Chicago Dog Walking

Chicago Pet Sitters offers premium, flexible, tailored dog walking services in Chicago. We walk only one household at a time, and we pair your pup with a consistent walker for pre-set recurring walks. Our walks are tailored to your pup’s specific needs! Each member of our team is thoroughly vetted, bonded and insured, and extensively trained in dog care and behavior. Our managers are on duty to support our walkers during all visits. You can trust that your pup is in excellent hands!
Chicago Pet Sitters is one of Yelp's Top 100 Local Businesses in the United States

Service Area

Chicago Pet Sitters offers dog walking services in these Chicago neighborhoods:

Albany ParkAndersonville | Avondale | Bucktown | Buena Park | Edgewater | Lakeview | Lincoln Park | Lincoln Square | Logan Square | North Center | Old Town | Palmer Square | Ravenswood | Roscoe Village | Wicker Park | Wrigleyville | Uptown

Compare us with the rest of Chicago's best dog walking services!

Windy City Paws

$29

30-min recurring dog walk

$5.50 more than Chicago Pet Sitters

Green Paws Chicago

$26

25-min recurring dog walk

5 less minutes of interaction and walk time

$2.50 more than Chicago Pet Sitters

Dogs Deserve It

$27

25-min recurring dog walk

5 less minutes of interaction and walk time

$3.50 more than Chicago Pet Sitters

Urban Tailz

$23.50

30-min recurring dog walk

5 walks per week required

Now let us show you our value!

Standard Recurring Walks

30-min Dog Walk
2-hour Midday Arrival Window

  • Dedicated walker pairing
  • Visit report with adorable photos of your pup out on the walk
  • Walk and play/enrichment tailored to your dog’s needs and desires
  • Feeding and water refresh with photos in the report
  • Medication at no additional charge
  • Real-time communication with our team
  • Management support before, during, and after visit
  • Extremely flexible request and cancellation policies

 

 

$23.50

Midday As-Needed Walks

30, 45, or 60-min Dog Walks
10am-1pm or 1pm-4pm Arrival

  • Visit report with adorable photos of your pup out on the walk
  • Walk and play/enrichment tailored to your dog’s needs and desires
  • Feeding and water refresh with photos in the report
  • Medication at no additional charge
  • Real-time communication with our team
  • Management support before, during, and after visit
  • Extremely flexible request and cancellation policies

 

30-min visit: $31.50
45-min visit: $46
60-min visit: $62

$31.50

Recurring Potty Breaks

20-min Puppy or Senior Potty Breaks
10-11:30am & 2-3:30pm Arrival

  • Twice daily care!
  • Excellent potty training support for pups up to 6 months
  • Thoughtful senior care for older pups
  • Dedicated walker pairing
  • Visit report with adorable photos of your pup out on the walk
  • Walk and play/enrichment tailored to your dog’s needs and desires
  • Feeding and water refresh with photos in the report
  • Medication at no additional charge
  • Real-time communication with our team
  • Management support before, during, and after visit
  • Extremely flexible request and cancellation policies

$33/day

Extended Recurring Walks

45-min Dog Walk
2-hour Midday Arrival Window

  • Dedicated walker pairing
  • Visit report with adorable photos of your pup out on the walk
  • Walk and play/enrichment tailored to your dog’s needs and desires
  • Feeding and water refresh with photos in the report
  • Medication at no additional charge
  • Real-time communication with our team
  • Management support before, during, and after visit
  • Extremely flexible request and cancellation policies

 

 

$35.25

Extra Long Recurring Dog Walks

60-min Dog Walk
2-hour Midday Arrival Window

  • Dedicated walker pairing
  • Visit report with adorable photos of your pup out on the walk
  • Walk and play/enrichment tailored to your dog’s needs and desires
  • Feeding and water refresh with photos in the report
  • Medication at no additional charge
  • Real-time communication with our team
  • Management support before, during, and after visit
  • Extremely flexible request and cancellation policies

$47

After Hours As-Needed Dog Walks

Flexible 3-hour Arrival
Premium 1-hour Arrival

  • Visit report with adorable photos of your pup out on the walk
  • Walk and play/enrichment tailored to your dog’s needs and desires
  • Feeding and water refresh with photos in the report
  • Medication at no additional charge
  • Real-time communication with our team
  • Management support before, during, and after visit
  • Extremely flexible request and cancellation policies

30-min visit: Flexible $47.50 / Premium $65
45-min visit: Flexible $67.50 / Premium $97.50
60-min visit: Flexible $90  / Premium $130

$47.50

Additional Information

Recurring Schedule and Packages

  • Prices listed above for recurring visits are for 3 or more recurring walks per week (3 days of twice daily visits for puppy/senior potty breaks)
  • Prices listed above for as-needed visits are for pre-purchased package of 20 visits
  • Please reach out to sit@chicagopetsitters.com to inquire about pricing for your unique situation

Keys

  • To begin working with Chicago Pet Sitters, we require two working sets of keys, which are uniquely coded and kept secured in our office. Prior to your first reservation, a team member will pick your keys up at no cost to you.
  • Should two sets not be available, a lockbox with one full, working set must be kept at your residence.
  • Key Concierge: For a small fee, we can have a team member pick up two sets of keys prior to your reservation and drop the keys off to you after your reservation.
  • Complimentary key return for discontinued service.

Fees

Additional fees include:

  • $5 per additional pet per visit
  • $7 per Saturday or Sunday visit
  • $15 per visit on Chicago Pet Sitters holiday date (recurring walks cancelled on these dates)

Late Requests and Cancellations

  • Cancel up to 4pm day prior with no charge
  • Late cancellations incur full visit charge
  • Request up to 1pm day prior for all Tuesday, Wednesday, Thursday, and Friday visits. Request up to 1pm Thursday for all Saturday, Sunday, or Monday visits.
  • Late requests incur $25/visit late request fee

Further Client Details

  • *Dedicated walker pairing with 3 or more pre-set recurring walks per week. When your primary walker has time off, another member of our team will be scheduled.
  • All clients have access to a personalized portal for scheduling, cancelling, payments and providing our staff with the most up-to-date information about your pet.
  • We have a dedicated office staff available to assist you.
  • You can expect a notification when we arrive along with a daily report letting you know potty details, notes about the walk, time and duration of our visit and frame-worthy photos of your pup(s).
  • All Chicago Pet Sitters dog walkers are fully vetted and trained in positive reinforcement methods and techniques.

Complimentary Services

  • Daily Walk Report
  • Water Refill
  • Feeding (upon request)
  • Belly Rubs
  • Playtime