Dog Walking Jobs in Chicago
Looking for a dog walking job in Chicago? Work with the best! We are constantly growing and need Chicago-area dog walkers who are energetic, reliable, and passionate about working with dogs.
Hear from Our Dog Walkers:
Dog Walking Jobs
Windy City Paws dog walkers are employees rather than independent contractors. Dog walkers are eligible for a raise after 3 months and can receive 3 raises in the first year with good reviews! Enjoy a consistent daily schedule and walk in the same neighborhood every day. Dog walking hours typically run M-F 10am-4pm. 
No car required! Our dog walking routes cover a single neighborhood and are walkable or bike-able.
Windy City Paws dog walkers must be 21 years old, have consistent weekday availability, and love being outside working with dogs.
INFOGRAPHIC: Employee Vs Independent Contractor Dog Walking
What do our Dog Walkers Enjoy?
Consistency
Get the weekday, part time job that you’ve been looking for! It’s up to you how many dog walks you would like to take on–we just need you to have consistent mid-day availability Monday through Friday.
Easy Scheduling Software
Use a scheduling system on your computer and phone to see your daily schedule with instructions and info for each dog.
Fun Environment
Work with people who are positive, upbeat, and committed to caring for dogs and other pets. Best of all, you get to work with amazing and lovable dogs.
Welcoming Team
Windy City Paws is committed to providing equal employment opportunities to all employees and applicants for employment, regardless of race, ethnicity, religion, gender, national origin, age, sexual orientation, disability, or genetics.
Chicago Dog Walker Job Openings
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“title”: “Dog Walker”,
“description”: “Windy City Paws is Chicago Reader’s Best Dog Walkers 2017-2019 and we have been providing individual dog walks, runs, and petsits in Chicago since 2009. We’re looking to hire responsible, dog-loving walkers and runners to join our professional team! A Windy City Paws dog walker must be committed to providing our customers with the highest level of care and, most importantly, have experience and love being with dogs!
What do Windy City Paws Dog Walkers LOVE about the job?
• Spend time outside exercising, playing with dogs, and enjoying Chicago!
• Enjoy the perks of being an employee!
• Work directly with the WCP’s Management Team. If you have a problem or need to give feedback, you’re dealing with a small team of great people.
• Work with people who are positive, upbeat, and committed to caring for dogs and other pets. And even better than the people, you’ll be working with amazing and lovable dogs!
• Get the consistent, part-time, weekday job that you’ve been looking for! Do you want three walks a day or even ten? It’s up to you! We just need consistent mid-day availability Monday through Friday.
• Our online scheduling system lets you view your daily schedule and instructions and info for each pet.
To Apply, You Must:
• Love dogs
• Be at least 21 years old
• Be willing to commute to Windy City Paws service areas
• Be comfortable being outside in all sorts of weather
• Have a smartphone or mobile device with Wi-Fi and/or cellular data capabilities and daily internet access
• Have consistent mid-day M-F availability (most clients need us between 10am-4pm). A second job or school classes CANNOT conflict with 10am-4pm on weekdays.
• Intend to make this job a long-term commitment (not for “getting you by” between other jobs).
• Pass a background check before starting the position”,
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“responsibilities”: “Dog walking hours typically run M-F 10am-4pm. Petsitting can be either during the week and/or over the weekends. Use a scheduling system on your computer and phone to see your daily schedule with instructions and info for each dog.”,
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“qualifications”: “Must be 21 years old, have consistent weekday availability, and love being outside working with dogs. Must have access to a smartphone.”,
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Andersonville
Position: Dog Walker
Location: Chicago IL – Andersonville
Description:
Windy City Paws is hiring dog walkers in Andersonville! If you are interested in dog walking in the Andersonville neighborhood, complete the contact form on this page.
Citywide – Cat Sitters
Position: Pet Sitter
Location: Chicago IL – Citywide
Description:
Windy City Paws is always hiring for qualified cat sitters. Set your own schedule and availability! Fill out the contact form on this page if you are interested in pet sitting work with Windy City Paws.
North Center
Position: Dog Walker
Location: Chicago IL – North Center
Description:
We are currently in need of a dog walker to service our North Center clients. Applicants interested in this dog walking position should complete the contact form on this page.
Ravenswood
Position: Dog Walker
Location: Chicago IL – Ravenswood
Description:
We are currently in need of a dog walker to service our Ravenswood clients. Applicants interested in this dog walking position should complete the contact form on this page.
Lincoln Square
Position: Dog Walker
Location: Chicago IL – Lincoln Square
Description:
We are currently in need of a dog walker to service our Lincoln Square clients. Applicants interested in this dog walking position should complete the contact form on this page.
Roscoe Village
Position: Dog Walker
Location: Chicago IL – Roscoe Village
Description:
We are currently in need of a dog walker to service our Roscoe Village clients. Applicants interested in this dog walking position should complete the contact form on this page.
Bucktown/Wicker Park
Position: Dog Walker
Location: Chicago IL – Bucktown/Wicker Park
Description:
We are currently seeking a dog walker for our Bucktown and Wicker Park service area. Bikers are preferred for this service area. Applicants interested in this dog walking position should complete the contact form on this page.
South Loop
Position: Dog Walker
Location: Chicago IL – South Loop
Description:
We are currently in need of a dog walker to service our South Loop clients. Applicants interested in this dog walking position should complete the contact form on this page.
Lincoln Park
Position: Dog Walker
Location: Chicago IL – Lincoln Park
Description:
We are hiring dog walkers for our Lincoln Park service area. This service area is large and bikers are preferred for this neighborhood. Applicants interested in this dog walking position should complete the contact form on this page.
Gold Coast
Position: Dog Walker
Location: Chicago IL – Gold Coast
Description:
We are currently hiring a dog walker in the Gold Coast neighborhood of Chicago. To become a Windy City Paws dog walker, you must be professional, dependable, and devoted. Applicants interested in this dog walking position should complete the contact form on this page.
Lakeview
Position: Dog Walker
Location: Chicago IL – Lakeview
Description:
We are currently seeking a dog walker for our Lakeview service area. Lakeview dog walking routes can include longer distances between walks, so bikers are preferred for this neighborhood. Applicants interested in this dog walking position should complete the contact form on this page.
Streeterville
Position: Dog Walker
Location: Chicago IL – Streeterville
Description:
Windy City Paws is hiring dog walkers in our Streeterville service area. This service area is very walk-able. If interested in this dog walking position, complete the contact form on this page.
River North
Position: Dog Walker
Location: Chicago IL – River North
Description:
Windy City Paws is hiring a River North Dog Walker. This service area is very walkable and close to public transit. Most of this neighborhood involves high-rise service. To become a Windy City Paws dog walker, you must be professional, dependable, and devoted. If interested, complete the contact form on this page.
Old Town
Position: Dog Walker
Location: Chicago IL – Old Town
Description:
We are currently seeking a dog walker for our Old Town service area. Applicants interested in this dog walking position should complete the contact form on this page.