Dog Walking Services in Chicago, Illinois

Browse sitters in Chicago, Illinois, compare and find the right match for your pet.

5+ verified sitters
Small dogs
0
Medium dogs
0
Large dogs
0
Cats
0
Small pets
0

Find a match

Add dates and pets to see sitters who'll be available.

Dog Walking in Chicago

5
Active sitters
$20
Typical price
per walk

Sittsy data in Chicago · June 2026

How quickly Chicago responds

Response and offer times across the Sittsy network.

How fast sitters reply

Median ~5 min · 81% reply within 1 hour

Under 5 min
46%
5–15 min
19%
15–60 min
16%
1–4 hours
9%
4–24 hours
7%
More than 24 h
4%

When you post a request

~40 min
To the first offer
half of all requests
2.1
Offers per request
on average
52%
Get an offer
from a sitter

Price in Chicago

Indicative price

Final price the owner pays (includes Sittsy Protection)

$20/walk
typical price
from $15to $30
No surprises: the price you see is the price you pay. It includes the service fee and the Sittsy guarantee (24/7 cover and support; not an insurance policy).

Estimate your booking price

Estimate for a typical booking — final price for the owner

walks5 walks
120
$100
$20/walk (typical price) × 5 walks
Depending on the sitter, between $75 and $150

The price depends on the sitter, your pet's size and the dates. Calculated on the typical price in Chicago; each sitter sets their own rate. Includes the service fee and the Sittsy guarantee.

Who they accept

% of sitters for this service in Chicago

Cats
0%
Small dogs
0%
Medium dogs
0%
Large dogs
0%
Other pets
0%

Why Sittsy gives you peace of mind

Does your pet get nervous when you're away? For nervous dogs, every walk goes at their own pace and you can follow it live by GPS.

Live GPS during the walk

You follow your dog's route on the map in real time and see the distance and duration when it ends.

Care schedule and max time alone

You set your pet's routine and how long it can stay alone; the sitter sees it and Sittsy helps make sure it's respected. Designed for pets with separation anxiety.

You see the sitter's other pets

On their profile and calendar you see which other pets they have or host on those days. When you book we tell you if your pet will overlap with others, so you can confirm they're a good fit.

Chicago for dogs, in numbers

The city's green spaces and sitter network, in figures.

37
Dog areas
spaces for dogs (OSM)
5
Active sitters
44
Dog-Friendly Index
out of 100

Chicago's dog map: parks, vets and sitters nearby

37 dog areas and Chicago's veterinary clinics, on the map (OpenStreetMap data). 57% of Sittsy sitters live within 2 km of a dog area. Tap any point for details.

Dog area (with number of sitters within <2 km)Veterinary clinic

Parks: OpenStreetMap. Nearby sitters: Sittsy data. Clinic locations approximate; confirm address and hours on their website.

Weather and caring for your dog in Chicago

A rainy fortnight in Chicago: 5 of 14 days with precipitation. Keep a towel and raincoat handy. It's exactly what a good walker takes into account on every outing. 14-day forecast (Open-Meteo); updated daily.

Toughest day: Mon 27 Jul, 97 °F. Shorter walks and a raincoat if your dog tolerates it. Dry paws and coat well on return to avoid colds and fungus.
Sun 26
90°
70°
Heat
Mon 27
97°
72°
Rain
Tue 28
75°
72°
Ideal
Wed 29
79°
68°
Ideal
Thu 30
84°
68°
Heat
Fri 31
86°
72°
Heat
Sat 1
75°
70°
Drizzle
Sun 2
75°
70°
Ideal
Mon 3
79°
70°
Ideal
Tue 4
84°
70°
Heat
Wed 5
84°
72°
Heat
Thu 6
81°
72°
Drizzle
Fri 7
86°
72°
Rain
Sat 8
79°
70°
Rain

Rain

Shorter walks and a raincoat if your dog tolerates it. Dry paws and coat well on return to avoid colds and fungus.

Drizzle

Showers possible. Make the most of the clear spells to walk and bring a towel to dry them on the way back.

Heat

Move walks to early morning and the evening, look for shade and bring water. Avoid intense exercise in the sun.

Ideal

A perfect day for dogs: make the most of it with a long walk, play at the park or some socialising.

Air quality and walks in Chicago

Air quality is getting worse these days in Chicago: it reaches "poor" (index 67). Ozone rises with summer heat and is worst in the afternoon, so the air gets worse just when the sun is strongest. European air quality index (Open-Meteo); updated daily.

Sun 26
64
Poor
O₃ 154
Mon 27
66
Poor
O₃ 162
Tue 28
40
Fair
O₃ 99
Wed 29
37
Fair
O₃ 93
Thu 30
67
Poor
O₃ 166
Fri 31
37
Fair
O₃ 66

What to do these days

Limit intense exercise and walk first thing, when the air is cleanest. Take special care with brachycephalic dogs (bulldog, pug, boxer), puppies, older dogs and those with heart or respiratory problems.

Pet care in United States, city by city

Sittsy network data combined with public sources (OpenStreetMap, Open-Meteo). Updated 2026-06-29.

The most dog-friendly city

New York tops the Sittsy Dog-Friendly Index with 80/100.

The most affordable boarding

Waco has the lowest boarding price, from about $15/night.

The most reviewed by volume

San Antonio has the most verified Sittsy reviews in the country.

United States Dog-Friendly Index

Sittsy Dog-Friendly Index (0–100): combines sitter supply, verified review volume, average rating and the variety of pets accepted across the Sittsy network in each city in the country.

  • 1New York
    80
  • 2San Antonio
    66
  • 3Houston
    59
  • 4Los Angeles
    58
  • 5Las Vegas
    57
  • 6Tacoma
    55
  • 7Waco
    55
  • 8Indianapolis
    54
  • 9Denver
    52
  • 10Austin
    52
  • 18Chicago· this city
    44
CityIndexBoarding $/nightAccept catsDog areas
New York80$2614%
San Antonio66$200%
Houston59$3540%
Los Angeles58$6514%
Las Vegas57$2225%
Tacoma55$2066%
Waco55$1566%
Indianapolis5420%
Denver52$2425%
Austin52$3020%
Chicago· this city44$4014%

Dog Walking in Chicago

Compare dog walking services and prices in your area.

ServiceSittersPrice Range
🚶 Dog Walking42$15 - $30
🏠 House Sitting34$20 - $60
🐾 Any Service9$15 - $60
👋 Drop-in Visits33$20 - $30

Nearby cities

Frequently asked questions about Dog Walking

How long are the walks?

Standard walks are typically 30 minutes, with 60-minute walks available for high-energy dogs. Some walkers also offer quick 15-20 minute potty breaks.

Does my dog walk alone or with other dogs?

You can choose! Solo walks provide one-on-one attention, while group walks (usually 2-4 dogs) offer socialization opportunities. Group walks are often more affordable.

How do walkers access my home?

You can provide a spare key, use a lockbox, or give the walker a door code. Many pet parents meet the walker for the first visit, then provide key access for future walks.

What happens in bad weather?

Most walkers will still walk in light rain or cold weather with proper gear. In severe weather (storms, extreme heat), walkers will contact you to reschedule or shorten the walk.

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