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Puppies near Chicago, IL

Browse our amazing photo collection puppies reserved near Chicago, IL. Check out Windy City Pups extended family in Chicago, IL. Our puppies are happy, healthy, and perfectly charming. Their personalities are as awesome as their looks. Let them be your inspiration for your next best friend!

Charlotte

Cavapoo near Chicago Illinois

Customer: E. S.

+7 photos

Our experience with Windy City Pups was fantastic. They were super helpful from beginning to end and made us feel right at home throughout the entire process. Charlotte .. MORE

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Bruiser

French Bulldog near St. Charles Illinois

Customer: K. O.

+2 photos

Bruiser has been the sweetest addition to our family! He loves to play, goes everywhere with Mom and Dad, and follows us wherever we go. He absolutely loves car rides, c.. MORE

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Shaggy

Maltipoo near Springfield Illinois

Customer: T. J.

+1 photos

I had the best experience I have enjoyed shaggy. He is joy to be around. .. MORE

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Benny

Cavalier King Charles Spaniel near SPRINGFIELD Illinois

Customer: D. L.

+12 photos

We would definitely recommend Winsy City. They made this process so simple and fun! .. MORE

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Darla

Maltipoo near SOUTH ELGIN Illinois

Customer: A. C.

+2 photos

Darla has been perfect since the second we were lucky enough to bring her home! Thank you Windy City Pups for our favorite girl, we love having plenty of play time with .. MORE

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Miel

Mini Aussiedoodle near Chicago Illinois

Customer: C. F.

+4 photos

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Jaida

Havapoo near South Elgin Illinois

Customer: A. C.

+1 photos

Joe and Carrie were awesome, we couldn’t have asked for a better experience! They were so kind and we appreciate their professionalism and ability to answer any question.. MORE

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Corduroy

Poochon near Chicago Illinois

Customer: B. K.

+1 photos

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Baxter and Barkly

Cavalier King Charles Spaniel near Whiting Indiana

Customer: E. M.

+1 photos

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Baxter

Cavalier King Charles Spaniel near Whiting Indiana

Customer: E. M.

+1 photos

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Charlotte

Cavapoo near South Barrington Illinois

Customer: J. H.

+4 photos

This was an amazing experience. We are soo happy with our precious pup and love all the communication. Joe has been soo helpful to us. We highly recommended Windy City P.. MORE

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Little Freddie

Cavalier King Charles Spaniel near Rockford Illinois

Customer: C. P.

+2 photos

Joe and Carrie are the best. They really care about their puppies going to good homes I highly recommend them .. MORE

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ECHO

Shih Poo near Lombard Illinois

Customer: E. W.

+6 photos

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Winnie the ( cava ) Poo

Cavapoo near Burlington Illinois

Customer: M. W.

+6 photos

I waited a year to get a new dog. I wanted a friendly happy small dog. And I am not disappointed. She is pure joy. She brought fun and happiness back to our home. .. MORE

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Winnie

Cavapoo near Palatine Illinois

Customer: S. B.

+10 photos

Excellent!!! Joe and Carrie are experts at what they do— they were kind and informative throughout the whole process and did A LOT of the health screening and first med.. MORE

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Leo

Havanese near Libertyville Illinois

Customer: M. J.

+3 photos

We loved windycity pups they were always so informative and helped us with any questions we had. They are always interested to see what my little furry friend is up to a.. MORE

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Poppi

Teddy Bear near Oak LAWN Illinois

Customer: N. M.

+8 photos

Our experience with Windy City Pups was truly excellent from start to finish. While we were searching for the right puppy, they patiently answered all of our questions a.. MORE

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Sadie

Mini Goldendoodle near North Barrington Illinois

Customer: K. H.

+1 photos

We had a great experience with Windy City Pups-very easy to work with and were very satisfied with Sadie’s health. .. MORE

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Shih Tzu near Downs Illinois

Customer: E. K.

+7 photos

The experience with Windy city was great BUT more importantly JO has been the BEST puppy ever. She is laid back and calm - but not too much ! Her disposition is just so .. MORE

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Mia

Mini Bernedoodle near Park Ridge Illinois

Customer: M. K.

+4 photos

Windy City Pups has been incredibly personable, trustworthy and caring! Would definitely reserve from them again and recommend to friends and family. .. MORE

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Bruce Wayne

Poodle near Chicago Illinois

Customer: J. O.

+6 photos

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