Best dog walkers in The Villa

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

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Top dog walkers in The Villa

Promoted Caregiver
Robert S avatar

1. Robert S

Wag! Expert icon
Location icon

Chicago, IL, 60625

Five stars

5 (2048)

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Chicago, IL, 60625

Promoted Caregiver
Ricky P avatar

2. Ricky P

Wag! Expert icon
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Chicago, IL, 60630

Five stars

5 (1347)

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Chicago, IL, 60630

Promoted Caregiver
Katherine N avatar

3. Katherine N

Wag! Expert icon
Location icon

Chicago, IL, 60625

Five stars

5 (171)

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Chicago, IL, 60625

Promoted Caregiver
Alexandra M avatar

4. Alexandra M

Wag! Expert icon
Location icon

Chicago, IL, 60622

Five stars

5 (99)

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Chicago, IL, 60622

Promoted Caregiver
Anthony D avatar

5. Anthony D

Wag! Expert icon
Location icon

Chicago, IL, 60625

Five stars

5 (744)

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Chicago, IL, 60625

Promoted Caregiver
Hannah R avatar

6. Hannah R

Wag! Expert icon
Location icon

Chicago, IL, 60618

Five stars

5 (314)

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Chicago, IL, 60618

Promoted Caregiver
Lucy D avatar

7. Lucy D

Wag! Expert icon
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Chicago, IL, 60651

Five stars

5 (3)

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Chicago, IL, 60651

Promoted Caregiver
Joanna H avatar

8. Joanna H

Wag! Expert icon
Location icon

Chicago, IL, 60640

Five stars

5 (178)

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Chicago, IL, 60640

Promoted Caregiver
Jennifer P avatar

9. Jennifer P

Wag! Expert icon
Location icon

Chicago, IL, 60647

Five stars

5 (7)

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Chicago, IL, 60647

Promoted Caregiver
Carmen P avatar

10. Carmen P

Wag! Expert icon
Location icon

Chicago, IL, 60660

Five stars

5 (136)

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Chicago, IL, 60660

Promoted Caregiver
Angela O avatar

11. Angela O

Wag! Expert icon
Location icon

Chicago, IL, 60657

Five stars

5 (42)

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Chicago, IL, 60657

Promoted Caregiver
Rafael A avatar

12. Rafael A

Wag! Expert icon
Location icon

Chicago, IL, 60614

Five stars

5 (345)

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Chicago, IL, 60614

Promoted Caregiver
Tracie C avatar

13. Tracie C

Wag! Expert icon
Location icon

Chicago, IL, 60626

Five stars

4.1 (9)

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Chicago, IL, 60626

Promoted Caregiver
Anthony D avatar

14. Anthony D

Wag! Expert icon
Location icon

Chicago, IL, 60626

Five stars

5 (342)

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Chicago, IL, 60626

Promoted Caregiver
Amanda H avatar

15. Amanda H

Wag! Expert icon
Location icon

Chicago, IL, 60607

Five stars

5 (100)

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Chicago, IL, 60607

Promoted Caregiver
Samantha J avatar

16. Samantha J

Wag! Expert icon
Location icon

Chicago, IL, 60654

Five stars

5 (416)

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Chicago, IL, 60654

Promoted Caregiver
Nina B avatar

17. Nina B

Wag! Expert icon
Location icon

Chicago, IL, 60605

Five stars

5 (435)

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Chicago, IL, 60605

Promoted Caregiver
Brittany A avatar

18. Brittany A

Wag! Expert icon
Location icon

Chicago, IL, 60608

Five stars

5 (69)

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Chicago, IL, 60608

Promoted Caregiver
Joel  T avatar

19. Joel T

Wag! Expert icon
Location icon

Chicago, IL, 60608

Five stars

5 (324)

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Chicago, IL, 60608

Matthew H avatar

1. Matthew H

Wag! Expert icon
Location icon

Chicago, IL, 60618

Five stars

5 (1916)

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Chicago, IL, 60618

Ferrin M avatar

2. Ferrin M

Wag! Expert icon
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Chicago, IL, 60630

Five stars

5 (53)

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Chicago, IL, 60630

Olivia A avatar

3. Olivia A

Wag! Expert icon
Location icon

Chicago, IL, 60630

Five stars

5 (214)

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Chicago, IL, 60630

Lindsey S avatar

4. Lindsey S

Wag! Expert icon
Location icon

Chicago, IL, 60625

Five stars

5 (278)

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Chicago, IL, 60625

Kelly  V avatar

5. Kelly V

Wag! Expert icon
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Chicago, IL, 60618

Five stars

5 (111)

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Chicago, IL, 60618

Samuel M avatar

6. Samuel M

Wag! Expert icon
Location icon

Chicago, IL, 60618

Five stars

4.9 (164)

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Chicago, IL, 60618

Rebecca E avatar

7. Rebecca E

Wag! Expert icon
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Chicago, IL, 60641

Five stars

5 (58)

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Chicago, IL, 60641

Gianina G avatar

8. Gianina G

Wag! Expert icon
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Chicago, IL, 60641

Five stars

4.8 (44)

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Chicago, IL, 60641

Georgia H avatar

9. Georgia H

Wag! Expert icon
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Chicago, IL, 60641

Five stars

5 (4)

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Chicago, IL, 60641

Charles Y avatar

10. Charles Y

Wag! Expert icon
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Chicago, IL, 60618

Five stars

5 (184)

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Chicago, IL, 60618

Jordan G avatar

11. Jordan G

Wag! Expert icon
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Chicago, IL, 60618

Five stars

4.9 (8)

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Chicago, IL, 60618

Mariah W avatar

12. Mariah W

Wag! Expert icon
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Chicago, IL, 60613

Five stars

4.8 (7)

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Chicago, IL, 60613

Reema S avatar

13. Reema S

Wag! Expert icon
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Chicago, IL, 60641

Five stars

5 (87)

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Chicago, IL, 60641

Desiree S avatar

14. Desiree S

Wag! Expert icon
Location icon

Chicago, IL, 60618

Five stars

5 (19)

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Chicago, IL, 60618

Lily C avatar

15. Lily C

Wag! Expert icon
Location icon

Chicago, IL, 60625

Five stars

5 (1181)

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Chicago, IL, 60625

Taylor P avatar

16. Taylor P

Wag! Expert icon
Location icon

Chicago, IL, 60651

Five stars

5 (763)

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Boarding

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Chicago, IL, 60651

Julia G avatar

17. Julia G

Wag! Expert icon
Location icon

Chicago, IL, 60618

Five stars

5 (69)

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Chicago, IL, 60618

Greg H avatar

18. Greg H

Wag! Expert icon
Location icon

Chicago, IL, 60618

Five stars

5 (386)

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Boarding

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Chicago, IL, 60618

Madison W avatar

19. Madison W

Wag! Expert icon
Location icon

Chicago, IL, 60613

Five stars

5 (144)

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Chicago, IL, 60613

Amanda P avatar

20. Amanda P

Wag! Expert icon
Location icon

Chicago, IL, 60647

Five stars

5 (780)

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Boarding

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Chicago, IL, 60647

See the full listSee the full list

Wag! Walkers know The Villa

The Villa is a small but vibrant residential neighborhood founded in 1907 and located in Northwest Chicago. The region has been designated a historic landmark district and this tight-knit community boasts the longest running community association in Chicago. The association is very active, providing walking tours of the neighborhood to exhibit its architectural treasures, community beautification programs, and organizing community events at various times of the year. Most of the area is residential, however, Pulaski Road has many restaurants, shops, and services that residents can easily access on foot, making this a highly walkable community. 


If you venture out into The Villa on foot with your furry family member, be aware that you and your dog can be subject to 'The Windy City' weather which can be variable with cold temperatures and snow in the winter, rainy springs, and hot, humid summers. Be prepared for weather conditions and dress appropriately for the seasonal weather.

What is the terrain like in The Villa?

This historic neighborhood is shaped like a triangle with the Kennedy Expressway and railroad tracks making up the northeast border of the triangle. The area is flat and streets follow a straight grid pattern, making the neighborhood accessible to navigate and walk with your dog. This neighborhood was well planned to ensure it remained a quiet residential neighborhood and new buildings and growth must be compatible with the communities character. This distinctive community has an active community association who ensure that the historical integrity is preserved. There are maintained rubble stone planters on corners filled with colorful annuals. Streets resemble parkways with wide, grassy areas between sidewalks and streets, large shady trees, and properties that feature beautifully landscaped lawns and gardens. The architecture of residential homes in the region reflects Craftsman and Prairie home styles. Commercial areas on the west have busy streets and more traffic, so keep an eye out for vehicles in these areas.

How many greenways are there in The Villa?

Although this small neighborhood does not have a designated greenway or a developed park or natural area, it hardly needs one, as the entire neighborhood of The Villa is a greenway. Large trees, quiet streets with sidewalks, and grassy areas provide a greenway experience for residents walking their dogs right out their front door. Avondale Avenue which runs parallel to the train tracks and Kennedy Expressway has heavy vegetation separating it from the tracks that create a local greenway. If you want a more extended greenway experience, you can drive north to the LaBagh Woods and Gompers Park. The LaBagh Woods offers a forested natural area with trails, picnic sites, and plenty of local wildlife, while Gompers Park is a more developed 39-acre park with a pool, playground, roller hockey rink, and lagoon. Off-leash fun can be had by dogs after a short drive south to the Logan Square Dog Park which is an enclosed off-leash area.

Frequently Asked Questions

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