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Welcome to Windy City Sweets

Nestled in the heart of Chicago, Windy City Sweets is more than just a dessert shop—it's a nostalgic journey through old-school confectionery. With a delightful array of handmade chocolates, nostalgic candies, and indulgent ice cream, this vibrant store captures the essence of childhood joy. Customers rave about their signature Chicago Pothole ice cream, which outshines even the finest brands. The warm, welcoming staff, like Rachel, go above and beyond to create personalized experiences, making every visit special. Windy City Sweets is a gem that brings smiles to all ages, sparking sweet memories with each delicious treat.

LOCATIONS

Welcome to the delightful world of Windy City Sweets, located at 3308 N Broadway, Chicago, IL. This charming dessert haven has earned its reputation as a must-visit candy store and ice cream shop, enchanting locals and visitors alike with its extensive selection of sweets.

As you step inside, you’re greeted by the warm, nostalgic aura reminiscent of classic candy stores. The huge glass case is a sight to behold, showcasing an array of handmade chocolates made right on the premises. Customers rave about the variety it offers—from rich fudge and inviting gummies to artisanal ice creams and even quirky beanie babies. It’s a candy paradise that promises to fulfill every sweet tooth’s desires.

  • Customer Favorites: The Chicago Pothole ice cream is a standout, hailed as a superior version of even the finest Häagen-Dazs. One satisfied customer described it as potentially the perfect ice cream.
  • Exceptional Service: The passionate and considerate staff at Windy City Sweets enhance the experience, providing thoughtful assistance in selecting items for special occasions, like birthday celebrations.
  • A Unique Selection: The shop’s expansive variety of classic and contemporary sweets includes customer-loved options like the quirky flavored gummies, with recommendations for the best choices that make for fun gifts or indulgent treats.

Visiting Windy City Sweets is not just about satisfying sugar cravings; it’s about indulging in a heartfelt experience. Numerous reviews highlight the friendly service and the inviting atmosphere, making it a welcoming spot for families and friends to gather. Whether you’re picking out a nostalgic candy box or simply stopping by for a scoop of ice cream, each visit feels like a trip back to childhood.

In a city brimming with culinary delights, Windy City Sweets stands out as a gem, where every sweet treat tells a story and creates a moment of joy. If you find yourself in Chicago, be sure to stop by and treat yourself to a little piece of happiness at this award-winning establishment. Your taste buds will thank you!

START YOUR REVIEW OF Windy City Sweets
Margaret B.
Margaret B.

Amazing old school candy store. Licorice, gummies, fudge, ice cream, nuts, and beanie babies. This store has everything you need and more. The huge glass case holds chocolates made on premises. Truly a gem in Chicago for a classic candy store.

Jonathan A.
Jonathan A.

Staff is always pleasant. The ice cream is the best in he neighborhood! Try the Chicago pot hole.

Maddie A.
Maddie A.

Rachel was so kind and thoughtful in helping me make a "retro" candy box for a 65th birthday celebration. She took the time to walk around the store with me to pick out the candy - she was so enthusiastic to help. She also took the time to box/wrap it so nicely! Thank you for bringing my vision to life in making a special gift!!

Emily W.
Emily W.

Best candy shop in chicago my son goes there to spend his allowance each week! Great ice cream and great handmade chocolates . Also, we love their selection of gummies. The pigs are the best!

David J.
David J.

My most favorite ice cream in the whole world is Häagen-Dazs' Chocolate Chocolate Chip and when I tell you that Windy City Sweets' Chicago Pothole is a much much better version of my favorite, I mean it. It might just be the perfect ice cream.

Daniel M.
Daniel M.

Nice experience visiting this local sweets and ice cream shop! The lady who served me (who I assume is the owner) double conned my ice cream since the first cone broke - very considerate! Was able to try a few flavors before making a decision. They offer lots of different sweets/chocolates/fudges that also looked pretty good. Not many places to sit but a good spot to stop by if you're looking for a sweets fix.

Michelle M.
Michelle M.

Seriously. The BEST little dessert shop. That have ALL the goods. And I had such a difficult time trying to decide. Ultimately, I went with their coffee ice cream AND a caramel apple with nuts. My son got a milkshake and my husband got a scoop also. All so good. The helpers are super patient and kind. And helpful. Paid street parking.

Brooke L.
Brooke L.

I can see how Windy City Sweets won an award for best candy store and a separate award for cutest ice cream shops in the United States! This place is adorable and made me feel like a little kid again. There's tons of candy - chocolate, jelly beans, sours, etc. They also had some funky candy that would make fun gifts. I'm an ice cream girl so that's what initially drew me in. They have all of the classic flavors and some summery ones - amaretto cherry and Georgia peach are currently featured. This spot is perfect on Broadway!