search
cart
facebook twitter linkedin youtube
  • Sign In
  • Create Account
  • Sign Out
  • My Account
  • HOME
  • NEWS
  • PRODUCTS
    • CHOCOLATE
    • NEW PRODUCTS
    • GUMS & MINTS
    • GUMMIES & JELLIES
    • HARD CANDY
    • LICORICE
    • NOVELTY CANDY
    • CANNABIS CANDY
    • FRUIT & NUT CANDY
  • INGREDIENTS
    • SWEETENERS
    • FLAVORS & COLORS
    • CHOCOLATE INGREDIENTS
    • FRUITS & NUTS
    • NUTRITIONAL
    • FUNCTIONAL
  • EQUIPMENT
    • PROCESSING
    • PACKAGING
  • EXCLUSIVES
    • GLOBAL TOP 100
      • SUBMIT YOUR COMPANY
    • SWEET 60
    • STATE OF THE INDUSTRY
    • RETAILERS
    • MANUFACTURERS
  • TRENDS
    • SUSTAINABILITY
    • BETTER-FOR-YOU
    • SUGAR-FREE
    • VEGAN
  • DIRECTORY
  • MORE
    • BLOG
    • ENEWSLETTER
    • VIDEOS
    • PODCASTS
    • STORE
    • WEBINARS
    • CONTACT
      • CONNECT
    • ADVERTISE
    • EVENTS
      • Sweets & Snacks Expo
  • Back to SFWB
Candy IndustryRetailersChocolate ProductsCandy Industry News

Windy City Sweets creates niche with nostalgia, neighborhood connection

Chicago sweet shop forges connection through quality, giving back.

By Alyse Thompson-Richards
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
Windy City Sweets
August 10, 2017

John and Jill Manchester weren’t looking to buy a candy store when they sought a new business opportunity in 2011, but it was a match made in heaven.

John has a background in engineering, which he can apply to just about any field. Jill, meanwhile, has worked in the candy industry for years and eats candy “night and day,” John said.

So, when the Manchesters walked into Windy City Sweets, the then-28-year-old candy shop in Chicago’s Lakeview neighborhood, they were delighted.

“The visual of all the colors, the smell of the candy — it’s magical. It’s back in time. It’s a simpler time,” John said. “When we walked in, we looked around to see all the different candies, the nostalgia, the memories that it brought back.”

Jill asked to try the store’s specialty — homemade s’mores — and that was it.

“As soon as she bit into it, she said, ‘We’re buying this store. This store is ours,’” John said. “And we did.”

Over the next six years, with help from the original owner, the Manchesters have grown Windy City Sweets in size (it doubled from 750 sq. ft to 1,500 sq. ft.), in product lines and in its community footprint.

Those s’mores that hooked the Manchesters from the beginning? They’re now available with peanut butter and caramel fillings. The Manchesters have also expanded Windy City’s line of crunch cups, which have crunchy inclusions mounded in chocolate. John said they’ve added milk and dark chocolate bacon cups and white chocolate jalapeño cups for customers in search of a sweet and spicy treat.

The store is also known for its hand-poured chocolate Easter rabbits. John said he and employees poured more than 3,000 for the 2017 season. The rabbits that didn’t make it into Easter baskets had their best parts — their ears — lopped off and repackaged for customers needing a post-Easter pick-me-up.

“We’re always thinking and trying to dream up something new,” John said.

Apart from sweets made onsite, Windy City offers a variety of bulk and pre-packaged nostalgic treats. One whole wall is covered with individually wrapped pick-and-mix candies, and shelves at the center of the store feature items such as Wax Lips, Pixie Stix, Smarties and Candy Buttons.

John said Windy City Sweets sources from up to 90 different suppliers with a focus on smaller, mom-and-pop shops like theirs. He also pointed to Windy City’s efforts to give back to its North Side neighborhood. Windy City hires employees from the area, and the store often makes donations to school and community functions. And since Windy City offers 32 flavors of ice cream, it also sponsors socials for community and religious organizations.

In fact, Windy City’s neighborhood mentality caught the attention of American Express, which has featured the store a few times for Small Business Saturday, an annual event emphasizing support of local businesses.

“We try to be whatever we can be to the neighborhood,” he said.

That goes for greater Chicago as well. Given its size, Windy City Sweets has the flexibility to create custom gift baskets and items. John said the store dipped special pumpkin-flavored pretzel rods for the Chicago Bears and filled up a metal container with $500 of product for a thank-you gift one downtown corporation gave to another.

While Windy City Sweets has developed a strong connection to its community over the last three decades, the Manchesters have no plans to stop there.

John said he’s building Windy City’s wholesale business, noting the store’s products are available at the SoHo House Chicago, Theatre Wit and smaller, independent grocery stores. He hopes to get into more grocery stores and Chicago’s two airports in the future.

The Manchesters also have plans to brand their traditional English toffee, but they’ve been studying the best way to execute that, John said.

“We want to do it right. We don’t want to stumble out,” he said. “We’re at the point where I believe we can do that.”

The Manchesters have also weighed developing bakery items and expanding back-of-store space for building custom baskets and fulfilling online orders.

No matter where the future takes Windy City Sweets, the Manchesters will stick to the principles that have made the store a North Side staple.

“We’re looking at quality versus quantity or size,” John said. “Where life is a little bit sweeter, a little simpler, a little better, a little old school.” 

KEYWORDS: candy retailer Chicago Chicago candy store

Share This Story

Looking for a reprint of this article?
From high-res PDFs to custom plaques, order your copy today!

Alyse thompson 200px
Alyse Thompson-Richards has held many positions with BNP Media, first serving as an intern at Candy Industry magazine in summer 2012. She joined Candy Industry's staff full time as associate editor in August 2016 after a few years at newspapers in West-Central Illinois, becoming managing editor in March 2019. Alyse has also served as managing editor of Cannabis Products magazine since March 2019, and is currently the editor-in-chief of Food Engineeering magazine. She has bachelor’s degrees in journalism and Spanish from Western Illinois University.

Recommended Content

JOIN TODAY
To unlock your recommendations.

Already have an account? Sign In

  • cookies stacked

    The top 50 snack and bakery companies of 2024

    The top-selling companies among baking and snack players...
    Bakery Products
    By: Jenni Spinner and Liz Parker Kuhn
  • IHOP new menu inspired by "IF" movie

    Most popular new products: May 2024

    Products range from a Reese’s Puffs collaboration with...
    Bakery Products
    By: Liz Parker Kuhn
  • state of the industry bakery: 2024

    State of the Industry 2024: Bakers continue to show resilience and creativity

    For the past several years, the baking industry has faced...
    State of the Industry

 

More Videos


Get Connected!

FACEBOOK x YOUTUBE LINKEDIN

Connect with us on Twitter, Facebook, YouTube, or LinkedIn to receive updates and to network with other industry professionals just like you!


Related Articles

  • Windy City Sweets logo

    Windy City Sweets wishes smooth sailing to U.S. Navy boot camp graduates with custom chocolates

    See More
  • PACK EXPO 2022: back to business in the Windy City

    PACK EXPO 2022: back to business in the Windy City

    See More
  • Pack Expo 2012: Windy City Whirlwind

    See More

Related Products

See More Products
  • Chocolates and Confections: Formula, Theory, and Technique for the Artisan Confectioner, 2E

  • New Food Product Development: From Concept to Marketplace, Third Edition

See More Products
×

Snack on the latest trends, news, and developments!

Stay in the know with Snack Food & Wholesale Bakery, the premier source of information for snack, bakery, and confectionery professionals.

JOIN TODAY!
  • RESOURCES
    • Advertise
    • Contact Us
    • Directories
    • Store
    • Want More
  • SIGN UP TODAY
    • Create Account
    • eMagazine
    • Newsletter
    • Customer Service
    • Manage Preferences
  • SERVICES
    • Marketing Services
    • Reprints
    • Market Research
    • List Rental
    • Survey/Respondent Access
  • STAY CONNECTED
    • LinkedIn
    • Facebook
    • YouTube
    • X (Twitter)
  • PRIVACY
    • PRIVACY POLICY
    • TERMS & CONDITIONS
    • DO NOT SELL MY PERSONAL INFORMATION
    • PRIVACY REQUEST
    • ACCESSIBILITY

Copyright ©2026. All Rights Reserved BNP Media, Inc. and BNP Media II, LLC.

Design, CMS, Hosting & Web Development :: ePublishing