Best dog walkers in Oakland

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

Patti H avatar
1

Patti H

Wag! Expert icon
Location icon

Chicago, IL, 60614

Five starsFive starsFive starsFive starsFive stars

5 (411)

Walk ·

Boarding ·

Drop-in ·

Sitting

Location icon

Chicago, IL, 60614

View profile
Nick C avatar
2

Nick C

Wag! Expert icon
Location icon

Chicago, IL, 60654

Five starsFive starsFive starsFive starsFive stars

5 (218)

Walk ·

Boarding ·

Drop-in ·

Sitting

Location icon

Chicago, IL, 60654

View profile
Melissa S avatar
3

Melissa S

Wag! Expert icon
Location icon

Chicago, IL, 60608

Five starsFive starsFive starsFive starsFive stars

5 (233)

Walk ·

Boarding ·

Drop-in ·

Sitting

Location icon

Chicago, IL, 60608

View profile
Cesar V avatar
4

Cesar V

Wag! Expert icon
Location icon

Chicago, IL, 60642

Five starsFive starsFive starsFive starsFive stars

5 (45)

Walk ·

Boarding ·

Drop-in ·

Sitting

Location icon

Chicago, IL, 60642

View profile
Hanna M avatar
5

Hanna M

Wag! Expert icon
Location icon

Chicago, IL, 60657

Five starsFive starsFive starsFive starsFive stars

5 (87)

Walk ·

Boarding ·

Drop-in ·

Sitting

Location icon

Chicago, IL, 60657

View profile
Jessenia G avatar
6

Jessenia G

Wag! Expert icon
Location icon

Chicago, IL, 60608

Five starsFive starsFive starsFive starsFive stars

5 (72)

Walk ·

Boarding ·

Drop-in ·

Sitting

Location icon

Chicago, IL, 60608

View profile
Amanda M avatar
7

Amanda M

Wag! Expert icon
Location icon

Chicago, IL, 60622

Five starsFive starsFive starsFive starsFive stars

5 (129)

Walk ·

Boarding ·

Drop-in ·

Sitting

Location icon

Chicago, IL, 60622

View profile
Amanda P avatar
8

Amanda P

Wag! Expert icon
Location icon

Chicago, IL, 60647

Five starsFive starsFive starsFive starsFive stars

4.9 (361)

Walk ·

Boarding ·

Drop-in ·

Sitting

Location icon

Chicago, IL, 60647

View profile
Becca K avatar
9

Becca K

Wag! Expert icon
Location icon

Chicago, IL, 60654

Five starsFive starsFive starsFive starsFive stars

4.9 (62)

Walk ·

Boarding ·

Drop-in ·

Sitting

Location icon

Chicago, IL, 60654

View profile
Neely S avatar
10

Neely S

Wag! Expert icon
Location icon

Chicago, IL, 60657

Five starsFive starsFive starsFive starsFive stars

4.9 (420)

Walk ·

Boarding ·

Drop-in ·

Sitting

Location icon

Chicago, IL, 60657

View profile
See the full listSee the full list

Wag! Walkers know Oakland

Nestled up against the seven-mile strip of Lincoln Park, Oakland is one of the 77 officially recognized communities that make up Greater Chicago. Not too long ago, Oakland's skyline was defined by many housing projects. However, many of them have been torn down and are being replaced by condos and new single-family homes as this old part of the Greater Chicago area is slowly enjoying a rebirth. The district does still have a large percentage of multifamily housing, but there are plenty of sidewalks for you and your four-legged friend to make good use of. Sitting on the shore of Lake Michigan can make winters here frigid with high winds and low wind-chill factors to deal with along with a significant amount of snow. Spring, summer, and fall typically range from warm to hot and humid. During the summer months, you may want to get your walks in early in the morning or later in the evening. 

What is the terrain like in Oakland?

The terrain here is much the same as most of Greater Chicago in that it is incredibly flat. It is so flat you can stand at one end of S. Lake Park Ave. and see all the way to the other end. Although you might think flat terrain makes for a boring walk, it does give the two of you a way to rack up the miles. Many of the sidewalks are crumbling and you really need to pay attention while you are walking. In the southern section of Oakland, many of the streets are tree lined and have grass strips for your pup to pee on. In the northern section, trees seem to have taken a back seat or been lost to the elements as they become few and far between along most of the sidewalks, leaving you exposed to the summer sun if you go walking during the day. 

How many greenways are there in Oakland?

Oakland has a pretty large selection of green spaces in comparison to many of the surrounding communities. There are several parks in the community to take your pup for a walk in, but there are far more vacant lots that have grown over where you may also be able to take your pooch out on to do his business. Keep in mind that just because it might be an abandoned lot, you still need to clean up after he goes. 

On the east side of Oakland lies Burnham Park: a six-mile stretch of trails, grass, and trees that you and your dog can spend countless hours in. The park also gives you access to the 41st Street Beach where the two of you can cool off on a hot summer day. If the beach doesn't sound right, there are several parks scattered through Oakland that are pet-friendly and great places to take your pooch out for a little exercise.

Frequently Asked Questions

How much does a dog walk cost in Oakland, Chicago?

plus-wag-green-icon

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

plus-wag-green-icon

How long does a dog walk last in Oakland, Chicago?

plus-wag-green-icon

How to book a dog walk in Oakland, Chicago?

plus-wag-green-icon

Is hiring a dog walker in Oakland, Chicago safe?

plus-wag-green-icon

How to hire a dog walker in Oakland, Chicago?

plus-wag-green-icon

How much do dog walkers charge in Oakland, 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


© 2022 Wag Labs, Inc. All rights reserved.