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Best dog walkers in East Side

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

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    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 East Side

Mariana B avatar

1. Mariana B

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Chicago, IL, 60617

Five stars

5 (52)

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Chicago, IL, 60617

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Darnell R avatar

2. Darnell R

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Chicago, IL, 60619

Five stars

4.8 (112)

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Chicago, IL, 60619

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Patrice W avatar

3. Patrice W

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Chicago, IL, 60619

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4.9 (51)

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Chicago, IL, 60619

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Kristen  D avatar

4. Kristen D

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Chicago, IL, 60649

Five stars

4.7 (45)

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Chicago, IL, 60649

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De鈥橝ndra G avatar

5. De鈥橝ndra G

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Chicago, IL, 60619

Five stars

4.8 (256)

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Chicago, IL, 60619

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Darcelle M avatar

6. Darcelle M

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Chicago, IL, 60643

Five stars

4.9 (351)

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Chicago, IL, 60643

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Evelyn B avatar

7. Evelyn B

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Chicago, IL, 60637

Five stars

4.4 (11)

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Chicago, IL, 60637

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Pamela W avatar

8. Pamela W

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Chicago, IL, 60643

Five stars

4.9 (396)

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Chicago, IL, 60643

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Dan C avatar

9. Dan C

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Chicago, IL, 60615

Five stars

5 (18)

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Chicago, IL, 60615

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Maggie L avatar

10. Maggie L

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Chicago, IL, 60615

Five stars

4.7 (27)

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Chicago, IL, 60615

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Sydney V avatar

11. Sydney V

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Chicago, IL, 60615

Five stars

5 (11)

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Chicago, IL, 60615

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Athena T avatar

12. Athena T

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Chicago, IL, 60621

Five stars

4.9 (329)

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Chicago, IL, 60621

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Kari D avatar

13. Kari D

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Chicago, IL, 60636

Five stars

5 (3)

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Chicago, IL, 60636

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Marchauna B avatar

14. Marchauna B

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Chicago, IL, 60653

Five stars

4.9 (173)

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Chicago, IL, 60653

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Liliana M avatar

15. Liliana M

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Lansing, IL, 60438

Five stars

4.4 (42)

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Lansing, IL, 60438

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Janet V avatar

16. Janet V

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Chicago, IL, 60609

Five stars

4.9 (3253)

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Chicago, IL, 60609

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Marya K avatar

17. Marya K

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Chicago, IL, 60617

Five stars

4.7 (27)

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Chicago, IL, 60617

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Paola R avatar

18. Paola R

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Chicago, IL, 60617

Five stars

4.9 (35)

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Chicago, IL, 60617

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Jenny M avatar

19. Jenny M

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Chicago, IL, 60617

Five stars

4.9 (212)

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Chicago, IL, 60617

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Jade H avatar

20. Jade H

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Chicago, IL, 60617

Five stars

4.8 (59)

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Chicago, IL, 60617

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Wag! Walkers know East Side

The East Side is a primarily residential neighborhood that is one of the 77 community areas in Chicago. The East Side is in the southeast corner of Chicago and is about 13 miles south of the downtown area. Residents can find many businesses, services, shops, and restaurants right in their neighborhood along main roads. These commercial establishments are well distributed in the region and most residents can access services on foot. Take your dog for a walk around East Side and you will enjoy quiet residential streets, businesses on busier roads, schools, parks, and churches. 聽


The weather in Chicago is variable and poor weather with cold temperatures is common in winter and early spring. Fortunately, East Side鈥檚 proximity to Lake Michigan moderates temperatures somewhat. Summers are usually hot and sunny but are also humid. East Side residents, however, experience cool breezes off the lake on many sweltering summer days which makes hiking with resident hounds more bearable.

What is the terrain like in East Side?

The Chicago Skyway lies between most residences and the Lake Michigan Shore and its associated greenways and must be traversed at designated pedestrian underpasses. The streets in this area run in a grid pattern and the terrain is flat, making the neighborhood walkable and easy to navigate. Most homes in the area are single-family and many reflect typical Chicago Style bungalows although one-and-a-half story and two-story homes also represented. This well-established area is well landscaped with mature trees. There are industrial areas and old steel mills along the northeast part of the Calumet River that are not pedestrian friendly, however, parks to the south along the river welcome residents and pets to take a stroll.聽

Besides parks, beaches, lakes, and rivers, an interesting landmark feature located in East Side is the stone obelisk that marks the Illinois-Indiana State Line and sits on the northeast corner of the community.

How many greenways are there in East Side?

For area residents with pets that love to walk, there is a beautiful long greenway extending from 104th Street to Eggers Grove. This trail is the perfect place for a stroll with your leggy canine! On the north end of East Side, Calumet Park sits along Lake Michigan and provides 198 acres of recreation and natural space. Other Calumet Park amenities include athletic facilities and fields, a model train exhibit, and field houses.

On the southeast side of the community sits Wolfe park which offers recreational facilities and fields.聽South of East Side, Eggers Grove Forest Preserve provides a natural treed area and contains Wolf Lake. Residents can access this area from the greenway on foot or by vehicle as parking is available. There are cycling trails in the park that take hikers and cyclists through the various landscapes, marshes, woods, and to the lake. Picnic sites are available for hikers and hungry hounds to have a bite to eat.

Frequently Asked Questions

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