Best dog walkers in Wicker Park

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

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Top dog walkers in Wicker Park

Promoted Caregiver
Alexandra M avatar

1. Alexandra M

Wag! Expert icon
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Chicago, IL, 60622

Five stars

5 (110)

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Chicago, IL, 60622

Promoted Caregiver
Jen P avatar

2. Jen P

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Chicago, IL, 60647

Five stars

5 (45)

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Chicago, IL, 60647

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Catarina P avatar

3. Catarina P

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Chicago, IL, 60614

Five stars

5 (8)

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Chicago, IL, 60614

Promoted Caregiver
Amanda H avatar

4. Amanda H

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Chicago, IL, 60607

Five stars

5 (106)

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Chicago, IL, 60607

Promoted Caregiver
Lucy D avatar

5. Lucy D

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Chicago, IL, 60651

Five stars

5 (10)

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Chicago, IL, 60651

Promoted Caregiver
Rafael A avatar

6. Rafael A

Wag! Expert icon
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Chicago, IL, 60614

Five stars

5 (352)

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Chicago, IL, 60614

Promoted Caregiver
Robert S avatar

7. Robert S

Wag! Expert icon
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Chicago, IL, 60625

Five stars

5 (2073)

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Chicago, IL, 60625

Promoted Caregiver
Nina B avatar

8. Nina B

Wag! Expert icon
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Chicago, IL, 60605

Five stars

5 (441)

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Chicago, IL, 60605

Promoted Caregiver
Hannah R avatar

9. Hannah R

Wag! Expert icon
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Chicago, IL, 60618

Five stars

5 (319)

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Chicago, IL, 60618

Promoted Caregiver
Brittany A avatar

10. Brittany A

Wag! Expert icon
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Chicago, IL, 60608

Five stars

5 (72)

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Chicago, IL, 60608

Promoted Caregiver
Anthony D avatar

11. Anthony D

Wag! Expert icon
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Chicago, IL, 60625

Five stars

5 (778)

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Chicago, IL, 60625

Promoted Caregiver
Joanna H avatar

12. Joanna H

Wag! Expert icon
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Chicago, IL, 60640

Five stars

5 (201)

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Chicago, IL, 60640

Promoted Caregiver
Elise S avatar

13. Elise S

Wag! Expert icon
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Chicago, IL, 60660

Five stars

5 (12)

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Chicago, IL, 60660

Promoted Caregiver
Ricky P avatar

14. Ricky P

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Chicago, IL, 60630

Five stars

5 (1362)

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Chicago, IL, 60630

Promoted Caregiver
Tracie C avatar

15. Tracie C

Wag! Expert icon
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Chicago, IL, 60626

Five stars

4.1 (9)

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Chicago, IL, 60626

Promoted Caregiver
Kate C avatar

16. Kate C

Wag! Expert icon
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Chicago, IL, 60653

Five stars

5 (88)

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Chicago, IL, 60653

Promoted Caregiver
Natalie C avatar

17. Natalie C

Wag! Expert icon
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Chicago, IL, 60645

Five stars

5 (33)

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Chicago, IL, 60645

Promoted Caregiver
Anthony D avatar

18. Anthony D

Wag! Expert icon
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Chicago, IL, 60626

Five stars

5 (342)

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Chicago, IL, 60626

Promoted Caregiver
Vanessa C avatar

19. Vanessa C

Wag! Expert icon
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Evanston, IL, 60202

Five stars

5 (2)

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Evanston, IL, 60202

Migdalia P avatar

1. Migdalia P

Wag! Expert icon
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Chicago, IL, 60622

Five stars

5 (94)

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Chicago, IL, 60622

Robert P avatar

2. Robert P

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Chicago, IL, 60642

Five stars

5 (129)

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Chicago, IL, 60642

Matthew V avatar

3. Matthew V

Wag! Expert icon
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Chicago, IL, 60642

Five stars

5 (233)

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Chicago, IL, 60642

Claire H avatar

4. Claire H

Wag! Expert icon
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Chicago, IL, 60647

Five stars

5 (16)

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Chicago, IL, 60647

Jay W avatar

5. Jay W

Wag! Expert icon
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Chicago, IL, 60647

Five stars

5 (527)

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Chicago, IL, 60647

Amanda P avatar

6. Amanda P

Wag! Expert icon
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Chicago, IL, 60647

Five stars

5 (790)

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Chicago, IL, 60647

Taylor P avatar

7. Taylor P

Wag! Expert icon
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Chicago, IL, 60651

Five stars

5 (796)

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Chicago, IL, 60651

William K avatar

8. William K

Wag! Expert icon
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Chicago, IL, 60614

Five stars

5 (6)

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Chicago, IL, 60614

Nick C avatar

9. Nick C

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Chicago, IL, 60622

Five stars

5 (508)

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Chicago, IL, 60622

Ke-ana D avatar

10. Ke-ana D

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Chicago, IL, 60622

Five stars

5 (26)

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Chicago, IL, 60622

Kevin  O avatar

11. Kevin O

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Chicago, IL, 60622

Five stars

5 (96)

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Chicago, IL, 60622

Bianca C avatar

12. Bianca C

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Chicago, IL, 60622

Five stars

5 (22)

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Chicago, IL, 60622

Tess K avatar

13. Tess K

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Chicago, IL, 60622

Five stars

5 (647)

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Chicago, IL, 60622

Marina B avatar

14. Marina B

Wag! Expert icon
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Chicago, IL, 60622

Five stars

5 (756)

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Chicago, IL, 60622

Kristen S avatar

15. Kristen S

Wag! Expert icon
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Chicago, IL, 60622

Five stars

5 (116)

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Chicago, IL, 60622

Joanna G avatar

16. Joanna G

Wag! Expert icon
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Chicago, IL, 60642

Five stars

5 (749)

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Chicago, IL, 60642

Walker U avatar

17. Walker U

Wag! Expert icon
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Chicago, IL, 60657

Five stars

5 (17)

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Chicago, IL, 60657

Benjamin R avatar

18. Benjamin R

Wag! Expert icon
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Chicago, IL, 60647

Five stars

5 (51)

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Chicago, IL, 60647

Tanvi D avatar

19. Tanvi D

Wag! Expert icon
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Chicago, IL, 60642

Five stars

5 (19)

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Chicago, IL, 60642

elliot V avatar

20. elliot V

Wag! Expert icon
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Chicago, IL, 60622

Five stars

5 (471)

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Chicago, IL, 60622

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Wag! Walkers know Wicker Park

Wicker Park is a highly walkable place - as many neighborhoods in Chicago are. Within this trendy neighborhood, you can walk to multiple locally-owned bookshops, fashion boutiques, vintage stores, restaurants, community gardens, and coffee shops. Off of the main strips of Milwaukee and Damen avenues, you'll find cozy, historic family homes resting shoulder to shoulder along sidewalks. 

And while Wicker Park is known for its charm and youthfulness, there's plenty more to explore in the Chicago area. Walking access to the train station off Damen Avenue will get you to the blue line, which connects in a hub downtown to several other lines, getting you to your next urban adventure: Navy Pier, famous blues taverns, Michelin-Star restaurants, Wrigley Field, and award-winning art and history museums. 

In fact, getting from Wicker Park to downtown will cost you less than three bucks and take less than 30 minutes, frequently beating out car traffic. There are, however, regulations to follow if you don't own a certified service animal: only small dogs are allowed on CTA (Chicago Transit Authority) routes, must be contained in a carrier, and while inside the carrier, cannot take up a seat. 

What is the terrain like in Wicker Park?

Even though this area is not central Chicago, it is still a mostly urban neighborhood. A main highway cuts through its middle and locals and tourists alike mainly get around on foot, that makes walking your dog around Wicker Park semi-chaotic, especially if your dog is skittish or reactive towards noise, movement, or strangers. It's not uncommon for locals to walk their dogs throughout the busy sidewalks, so if your dog is aggressive or overly excited by other canines, you may want to be wary of heavily-trafficked areas, such as Damen or Milwaukee avenues. 

This region is very flat. A few slants or slopes may present themselves, but it's hardly anything you or Fido will notice. Parks within the area offer both grassy lots, shaded by mature trees, as well as paved walking paths. Because a lot of residents rely on walking or biking for everyday commuting, Chicago's neighborhoods cater to the pedestrian with plentiful sidewalks, bike lanes, and protected crosswalks.

How many greenways are there in Wicker Park?

Polonia Triangle is in the lower right corner of Wicker Park. It's a busy area due to the concentration of train and bus stops lining its triangular shape. If your dog is excited by lots of movement, this may not be an ideal place for walking. If they aren't, however, this is a great place to stop, rest, and people-watch while on a leisurely walk. A water fountain offers a bit of a view and it's well lit at night. There's not much for your dog to sniff at, however, as its footage is covered by pavement. 

Dean Playground Park is exactly what it sounds like: A playground. This may be a great spot to stop with the kids, but dogs are not allowed within the park. Plan accordingly if you're out with the family four-leggers as well as the kiddos.

Wicker Park is centrally located within its namesake. It has picnic tables, but also open grassy areas which would be perfect for foregoing a table and picnicking on a blanket. The grounds are well-maintained and you'll see many blooming beauties during the spring and summer. Mature trees line the park, giving you the option to rest in the shade when throwing the ball around leads to you and your pup panting. There's also a water feature, playground, and designated dog park where you can enjoy watching your pet socialize. It's not covered with any grass, however, so during rainy seasons, be prepared for mud. 

Walsh Park, a two-acre park located along the Bloomingdale Trail (part of the interurban 606),  is just a little north of Wicker Park. A popular spot for young families and teens due to its favorite amenities - basketball hoops, open field for sports, and playground - it's also a great place for dog-owners because of its designated DFA (dog-friendly area). 

Frequently Asked Questions

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