My dog loves her and she is so reliable and has been a life saver for me all throughout December. I highly recommend her and my dog is always so excited to see her. There are times where I request last minute and she is always there. Please do take her into consideration as she is great to me and my dog, and I m sure she will be great to your pet as well.

Five starsFive starsFive starsFive starsFive stars
Tanya Christine W.-avatar

Tanya,

Oswego

omg thanks for sharing the sweet story about sugs and for giving my kitty some love

Five starsFive starsFive starsFive starsFive stars
Taylor R.-avatar

Taylor,

Oswego

Jessica was great with my pup Otto! Kept me informed the entire time. Highly recommend and will request her for walks in the future!

Five starsFive starsFive starsFive starsFive stars
Greg E.-avatar

Greg,

Oswego

Thank you, Jessica! Great job.

Five starsFive starsFive starsFive starsFive stars
Melissa G.-avatar

Melissa,

Oswego

Thank you max had amazing time.

Five starsFive starsFive starsFive starsFive stars
jenna W.-avatar

jenna,

Oswego

Alyson made us feel comfortable and sent a lot of pictures. Thanks again!

Five starsFive starsFive starsFive starsFive stars
robert K.-avatar

robert,

Oswego

Thank you Sheila!!

Five starsFive starsFive starsFive starsFive stars
Mike A.-avatar

Mike,

Oswego

Thanks Michele!!!

Five starsFive starsFive starsFive starsFive stars
Corby H.-avatar

Corby,

Oswego

Thanks and great job!

Five starsFive starsFive starsFive starsFive stars
Jill S.-avatar

Jill,

Oswego

Awesome! Thank you so much!

Five starsFive starsFive starsFive starsFive stars
Alexcis E.-avatar

Alexcis,

Oswego

Jillian has been a huge help to me. My dog loves her and she is so reliable and has been a life saver for me all throughout December. I highly recommend her and my dog is always so excited to see her. There are times where I request last minute and she is always there. Please do take her into consideration as she is great to me and my dog, and I m sure she will be great to your pet as well.

Five starsFive starsFive starsFive starsFive stars

Why book a dog walker in Oswego?

Top-rated dog walkers in Oswego, IL are standing by to take your dog on walk around your neighborhood. Browse Caregiver profiles to find dog walkers that are experienced with your pet's specific needs, or let the Wag! platform match you with a highly rated dog walker that's local to your Oswego, IL neighborhood. You can even ask your dog walker to feed your pup a meal after their walk! Simply download the Wag! app to get started with your Pet Parent profile.

The best dog friendly neighborhoods in Oswego

48

Boulder Hill

Violet Patch Park in Oswego’s residential Boulder Hill neighborhood is an amazing place to take your dog, featuring a walking trail that runs close to the edge of the Fox River. The beautiful views from the water are matched by the other areas of the park, which focuses on undeveloped green space over modern park accomodations. You should bring your own water and a bowl for your dog to drink out of! Don’t worry that the park is completely lacking amenities, though. There are restrooms and picnic tables, so you can rest up after a walk through the park or enjoy lunch there.

36

Wolfs Crossing

The Hudson Crossing Park is a fantastic place to walk your dog. The park runs along the edge of the Fox River, providing amazing views and a tranquil atmosphere. The park itself has it all, from BBQ grounds and picnic tables, to sculptures and playground equipment. What dogs are going to love is the walking trails with lots of room to roam, so your pup won’t even mind staying on leash! Once you’ve worked up an appetite, Wolfs Crossing is home to the Oswego Inn, a dog friendly restaurant that specializes in hearty, delicious American classics like burgers, chili, and more. Dogs can join you on the patio!

24

Deerpath Creek


If you’re looking for a refined and elegant place to dine with your dog, the Emerson Creek Pottery & Tea Room is a real treat. They have an outdoor porch where canine visitors are welcome to sit, stay, and enjoy a bowl of water while you sample the delicacies the Tea Room has that day. The menu is rotating and focuses on what’s in season and at the peak of flavor. Regulars recommend favorites like pesto chicken salad and their homemade mango salsa as refreshing, delicious foods. Bring a friend to hold your dog if you want to explore their pottery selections, as wagging tails are understandably not allowed near the pottery!

12

Lakeview Estates

Prairie Point Community Park in the Lakeview Estates neighborhood is a great place to gather the whole family. Kids of all ages will enjoy the playground, summertime splash pad, and skate park. Furry friends will prefer the jogging trails, where on leash dogs can join you for moderately intense workouts along gentle slopes. There are picnic tables and benches throughout the park, but you should bring your own water bowl, as the park’s fountains are a bit too tall for most pups! Due to the park’s great amenities, this park is often pupular and busy, so shy dogs may prefer a quieter walk along the perimeter.

0

Churchill

Ogden Falls Park is a small, community park in the Churchill neighborhood. It’s perfect for a quick walk with your dog. There are play structures, and a sports field that you can explore when it’s not in use. Dogs will love the comings and goings of people, and you can circle the park at a brisk pace for a good workout. If you’re in the Churchill neighborhood, this is definitely a fun and convenient place to let your dog work off some steam and sniff some interesting smells. It’s also a good destination for dogs who may not enjoy the crowds at larger parks.

Frequently asked questions

How much does a dog walk cost in Oswego, IL?

How do I find and choose a dog walker in Oswego, IL?

How long does a dog walk last in Oswego, IL?

How to book a dog walk in Oswego, IL?

Learn more in the Wag! app

Five starsFive starsFive starsFive starsFive stars

43k+ reviews

Install


© 2025 Wag Labs, Inc. All rights reserved.


© 2025 Wag Labs, Inc. All rights reserved.