Best dog walkers in The Island

One of the most dog friendly neighborhoods in Chicago. Instantly book and meet an exceptional dog walker in The Island today.

  • Thoroughly-vetted

    Each walker with Wag! has been through a comprehensive screening, including a background check and competency quiz.

  • Fully insured dog walkers

    Services booked on the Wag! platform may be protected with up to $1M property damage protection.

  • Wag! Guaranteed

    400K+ Pet Caregivers with Wag! have a trusted record of experience with over 12 million pet care services, including Sitting, Walking, Boarding & Training, across 5,300+ cities in all 50 U.S. states.

Top dog walkers in The Island

Promoted Caregiver
Jose R avatar

1. Jose R

Wag! Expert icon
Location icon

Chicago, IL, 60651

Five stars

4.9 (58)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60651

View profile
Promoted Caregiver
Ernesto O avatar

2. Ernesto O

Wag! Expert icon
Location icon

Chicago, IL, 60608

Five stars

4.8 (275)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60608

View profile
Promoted Caregiver
Natalie S avatar

3. Natalie S

Wag! Expert icon
Location icon

Chicago, IL, 60651

Five stars

4.8 (30)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60651

View profile
Promoted Caregiver
Edwin T avatar

4. Edwin T

Wag! Expert icon
Location icon

Chicago, IL, 60639

Five stars

4.8 (536)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60639

View profile
Promoted Caregiver
Natalie M avatar

5. Natalie M

Wag! Expert icon
Location icon

Chicago, IL, 60639

Five stars

4.9 (45)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60639

View profile
Promoted Caregiver
Julyssa R avatar

6. Julyssa R

Wag! Expert icon
Location icon

Chicago, IL, 60612

Five stars

4.9 (101)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60612

View profile
Promoted Caregiver
Sergio L avatar

7. Sergio L

Wag! Expert icon
Location icon

Chicago, IL, 60612

Five stars

5 (80)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60612

View profile
Promoted Caregiver
Kaitlyn G avatar

8. Kaitlyn G

Wag! Expert icon
Location icon

Chicago, IL, 60622

Five stars

4.9 (195)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60622

View profile
Promoted Caregiver
sonia S avatar

9. sonia S

Wag! Expert icon
Location icon

Chicago, IL, 60641

Five stars

4.9 (248)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60641

View profile
Promoted Caregiver
Nick C avatar

10. Nick C

Wag! Expert icon
Location icon

Chicago, IL, 60622

Five stars

4.9 (445)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60622

View profile
Promoted Caregiver
Katherine P avatar

11. Katherine P

Wag! Expert icon
Location icon

Chicago, IL, 60622

Five stars

4.8 (42)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60622

View profile
Promoted Caregiver
Bohdan M avatar

12. Bohdan M

Wag! Expert icon
Location icon

Chicago, IL, 60614

Five stars

4.9 (40)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60614

View profile
Promoted Caregiver
Monica B avatar

13. Monica B

Wag! Expert icon
Location icon

Chicago, IL, 60605

Five stars

4.9 (86)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60605

View profile
Promoted Caregiver
Darshan P avatar

14. Darshan P

Wag! Expert icon
Location icon

Chicago, IL, 60630

Five stars

4.9 (140)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60630

View profile
Promoted Caregiver
Greg H avatar

15. Greg H

Wag! Expert icon
Location icon

Chicago, IL, 60618

Five stars

4.9 (229)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60618

View profile
Promoted Caregiver
Natalie A avatar

16. Natalie A

Wag! Expert icon
Location icon

Chicago, IL, 60657

Five stars

5 (55)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60657

View profile
Promoted Caregiver
Alla K avatar

17. Alla K

Wag! Expert icon
Location icon

Chicago, IL, 60611

Five stars

4.9 (39)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60611

View profile
Promoted Caregiver
Joseph  H avatar

18. Joseph H

Wag! Expert icon
Location icon

Chicago, IL, 60611

Five stars

5 (38)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60611

View profile
Promoted Caregiver
Maria M avatar

19. Maria M

Wag! Expert icon
Location icon

Chicago, IL, 60613

Five stars

5 (2)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60613

View profile
Promoted Caregiver
Connor C avatar

20. Connor C

Wag! Expert icon
Location icon

Chicago, IL, 60660

Five stars

4.9 (124)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60660

View profile
Jesica M avatar

1. Jesica M

Wag! Expert icon
Location icon

Cicero, IL, 60804

Five stars

4.9 (668)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Cicero, IL, 60804

View profile
Zion F avatar

2. Zion F

Wag! Expert icon
Location icon

Oak Park, IL, 60304

Five stars

5 (34)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Oak Park, IL, 60304

View profile
Dahlia M avatar

3. Dahlia M

Wag! Expert icon
Location icon

Cicero, IL, 60804

Five stars

4.9 (131)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Cicero, IL, 60804

View profile
Chad S avatar

4. Chad S

Wag! Expert icon
Location icon

Oak Park, IL, 60304

Five stars

5 (28)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Oak Park, IL, 60304

View profile
Norma H avatar

5. Norma H

Wag! Expert icon
Location icon

Berwyn, IL, 60402

Five stars

4.9 (110)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Berwyn, IL, 60402

View profile
Gregory B avatar

6. Gregory B

Wag! Expert icon
Location icon

Oak Park, IL, 60302

Five stars

4.9 (387)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Oak Park, IL, 60302

View profile
Kimberly E avatar

7. Kimberly E

Wag! Expert icon
Location icon

Berwyn, IL, 60402

Five stars

5 (51)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Berwyn, IL, 60402

View profile
Alonso S avatar

8. Alonso S

Wag! Expert icon
Location icon

Berwyn, IL, 60402

Five stars

5 (104)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Berwyn, IL, 60402

View profile
Nia  P avatar

9. Nia P

Wag! Expert icon
Location icon

Forest Park, IL, 60130

Five stars

3.6 (3)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Forest Park, IL, 60130

View profile
Megan G avatar

10. Megan G

Wag! Expert icon
Location icon

Oak Park, IL, 60301

Five stars

5 (3)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Oak Park, IL, 60301

View profile
Adriana L avatar

11. Adriana L

Wag! Expert icon
Location icon

Berwyn, IL, 60402

Five stars

4.9 (38)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Berwyn, IL, 60402

View profile
Dezshun S avatar

12. Dezshun S

Wag! Expert icon
Location icon

Chicago, IL, 60651

Five stars

4.8 (206)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60651

View profile
Krissa K avatar

13. Krissa K

Wag! Expert icon
Location icon

Chicago, IL, 60651

Five stars

4.9 (116)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60651

View profile
Madison J avatar

14. Madison J

Wag! Expert icon
Location icon

Riverside, IL, 60546

Five stars

4.9 (125)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Riverside, IL, 60546

View profile
Lisa G avatar

15. Lisa G

Wag! Expert icon
Location icon

Berwyn, IL, 60402

Five stars

4.9 (175)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Berwyn, IL, 60402

View profile
Adriana V avatar

16. Adriana V

Wag! Expert icon
Location icon

Chicago, IL, 60651

Five stars

5 (69)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60651

View profile
Janet M avatar

17. Janet M

Wag! Expert icon
Location icon

Chicago, IL, 60623

Five stars

5 (22)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60623

View profile
Alexandra A avatar

18. Alexandra A

Wag! Expert icon
Location icon

Chicago, IL, 60623

Five stars

5 (81)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60623

View profile
Elyaher R avatar

19. Elyaher R

Wag! Expert icon
Location icon

Chicago, IL, 60623

Five stars

4.8 (499)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60623

View profile
Shannon B avatar

20. Shannon B

Wag! Expert icon
Location icon

Chicago, IL, 60651

Five stars

4.9 (112)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Chicago, IL, 60651

View profile
See the full listSee the full list

Wag! Walkers know The Island

The Island is one of those quiet little communities in Chicago you might miss if you blink your eyes. It is one of the smaller neighborhoods in the city and boasts single-family and low two-flat housing along with a number of small businesses. At one time, The Island also had a thriving industrial section, but that has long since faded away and has been replaced by businesses like Chicago Studio City, the Hartgrove Hospital, and a small shopping plaza. 

The community itself remains much as it has always been: quiet, well-kept by those who call it home, and an excellent place for you, your family, and your dog. Columbus Park is just north of The Island and there are pet supply stores, groomers, and vets within driving distance. With several small businesses along the way to grab a cold beverage, going for a walk there should be a pleasant, relaxing experience for both of you. 

What is the terrain like in The Island?

The terrain here is like most of the rest of the Greater Chicago area in that, for the most part, it is incredibly flat. However, there is a gentle slope to the ground as it leads towards the shores of Lake Michigan. While there might be this slight incline here and there, don't expect it to give you and your pup much of a challenge. Even without hills, there is nothing quite like taking a nice long walk around the few blocks in this neighborhood. The entire community is only one square mile in size so it shouldn't take long. Try different routes, get to know your neighbors, and make each of your walks as much fun as you can. At the same time, you can always take a nice walk over to Barrie Park or cruise over to the lake for some fun times on the beaches where the sand can provide some different terrain. 

How many greenways are there in The Island?

The only actual green space in The Island happens to be an empty lot over by the Hartfield Hospital. To find a park for you and your pup to play around in, you will have to walk a few blocks over to Barrie Park, or you can always drive under the expressway and spend the day in Columbus Park where you will find acres of grass and trails to explore and play around in. 

There is one saving grace for those who prefer to keep their walks closer to home. The streets all feature sidewalks wide enough for the two of you to walk side-by-side. There are plenty of shady trees to help keep you cooled down in the summer and keep the rains at bay in the spring and fall. The sidewalks are separated from the streets with a grassy strip that will help your pup keep his feet cool in the middle of summer.

Frequently Asked Questions

How much does a dog walk cost in The Island, Chicago?

plus-wag-green-icon

How do I find and choose a dog walker in The Island, Chicago?

plus-wag-green-icon

How long does a dog walk last in The Island, Chicago?

plus-wag-green-icon

How to book a dog walk in The Island, Chicago?

plus-wag-green-icon

Is hiring a dog walker in The Island, Chicago safe?

plus-wag-green-icon

How to hire a dog walker in The Island, Chicago?

plus-wag-green-icon

How much do dog walkers charge in The Island, Chicago?

plus-wag-green-icon

We're America's most trusted dog walking service

Learn more in the Wag! app

Five starsFive starsFive starsFive starsFive stars

43k+ reviews

Install


© 2024 Wag Labs, Inc. All rights reserved.