Chicago Dog Service
DOG WALKING & PET CARE · CHICAGO

Tell us the care you need—we’ll take it from there.

Tell us where you are, the care your dog needs, and your preferred schedule. We’ll send you provider recommendations based on your needs. No payment is needed to submit a request.

Request dog care ↗

Dog walks · Puppy visits · Pet sitting
Availability and pricing are confirmed before you book.

01 / YOUR DOG · YOUR SCHEDULE

Tell us what care you need.

Share your neighborhood, schedule and care requirements. We’ll send you provider recommendations based on your needs.

You’ll receive an email confirmation. We’ll send you provider recommendations based on your needs. This request does not reserve care; availability and pricing must be confirmed. For same-day care, contact providers directly.

Or email [email protected] directly.

02 / COMPARE PUBLISHED OPTIONS

Three Chicago dog-walking options, side by side.

Start with the visit and schedule that fit your dog. These durations and conditions differ, so the lowest headline price is not necessarily the best fit.

Public provider pages checked October 30, 2026. We verified the published information below, not care quality, insurance, or current openings. These are editorial listings; no booking partnership is claimed.

Windy City Paws

$31 / 30 minutes

Recurring walks: at least 3 fixed weekdays per week, during weekday daytime hours.

Individual neighborhood walks. Occasional walks have a different rate.

Confirm your address directly.

Check provider rates & details ↗

Windy City Dog Walkers

From $24.50 / 25 minutes

Advertised weekday starting rate. Confirm your schedule and total price.

Private walks; provider advertises a consistent walker.

Published areas include Lincoln Park, Lakeview, Logan Square, West Loop, and South Loop; confirm exact address.

Check provider rates & details ↗

Dogs Deserve It

$31 / 25 minutes

Recurring package: at least 3 days per week, weekday daytime; 2-hour arrival window.

GPS tracking and photo updates. As-needed visits cost more.

Published areas include Lincoln Park, Lakeview, Logan Square, Bucktown, and Wicker Park; confirm exact address.

Check provider rates & details ↗

Before booking, confirm your address, arrival window, walker continuity, backup coverage, insurance, cancellation terms, and the full cost including extra dogs, evenings, weekends, and holidays. Rates can change. Contact providers directly for urgent care.

03 / START WITH THE ESSENTIALS

A little clarity goes a long way.

01

Start with your neighborhood

A great service is only useful if it covers your home and preferred walking window.

02

Compare the whole visit

Ask how much time is spent walking, how updates work, and whether visits are private or shared.

03

Check the care plan

Discuss access, backup coverage, insurance, emergency procedures, and your dog’s needs directly with a provider.

04 / YOUR NEXT STEP

Your dog-walker comparison worksheet

Compare your shortlist, weekly costs, coverage, and care requirements. Download the worksheet free; no email required.

Download free worksheet
  1. Neighborhood and recurring schedule
  2. Private or group visits and actual visit duration
  3. Consistent walker and backup arrangements
  4. Insurance, references, and emergency process
  5. Cancellation rules, extra dog fees, and holiday costs

Privacy for this inquiry page

When you submit an inquiry, Chicago Dog Service stores your name, email, optional phone, neighborhood, care type, timing, frequency, number of dogs, preferred days and time window, visit length, optional start date and budget, message, contact permission, optional marketing preference, and basic source information in a private Cloudflare database so we can manage and respond to your request. A short-lived hashed network identifier helps limit spam; raw IP addresses are not stored in the inquiry record. Cloudflare Web Analytics measures site visits and page performance without advertising cookies. Hosting providers may retain routine access logs. We do not sell inquiry information. We will ask your permission before sharing your contact information with a provider. We send an inquiry acknowledgment and an internal notification through Google Workspace. Marketing updates require your separate optional checkbox; marketing follow-up sequences are not active. To request access, correction, deletion, or withdrawal of marketing permission, email [email protected]. Please do not submit payment details or sensitive personal information.