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Chicago dog sitters who go the extra mile

From lakefront walks in summer to cozy indoor stays in winter, find Chicago sitters who understand what your dog needs year-round. Up to $22,000 through the Protection Plan for eligible vet costs.

Browse Chicago Dog Sitters

0% owner fee + cashback

$59better off on Petme

$420
On Petme$407+$13 Cashback
Typical platforms$466+$46 Owner fee · 11-15%

Petme adds 0% owner fee and pays cashback (capped at $20 a booking). Typical platforms charge between 11% and 15% owner fees. Sitters set their own rates, so totals vary.

250K+
Dog lovers
Pet lovers from 43 countries
$22,000
Protection Plan
For eligible vet costs
24/7
Availability
Real humans, always available

Verified pet sitters in Chicago

ID check and background check on every profile. Rates and reviews when you open one.

5 average from 18 reviews by Chicago pet parents

Meghan

Meghan

From $19

5(15)

Availability confirmed 8d ago

Available for dog walks in Lincoln Park. I'm passionate about providing dogs with the love, attention, and care they deserve.

Chicago
Stephanie H

Stephanie H

From $20

Availability confirmed 10d ago

I love caring for animals and truly enjoy the time I spend with them! I am a firm believer that our pets are also our children!

Chicago
Diane

Diane

From $13

Availability confirmed 3d ago

I will take care of your pets as I would want mine to be taken care of! 🐾💓

Chicago
Alaina

Alaina

From $15

Availability confirmed 6d ago

Hello! My name is Alaina, and im mom to two pups, my sweet Thanos (6 years old/pitbull) and my old man Dallas (10 years old/shih tzu). Life can get really busy, and I’m more than happy to help out and

Chicago
Kris Mayer

Kris Mayer

From $20

Availability confirmed 2d ago

I'm an Insured and Pet CPR + First Aid certified cat lover. I'm here to give your cat the very best care, lots of love, and give you piece of mind.

Chicago
Emily Allen

Emily Allen

From $11

Availability confirmed yesterday

compassionate and dedicated pet lover around Lincoln Square

Chicago
Mayah

Mayah

From $10

Availability confirmed today

Experienced Cat Sitter

Chicago
Monica

Monica

From $25

5(2)

Availability confirmed 14d ago

Cuddles not cages

Bridgeview
Ruth H.

Ruth H.

From €20

5(1)

Availability confirmed 14d ago

As a lifelong dog and cat lover, I understand that your furry friends are family. I’m here to provide personalized, loving care tailored to their needs. With 5 years of experience pet sitting, I offer

Wilmette
Azra

Azra

From $15

Availability confirmed 3d ago

hello I’m here as a animal lover looking to take care of your pets ! I had/have pets of my own ever since I was 5 so you can be sure they love me as much as Iove them!

Orland Park
Luciana Z Gutierrez Pedraza

Luciana Z Gutierrez Pedraza

From $20

Availability confirmed 9d ago

WFH Flexible One family at a time

Wheeling
Erica

Erica

From $15

Availability confirmed 4d ago

Your pets new best friend 💁🏻‍♀️🥰

Lake Forest

Popular dog parks in Chicago

Lakefront beaches, urban parks, and off-leash zones

Montrose Dog Beach

Chicago's most popular off-leash dog beach on Lake Michigan. A massive sandy area where dogs can swim, dig, and run free with stunning skyline views.

  • Beach access
  • Swimming area
  • Skyline views

Grant Bark Park

An off-leash dog park in the heart of downtown with views of Millennium Park and the lakefront. A favorite lunch-break spot for Loop workers and their dogs.

  • Downtown location
  • Off-leash area
  • Lake views

Wiggly Field

Lincoln Park's beloved community dog park with artificial turf and good drainage. Named with classic Chicago humor, it's one of the most social spots in the neighborhood.

  • Artificial turf
  • Good drainage
  • Social atmosphere

Churchill Field Dog Park

Bucktown's go-to off-leash area with a large fenced space and excellent upkeep. Well-lit for evening visits during Chicago's shorter winter days.

  • Well-lit
  • Large fenced area
  • Well-maintained

Dog care tips for Chicago weather

Keeping your dog comfortable through all four seasons

Winter paw and belly care

Chicago winters are brutal. Road salt irritates paws and can be toxic if licked. Wipe down paws and belly after every walk. Dog boots aren't just cute here, they're essential.

Wind chill awareness

When wind chill drops below -10°F, even cold-weather breeds shouldn't stay out long. Keep walks short and watch for signs of frostbite on ears and paw pads.

Lakefront current safety

Lake Michigan's currents can be deceptively strong, especially near piers and breakwaters. Supervise dogs closely at the beach and avoid swimming on high-wave days.

Spring allergy season

Chicago's spring pollen surge hits dogs hard. Watch for excessive scratching, red ears, and watery eyes. Regular baths and vet-recommended antihistamines can help.

Why Chicago dog owners pick Petme

Dog Care That Feels Like a Neighbor

Chicago is a city of neighborhoods. Your dog sitter should feel like part of yours. Real people, real homes, real accountability.

Verified dog lovers

Every sitter's profile shows their experience with specific breeds, real photos with dogs they've cared for, and reviews written by actual dog owners in your city.

Real profiles, real trust

No kennels, ever

Your dog stays in a real home with a real person. We believe dogs deserve comfort, familiar routines, and one-on-one attention - not concrete floors and barking echoes.

Home-based care only

$22,000 Protection Plan

The Petme Protection Plan offers up to $22,000 for eligible vet costs if something unexpected happens during a stay or walk, subject to its terms.

Peace of mind, built in

Meet before you book

Arrange a meet-and-greet through chat so your dog can get comfortable with their sitter before the booking is confirmed. Chemistry matters - for dogs and their owners.

The sniff test

Common questions about dog sitting in Chicago

Everything you need to know before booking a dog sitter

What does overnight dog boarding cost in Chicago?
Dog boarding rates in Chicago typically fall between $30 and $65 per night. Prices vary by neighborhood and sitter experience. On Petme, the Protection Plan can contribute up to $22,000 toward eligible vet costs, regardless of the nightly rate.
How do dog walks work in Chicago winters?
Experienced Chicago dog walkers on Petme are used to handling all weather conditions. They know when to shorten walks due to wind chill, how to protect paws from salt, and which routes stay plowed. You can discuss winter protocols directly with your walker.
Can I find a dog sitter near the Chicago lakefront?
Yes. Petme lets you search by location, so you can find sitters in lakefront neighborhoods like Lincoln Park, Lakeview, Edgewater, and Hyde Park. Many lakefront sitters incorporate beach and trail walks into their care routine.
Does Petme offer dog daycare in Chicago?
It does. Instead of commercial daycare facilities, Petme connects you with individual sitters who host dogs in their homes for the day. Your dog gets personal attention, a quieter environment, and consistent care from the same person every time.
How do I know if a dog sitter in Chicago is trustworthy?
Every dog sitter on Petme completes identity verification before their profile goes live. Most sitters also have reviews written by dog owners in Chicago who have used their services. You can browse each sitter's full profile, view their photos with dogs, check their listed breed experience, and read every review before getting in touch. You are never obligated to book - messaging a sitter is always free.
Does the Petme Protection Plan apply to dog sitting bookings in Chicago?
Yes, for eligible vet costs. For bookings made through Petme, whether overnight boarding, a dog walk, or a drop-in visit, the Petme Protection Plan may contribute up to $22,000 if your dog is injured or becomes ill during a stay or walk, subject to the Protection Plan terms. No separate purchase is required. Eligibility rules apply, so read the terms before you book.
Can I meet a dog sitter in Chicago before committing to a booking?
Yes. You can message a sitter in chat and arrange a meet-and-greet before you book. You and your dog get to meet the sitter in person before you confirm anything, and you only go ahead when you are both comfortable. Meeting a sitter first is the best way to check the match.

Dog sitting in Chicago

Chicago is a deeply dog-friendly city, from the off-leash beaches along Lake Michigan to the neighborhood dog parks scattered across every ward. With distinct seasons that bring everything from sweltering summers to sub-zero winters, dog care in Chicago requires sitters who understand the rhythms of Midwest weather.

Petme brings together Chicago dog owners and local sitters who open their homes for overnight boarding, daily walks, and daytime care. Every sitter profile features reviews from other dog owners, detailed home descriptions, and photos that show exactly what your dog's experience will look like.

Whether you're looking for a walker who knows the best routes through Lincoln Park or a boarding sitter with a fenced yard in Oak Park, Petme helps you find someone who fits your dog's personality and your schedule.

Sitters ready for Chicago's four-season climate
Coverage from Loop to suburbs
Booking available 7 days a week
Top-rated sitters across Chicagoland
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Pet Sitting in United States

Explore all the pet care opportunities across United States. See local rates, find pet owners near you, and join a thriving community of pet lovers.

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Average rates in United States

Dog Walking

$15 – $30/walk

Drop-In Visit

$15 – $25/visit

Boarding

$35 – $75/night

House Sitting

$45 – $85/night

Day Care

$25 – $50/day

Dog sitters in other cities

Find trusted dog care in cities near you

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Your dog's Chicago sitter is waiting

From Wicker Park to the lakefront, Chicago dog owners rely on Petme for trusted boarding, walks, and daycare. Find a sitter near you today.

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