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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.

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

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    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 (52)

Walk

Drop-In

Sitting

Boarding

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Chicago, IL, 60651

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Promoted Caregiver
Ernesto O avatar

2. Ernesto O

Wag! Expert icon
Location icon

Chicago, IL, 60608

Five stars

4.8 (231)

Walk

Drop-In

Sitting

Boarding

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Chicago, IL, 60608

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Promoted Caregiver
Edwin T avatar

3. Edwin T

Wag! Expert icon
Location icon

Chicago, IL, 60639

Five stars

4.8 (442)

Walk

Drop-In

Sitting

Boarding

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Chicago, IL, 60639

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Promoted Caregiver
Natalie M avatar

4. Natalie M

Wag! Expert icon
Location icon

Chicago, IL, 60639

Five stars

4.9 (43)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60639

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Promoted Caregiver
Julyssa R avatar

5. Julyssa R

Wag! Expert icon
Location icon

Chicago, IL, 60612

Five stars

4.9 (101)

Walk

Drop-In

Sitting

Boarding

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Chicago, IL, 60612

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Promoted Caregiver
Kaitlyn G avatar

6. Kaitlyn G

Wag! Expert icon
Location icon

Chicago, IL, 60622

Five stars

4.9 (158)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60622

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Promoted Caregiver
sonia S avatar

7. sonia S

Wag! Expert icon
Location icon

Chicago, IL, 60641

Five stars

4.9 (239)

Walk

Drop-In

Sitting

Boarding

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Chicago, IL, 60641

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Promoted Caregiver
Kaitlyn H avatar

8. Kaitlyn H

Wag! Expert icon
Location icon

Chicago, IL, 60607

Five stars

4.9 (62)

Walk

Drop-In

Sitting

Boarding

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Chicago, IL, 60607

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Promoted Caregiver
Katherine P avatar

9. Katherine P

Wag! Expert icon
Location icon

Chicago, IL, 60622

Five stars

4.8 (24)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60622

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Promoted Caregiver
Monica B avatar

10. Monica B

Wag! Expert icon
Location icon

Chicago, IL, 60605

Five stars

4.9 (82)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60605

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Promoted Caregiver
Greg H avatar

11. Greg H

Wag! Expert icon
Location icon

Chicago, IL, 60618

Five stars

4.9 (208)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60618

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Promoted Caregiver
Bohdan M avatar

12. Bohdan M

Wag! Expert icon
Location icon

Chicago, IL, 60614

Five stars

5 (1)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60614

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Promoted Caregiver
Darshan P avatar

13. Darshan P

Wag! Expert icon
Location icon

Chicago, IL, 60630

Five stars

4.9 (122)

Walk

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Sitting

Boarding

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Chicago, IL, 60630

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Promoted Caregiver
Connor C avatar

14. Connor C

Wag! Expert icon
Location icon

Chicago, IL, 60660

Five stars

4.9 (116)

Walk

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Sitting

Boarding

Location icon

Chicago, IL, 60660

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Promoted Caregiver
Jaime H avatar

15. Jaime H

Wag! Expert icon
Location icon

Chicago, IL, 60654

Five stars

5 (39)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60654

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Promoted Caregiver
Natalie A avatar

16. Natalie A

Wag! Expert icon
Location icon

Chicago, IL, 60657

Five stars

5 (36)

Walk

Drop-In

Sitting

Boarding

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Chicago, IL, 60657

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Promoted Caregiver
Joseph  H avatar

17. Joseph H

Wag! Expert icon
Location icon

Chicago, IL, 60611

Five stars

5 (35)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60611

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Promoted Caregiver
Will P avatar

18. Will P

Wag! Expert icon
Location icon

Chicago, IL, 60613

Five stars

4.9 (1900)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60613

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Promoted Caregiver
Stacy B avatar

19. Stacy B

Wag! Expert icon
Location icon

Chicago, IL, 60621

Five stars

4.9 (3625)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60621

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Promoted Caregiver
Jeffrey M avatar

20. Jeffrey M

Wag! Expert icon
Location icon

Chicago, IL, 60640

Five stars

4.8 (46)

Walk

Drop-In

Sitting

Boarding

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Chicago, IL, 60640

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Gregory B avatar

1. Gregory B

Wag! Expert icon
Location icon

Oak Park, IL, 60302

Five stars

4.9 (363)

Walk

Drop-In

Sitting

Boarding

Location icon

Oak Park, IL, 60302

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Jesica M avatar

2. Jesica M

Wag! Expert icon
Location icon

Cicero, IL, 60804

Five stars

4.9 (620)

Walk

Drop-In

Sitting

Boarding

Location icon

Cicero, IL, 60804

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Zion F avatar

3. Zion F

Wag! Expert icon
Location icon

Oak Park, IL, 60304

Five stars

5 (24)

Walk

Drop-In

Sitting

Boarding

Location icon

Oak Park, IL, 60304

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Dahlia M avatar

4. Dahlia M

Wag! Expert icon
Location icon

Cicero, IL, 60804

Five stars

4.9 (130)

Walk

Drop-In

Sitting

Boarding

Location icon

Cicero, IL, 60804

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Sheera M avatar

5. Sheera M

Wag! Expert icon
Location icon

Cicero, IL, 60804

Five stars

4.9 (1269)

Walk

Drop-In

Sitting

Boarding

Location icon

Cicero, IL, 60804

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Chad S avatar

6. Chad S

Wag! Expert icon
Location icon

Oak Park, IL, 60304

Five stars

5 (24)

Walk

Drop-In

Sitting

Boarding

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Oak Park, IL, 60304

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Norma H avatar

7. Norma H

Wag! Expert icon
Location icon

Berwyn, IL, 60402

Five stars

4.9 (102)

Walk

Drop-In

Sitting

Boarding

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Berwyn, IL, 60402

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Samara D avatar

8. Samara D

Wag! Expert icon
Location icon

Chicago, IL, 60651

Five stars

4.9 (145)

Walk

Drop-In

Sitting

Boarding

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Chicago, IL, 60651

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Alonso S avatar

9. Alonso S

Wag! Expert icon
Location icon

Berwyn, IL, 60402

Five stars

5 (100)

Walk

Drop-In

Sitting

Boarding

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Berwyn, IL, 60402

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Megan G avatar

10. Megan G

Wag! Expert icon
Location icon

Oak Park, IL, 60301

Five stars

5 (3)

Walk

Drop-In

Sitting

Boarding

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Oak Park, IL, 60301

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Adriana L avatar

11. Adriana L

Wag! Expert icon
Location icon

Berwyn, IL, 60402

Five stars

4.9 (37)

Walk

Drop-In

Sitting

Boarding

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Berwyn, IL, 60402

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Dezshun S avatar

12. Dezshun S

Wag! Expert icon
Location icon

Chicago, IL, 60651

Five stars

4.8 (204)

Walk

Drop-In

Sitting

Boarding

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Chicago, IL, 60651

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NaBeela W avatar

13. NaBeela W

Wag! Expert icon
Location icon

Berwyn, IL, 60402

Five stars

5 (4)

Walk

Drop-In

Sitting

Boarding

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Berwyn, IL, 60402

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Madison J avatar

14. Madison J

Wag! Expert icon
Location icon

Riverside, IL, 60546

Five stars

4.9 (116)

Walk

Drop-In

Sitting

Boarding

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Riverside, IL, 60546

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Keeley M avatar

15. Keeley M

Wag! Expert icon
Location icon

Chicago, IL, 60647

Five stars

4.9 (693)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60647

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leia L avatar

16. leia L

Wag! Expert icon
Location icon

Chicago, IL, 60647

Five stars

4.9 (368)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60647

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Lisa G avatar

17. Lisa G

Wag! Expert icon
Location icon

Berwyn, IL, 60402

Five stars

4.9 (173)

Walk

Drop-In

Sitting

Boarding

Location icon

Berwyn, IL, 60402

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Adriana V avatar

18. Adriana V

Wag! Expert icon
Location icon

Chicago, IL, 60651

Five stars

5 (38)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60651

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Alexandra A avatar

19. Alexandra A

Wag! Expert icon
Location icon

Chicago, IL, 60623

Five stars

5 (59)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60623

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Elyaher R avatar

20. Elyaher R

Wag! Expert icon
Location icon

Chicago, IL, 60623

Five stars

4.8 (494)

Walk

Drop-In

Sitting

Boarding

Location icon

Chicago, IL, 60623

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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.聽

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.聽

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.聽

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.聽

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

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