Chicago Dog Walking
Service Area
Chicago Pet Sitters offers dog walking services in these Chicago neighborhoods:
Albany Park | Andersonville | 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
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
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
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
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
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
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