Dog Walker - Evening & Weekends

Are you passionate about pets?

So are we! Windy City Paws is Chicago's top-rated dog walker and cat sitter for busy professionals. Our clients experience the convenience of our advanced services, featuring GPS verification for added reassurance and seamless online scheduling for effortless coordination.

Dependability is one of the most important aspects to consider when selecting a pet care service provider. A cancellation can cause extreme stress for clients and pets, which is why Windy City Paws never cancels appointments. There is always someone on staff ready to step in. At Windy City Paws, we love what we do and we want to grow our team with like-minded pet lovers!

Windy City Paws is looking for a dependable person to join our professional team as an Evening and Weekend Dog Walker! This is a part-time, W-2 employed position that receives benefits like paid time off (PTO) and 401(k) payroll contributions. Additionally, you will be provided with paid training and education on dog and cat behavior throughout your tenure with us!

• Prepare the dogs in each household to outside with appropriate safety gear
• Lead 30-60 minute walks and active play sessions
• Administer food, water, or medication per client instructions.
• Clean up after pups outdoors and indoors as needed.
• Send updates/photos and log behavior or health notes.
• Build strong rapport with pets and their owners

Why Join Windy City Paws?

• Founded in 2009: an experienced, trusted, and passionate Chicago team.
• W2, part-time positions with PTO and 401(k) benefits.
• Paid training and hands-on education in dog behavior.

Chicago Service Areas: Andersonville, Bucktown, Gold Coast, Irving Park, Lakeview, Lincoln Park, Lincoln Square, Logan Square, Loop, North Center, Old Town, Ravenswood, River North, Roscoe Village, South Loop, Streeterville, West Loop, Wicker Park

• Availability: at least 3 weekday evenings 5pm-8pm or 6pm-8pm (required)
• Availability: Some availability on Saturday & Sunday between 8am-8pm
• Vehicle Required
• Reliable commute to Chicago service areas listed above
• Eligibility to work in the U.S. and a minimum age of 18.
• Capable of withstanding all weather conditions outside and several hours of walking each day.
• A smartphone with a data plan for communication and tracking walks.
• Open to last-minute requests
• Willing to pick-up/ drop-off keys from the office; this could be multiple times throughout the week if necessary
• 3 Month Commitment Minimum

Pay & Perks

• Paid per walk (rate varies by visit length and location).
• Typical earnings: $100-$150 per week (~5-10 hours).
• PTO accrual and 401(k) eligibility after 6 months.

Make your days more meaningful! Help pets, build relationships, and earn steady income doing something you love;