• CHICAGO DOG WALKING · SINCE 2009

Contact Us Today to Get Started

Trusted, CertifiedChicago Dog Walkers

Tell us a little about your dog and we’ll be in touch.

Mobile App & GPS Verification

Same Dog Walker Every Day

Fear-Free Certified

Daily Walks Starting at $31

  • Office hours are Mon–Fri 8am–5pm. All calls and emails are returned within 24 hours Mon–Fri.

Bonded & Insured

Licensed, bonded, and insured in Chicago.

Trained Team

Employees trained the Windy City Paws way.

Individual Walks

No pack walks — just one-on-one attention.

Neighborhood-Based Walks

We walk in your neighborhood only.

OUR SERVICES

Walks Built AroundYour Workday

01 —

Dog Walking

Whether you're working from home or in an office, we can help walk your pup while you work! Dog walks include a stimulating walk and affection! All WCP dog walks are individual walks. We walk in your neighborhood and never transport your dog to another area or go to dog parks or off-leash areas.

We are looking for a reoccurring walking schedule. In order to build a strong bond of trust with your pet through consistency, we prefere to work with clients that sign up with us for a reoccurring weekly schedule.

02 —

Puppy Package

For puppies, most clients choose 15-minute visits 2x per day, as this provides more attention through service combining outdoor/indoor time. However, our puppy package is available for clients who only need short potty breaks.

We require 5-day per week service M-F between 8am-5pm to qualify for Puppy Package pricing.

WHY WINDY CITY PAWS

You Work. We Walk.

Mobile App & GPS Verification

You receive a push notification and an email when your visit is complete. It includes GPS verification of your service location, a photo of your pet, and notes about the day’s visit.

Trusting someone with your dog means trusting them with your home. Here is exactly what that looks like with Windy City Paws.

Same Dog Walker Every Day

Daily Dog Walk clients on a recurring schedule of at least three service days per week are matched with a dedicated dog walker — someone you meet personally. All Windy City Paws dog walkers are employees, trained to walk the Windy City Paws way.

Fear-Free Certified

We are proud to have Fear Free Certified Professionals on our team, dedicated to caring for your pet’s emotional and physical well-being.

One-on-one Attention

Windy City Paws dog walking gives one on one attention to your dog. We do not pack walk, and we follow a PawsFirst philosophy — your dog always comes first in our care.

Bonded, Insured and Licensed

We are bonded, insured and licensed in the city of Chicago, and we can provide prospective clients with copies of this documentation.

TRUST & RECOGNITION

Awards & Certifications

Voted Best Dog Walker

Chicago Reader, 2017–2019

17 Years of Excellence

Walking Chicago dogs since 2009

Fear Free Certified Professional

Yelp 5-Star Business

CLIENT REVIEWS

Hear What Our Clients Are Saying!

BEFORE YOU BOOK

Frequently Asked Questions

Still have a question? Call us at 312.473.6466 or email info@windycitypaws.com.

Will I have the same walker every day?

Yes. If you are a Daily Dog Walk client with a regular, recurring schedule with at least 3 service days per week, you are matched with a dedicated dog walker for your dog(s).


If your regular dog walker is unable to walk your dog due to illness or planned time off, it is Windy City Paws’ policy to seamlessly assign another walker on staff to walk your dog that day. We will notify you proactively of the change in walker for that scheduled service. You can also always view the dog walker scheduled to walk your dog in the online scheduling system. All Windy City Paws dog walkers are employees and trained to walk the Windy City Paws way. You will never have a backup dog walker who is anything less than a fully trained team member.


If you have an irregular schedule and use our Periodic Dog Walk service, you may not have the same walker each time.

Do you require a minimum number of walks?

Clients who maintain recurring scheduled service with three (3) or more service days per week are entitled to our Daily Schedule pricing. Scheduled services are defined as M-F, 8am-5pm with recurring days and times (ex: M/W/F 11am-1pm). For weeks in which a client receives services on fewer than three (3) days, the “Periodic” pricing will be applied to the services during that week.


To be eligible for Daily Dog Walk pricing, you must maintain a consistent schedule (recurring days and times) from week to week AND have at least 3 service days scheduled. Clients who wish to schedule services in a more flexible way can onboard with Windy City Paws with the current Periodic pricing.


For our Puppy Package, we require a minimum of 10 regularly scheduled dog walks per week (2 walks per day) between the hours of 8am-5pm, Monday through Friday.

How will I know my visit is complete?

You will receive a push notification (if desired) and an email when your visit is completed. That notification will include:


- A GPS verification of your service location

- A photo of your pet(s)

- Notes about the day’s visit

How do I communicate with the office or my dog walker?

You have two options. In your app, Time To Pet, you can send a private message to the office. You may also send a message directly to your dog walker with the office copied by default.

What is your cancellation policy?

For any service, you must submit your cancellation request by 12pm (noon) the day before a scheduled service, or it will be charged in full.


We implement a cancellation policy for the benefit of our employees, who clear their schedules for your specific service timeframe. When cancellations are made prior to our deadline, our walkers and sitters can make other plans and take other jobs.

When will my appointment occur?

Daily Dog Walks: If you have (1) scheduled dog walk per day, we require a 2-hour timeframe for the walker to arrive in. If you have (2) scheduled dog walks per day, we require a 1-hour timeframe for the walker to arrive in.


Periodic Dog Walks: Periodic Dog Walks also have arrival timeframes. We always aim for a 2-hour window. However, for Periodic Dog Walks we may ask for a longer arrival timeframe in order to guarantee service.

How do I pay?

All invoices and payments are made for services rendered. You are never paying in advance. When setting up your account, you will be enrolled in autopay and may use your bank account (ACH payment), Visa, Mastercard, or American Express. Clients will receive an invoice via Time To Pet for services completed the 1st-15th of the month and for the 16th-31 of the month.

Are you insured?

Yes, we are bonded, insured and licensed in the city of Chicago. We can also provide prospective clients with copies of this documentation.

What are Windy City Paws office hours?

Office hours are Monday-Friday from 8am-5pm.

  • READY FOR HAPPIER DAYS?

Let’s Get Your Pup on the Path to a Happier, Healthier Life

Trusted dog walking in Chicago, with care, consistency, and a team that truly loves dogs.

Bonded & Insured

For your peace of mind

Trusted Since 2009

A happier Chicago

SERVICE AREAS

Andersonville

Bucktown

Gold Coast

Lakeview

Lincoln Park

Lincoln Square

Roscoe Village

South Loop

Streeterville

West Loop

Wicker Park

Logan Square

Loop

North Center

Old Town

Ravenswood

River North

Mon–Fri 8am–5pm.
All calls and emails are returned
within 24 hours Mon–Fri.