Up to 30% OFF Sale - Limited Time Learn More
Up to 30% OFF Sale - Limited Time

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Limited Time Offer

We are currently offering up to 30% off select breeds of puppies. 

Prices reflect the discounted prices and is automatically applied during checkout.

The discounts offered at this time are not applicable towards past purchases or pending balances.


At Windy City Pups we strive to provide Illinois' premier puppy adoption experience. We appreciate and celebrate the difference our puppies can make in the quality of one’s life.

Small Breed Puppies for Sale

Puppy Breed Categories

Most Popular Doodle Puppy Breeds

Maltipoo Puppy For Sale - Windy City Pups


If you’re looking for a delightful little puppy that will charm you with every paw step, meet the adorable Maltipoo. Maltipoo puppies are a gorgeous designer breed, a mix between a Maltese and a Mini or Toy Poodle. Like their parents, you can expect your Maltipoos to be the best-behaved dogs you’ll ever meet. They possess endless qualities, are eager to please, and are very easy to train. Their upbeat personalities and passion for cuddles will inspire your adoration. Browse our available Maltipoo puppies for sale and find your perfect fur baby at Windy City Pups.

Mini Aussiedoodle Puppy For Sale - Windy City Pups

Mini Aussiedoodle

Spunky, energetic, and adventurous, the Mini Aussiedoodle puppy is the perfect companion for outdoorsy owners. These stunning puppies are a cross between a Miniature Australian Shepherd and a Miniature Poodle, and like their parents, they have all the most amazing qualities a dog can have. They are supremely intelligent, friendly, and quite loyal to their owners. They're also easy to care for and a breeze to train. Browse our available Mini Aussiedoodle puppies for sale and find your best adventure partner at Windy City Pups.

Mini Bernedoodle Puppy For Sale - Windy City Pups

Mini Bernedoodle

A kind dog in every sense of the word, the Mini Bernedoodle inspires instant adoration. These sweet, loving puppies are a mix between a Bernese Mountain Dog and a Miniature Poodle. They are small to medium-sized dogs that fit perfectly into apartment life. They are lively, playful, and cuddlier than any other dog breed. Their friendly personalities and relaxed nature make them one of the best companion pets one could wish for. Browse our available Mini Bernedoodle puppies for sale and find your perfect companion at Windy City Pups.

Havapoo Puppy For Sale - Windy City Pups


A delightful little designer dog mix between a Havanese and a Poodle, the Havapoo is one of our favorite fur babies here at Windy City Pups. Havapoo puppies are lively little dogs that adore attention and cuddles. They thrive when pampered by their owners and do best when games and fun are part of the daily routine at home. Browse our available Havapoo puppies for sale at Windy City Pups and find the perfect addition to your family.

Most Popular Designer Puppy Breeds

Teddy Bear Puppy For Sale - Windy City Pups

Teddy Bear

A teddy bear in both appearance and personality, this puppy is one of the cuddliest dog breeds around. Teddy Bear puppies can be one of two breeds. They can be the Shichon breed, which is a mix between a Shih Tzu and a Bichon Frise, or they can be the Mal-Shi, a Maltese and Shih Tzu mix. Both the Shichon (Zuchon) and the Mal-Shi are amazing companion pets. They love everyone equally and make the truest friends. They are hypoallergenic and small enough to fit in a purse. If you’re looking for a sweet fur baby to call your own, adopt a Teddy Bear puppy at Windy City Pups.

Cavachon Puppy For Sale - Windy City Pups


If you love the Cavalier King Charles spaniel and the Bichon Frise breeds, you are going to fall head over heels for the Cavachon puppy. The Cavachon is one of the cutest designer dogs around, mixing the best features of both parent breeds. These puppies are small, fluffy, cuddly, and incredibly adorable. They have the temperament of both parents and a nature so sweet it could melt a heart. Browse our available Cavachon puppies for sale and find the cuddliest fur baby at Windy City Pups.

Shih Pom Puppy For Sale - Windy City Pups

Shih Pom

Sporting the cutest teddy bear appearance, the Shih Pom is a puppy we can't help but love. Combining the sweet nature and friendly personality of both parents, the Shih Pom has all the best qualities that make up an ideal companion pet. Shih Poms are a new designer breed, a mix between a Shih Tzu and a Pomeranian. And like their parents, they are perfect in every way. Browse our available Shih Pom puppies for sale and take the sweetest fur baby home.

Morkie Puppy For Sale - Windy City Pups


Combining the fun, easygoing nature of the Maltese with the spunkiness and loyal nature of the Yorkie, the designer breed Morkie truly has it all. This breed is renowned for its intelligence and easy trainability. Morkie puppies enchant with endless qualities. They are sweet, outgoing, clever, and very cuddly. Their looks and personality match, both being completely adorable. These cutie puppies make fantastic companion pets for families with children, retirees, and single owners. Find your perfect Morkie puppy for sale at Windy City Pups.

Most Popular Purebred Puppy Breeds

Pomeranian Puppy For Sale - Windy City Pups


The Pomeranian puppies are dogdom’s little elvish sweethearts. Their pointy ears and adorable stature make them one of the cutest dog breeds around. Besides their gorgeous looks, Pomeranian puppies also have amazing personalities. They are friendly, very playful, and extremely cuddly. They are a fantastic choice for families with small children, singles, and retirees. If you’re looking for a cutie pup that trains quickly and loves unconditionally, adopt a Pomeranian puppy at Windy City Pups today.

Poodle Puppy For Sale - Windy City Pups


The toy and mini-Poodle puppies are the world's favorite little dogs. These curly beauties are renowned for their superior intelligence and joyous disposition. They are one of the easiest dog breeds to train and make perfect little companion pets for any dog lover, even non-experienced pet owners. The Poodle puppy trains easier than any other breed and is very easy to care for in terms of grooming and maintenance. The hypoallergenic coat of the Poodle puppy has excellent allergy-friendly qualities, making these cute puppies the best option for allergy-suffering owners. Browse our available Poodle puppies for sale and take home your family’s perfect new addition.

Havanese Puppy For Sale - Windy City Pups


The Havanese puppy is a happy little fluffball that spreads joy with every paw step. These puppies are purebred and have all the amazing qualities that make up the perfect companion pet. They are playful, happy, entertaining, and naturally obedient. They get along well with other pets and kids and are extremely cuddly. If you’re looking for a puppy that will wake you up joyful and cuddle you to sleep, adopt a Havanese at Windy City Pups today.

French Bulldog Puppy For Sale - Windy City Pups

French Bulldog

Sweet, goofy, and more beautiful than words can say, the French Bulldog puppy is one of our fan-favorite purebreds at Windy City Pups. French Bulldog puppies are bred for their remarkable personalities and charming nature. They love to be in the spotlight where they can entertain with their goofy stunts and tricks, and they feel the most at home on the laps of their owners. Browse our available French Bulldog puppies for sale and find your new best friend at Windy City Pups.

Puppies with a guarantee Puppies with a GUARANTEE

10 Year Health Guarantee

The health of your new family member is our primary concern. We take all necessary precautions from vet inspection of our pups to their parents requirement to pass annual exams. If there’s something undiscoverable at 8 weeks of age that later comes up as hereditary or congenital, you’re covered. We stand behind our pups with up to a 10 Year guarantee.

Lab Testing

Pre-Screen Puppy Blood Evaluation: Maximum peace of mind with the chemistry evaluation test; the chemistry evaluation allows for a thorough look at the puppies organ function, which helps detect mainly issues with liver and kidney function. This initial bloodwork can offer insight on the health of your puppy at a fraction of the rate your local vet would charge. Detecting issues with organ function is impossible at a normal vet physical. Know your pup’s baseline and start off with maximum peace of mind with the Chemistry Evaluation test.

Customer Photos

Post photos of your puppy as it grows! Windy City Pups and our network of trusted breeders love receiving updated photos of the puppies. Posted pictures will appear in the puppy photo gallery and breed information page for everyone to enjoy.

Customer Reviews

** Discounts subject to approval and are subject to change at any time. Maximum available discount is 10%. Discounts may not be available in all states. Renewals are not eligible for this promotion. Not valid with any other offer. This offer is subject to change at any time without notice. All coverage and limit options may not be available to all customers and are subject to underwriting approval. Exam fees based on average costs. Televet may not be available in all states.

Breeders with integrity Breeders with INTEGRITY

Our breeder partners are our allies in serving the interests of our clients in bringing to market the highest quality puppies available. We seek breeder partnerships that share our concern for social responsibility and the environment. We have a zero tolerance for substandard breeders.

Breeders with commitment Breeders with COMMITMENT

Developing long-term, personal relationships with breeders means we can work closely with the people, who raise the puppies we provide. We frequently visit our breeders to ensure our puppies and the practices used to raise them are always improving. With our breeders, their pets and pups are their main focus and priority.