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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. Every booking comes with $20,000 in vet coverage.

Browse Chicago Dog Sitters

0% owner fee + cashback

$66better off on Petme

$420
On Petme$400+$20 Cashback
Typical platforms$466+$46 Owner fee · 11-15%

Petme adds 0% owner fee and pays up to 5% cashback (capped at $20 a booking). Typical platforms charge between 11% and 15% owner fees. Sitters set their own rates, so totals vary.

200K+
Dog lovers
Pet lovers from 42+ countries
$20,000
Vet support
Protection Plan included
24/7
Availability
Real humans, always available

Dog care options in Chicago

Overnight Dog Boarding

Your dog stays overnight in a Chicagoan's home. Warm beds in winter, backyard time in summer, and a sitter who treats them like family.

Daily Dog Walking

Professional walks through your Chicago neighborhood. Lakefront paths, neighborhood parks, or just around the block. Rain, snow, or shine.

House Sitting

A sitter stays in your Chicago home while you're away. Your dog gets daily walks, meals on schedule, and company through harsh winters and warm summers.

Drop-in Dog Visits

A local sitter visits your place to handle feeding, walks, and playtime. Keeps your dog comfortable in their own space.

Doggy Day Care

Drop your pup off at a sitter's home for a full day of play and relaxation. Personal attention that big daycare facilities can't match.

Verified pet sitters in Chicago

Browse verified pet sitters in Chicago. Tap any sitter to see their services, rates and reviews.

5.0 average from 39 reviews by Chicago pet parents

Ernestina Raygoza

Ernestina Raygoza

seahorse1681

reliable, college student

Chicago
James

James

jamesldn

I’m your go-to for energetic dog walks, fun playtime, or just chilling with your cat to keep them content.

Chicago
Erin

Erin

fuzzy_camel1558

the best care for your best friend!

Chicago
Michael @ Gold Coast/Old Town

Michael @ Gold Coast/Old Town

goldcoast

Your dog treated like family. Vetted and insured.

Chicago
Sierra

Sierra

sierra_b5678

Only the best pet care for your best animal friends! :)

Chicago
Sariyah

Sariyah

grumpy_oyster1089

your furbabies are my furbabies

Chicago
Reggie

Reggie

hungry_sphynx1285

From meds to playtime, your pet’s comfort is my mission.

Chicago
Meghan

Meghan

megs_petsitting

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

Chicago
Miranda Verbsky

Miranda Verbsky

myfriendscallmerandi

Who says you can't buy love?

Chicago
Stephanie H

Stephanie H

quirky_fish1448

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

dialu_10

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

Chicago
Malcolm Langford

Malcolm Langford

giddy_parrot1827

Loving, reliable pet care with updates you can trust.

Chicago
Kris Mayer

Kris Mayer

wilde1

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
Mona

Mona

monasiatwhite

Your dog’s second favorite human

Chicago
Lisa

Lisa

lisaswan

Dog sitting with love & attention. 15years of experience looking after dogs.

Chicago
Samantha

Samantha

sammii4512

College Student, Flexible, Reliable

Chicago
Chris

Chris

fuzzy_siren1741

Your Pets Favorite Visitor 🐾

Evanston
Monica

Monica

soulful_care

Cuddles not cages

Bridgeview
Ruth H.

Ruth H.

ruthie_roo

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
Brooke

Brooke

spunky_mosquito1863

Elmhurst
Esmeralda R.

Esmeralda R.

ejasmine07

Ive owned so many variety's of pets from cats and dogs to gerbils, hamsters, mice, and turtles from 8-18 years old. I love animals and will always put their well-being first in any situation. I am cur

Midlothian
donnovan

donnovan

fuzzy_guinea1015

I am a up coming college freshman looking for a side hustle with pets

Glendale Heights
Cassidy

Cassidy

cassidy03

I’m a stay at home mom who is privately insured. Your pup will be treated as if they are our own!

Highland
Anahi

Anahi

ana_morales

Hi! My name is Anahi, I’m 23 years old, and I work a full-time job. Caring for animals is truly my way to de-stress and unwind, and it brings me so much joy. I absolutely adore taking care of my own p

Munster

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

$20,000 vet support

Every booking includes the Petme Protection Plan. If something unexpected happens during a stay or walk, your dog is backed by the plan, at no extra cost.

Peace of mind, built in

Meet before you book

Schedule a free meet-and-greet 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

Dog boarding rates in Chicago typically fall between $30 and $65 per night. Prices vary by neighborhood and sitter experience. On Petme, every booking includes $20,000 in vet coverage at no additional charge, regardless of the nightly rate.
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.
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.
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.
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.
Yes. Every booking made through Petme - whether it is overnight boarding, a dog walk, or a drop-in visit - includes the Petme Protection Plan, which may contribute up to $20,000 in vet support if your dog is injured or becomes ill during a stay or walk. No separate purchase is required, and there is no opt-in process. The plan is included in every booking by default.
Yes. Every Petme booking starts with a free meet-and-greet. You and your dog get to meet the sitter in person before any booking is confirmed. You only go ahead when you are both comfortable - and most dog owners say the meet-and-greet is the step that gives them the most confidence. There is no charge for the meeting and no obligation to proceed.

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

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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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Pet sitting in Chicago: 0% fee and cashback

Discover verified pet sitters in Chicago and how our cashback system rewards pet owners after every booking.