The Best Sweet Shops in Chicago


Chicago has a sweet past, and plenty of places to get your hands on some delectable candy. From iconic American treats to international flavors, Chicago has a great selection of candy shops to satisfy every craving.

On the North Side, Windy City Sweets is a candy store/ice cream parlor that tempts with its signature fudge and hot fudge, dozens of ice cream flavors, sorbet, and yogurt. Walk out with a bag of sour gummy worms or strawberry laces, or create a gift basket to share with loved ones.

Dylan’s Candy Bar

Located on Chicago’s Magnificent Mile inside the world-famous Tribune Tower, Dylan’s Candy Bar is a wonderland of treats and candy-infused cocktails. In addition to a full menu of food options, including fudge and chocolate ice cream, the cafe also serves composed desserts.

The two-story flagship is packed with a fabulous lollipop tree, a fudge counter, a nostalgia shop, and a cafe ideal for sipping a fun candy-infused cocktail while you enjoy the experience. The space also features a party room and an ice cream counter.

Founded in 2001, Dylan’s Candy Bar has become a popular destination for locals and tourists. It has five locations throughout the United States, including New York, East Hampton, Los Angeles, Miami Beach, and Chicago.

OMG Candy Bar

If you’re looking for an artisanal alternative to the chocolate bars that are so ubiquitous, look no further than OMG Candy Bar in Lincoln Square. The signature candy bar, developed by confectioner Amy Hansen (who has a degree in French pastry), has won national recognition.

In addition to her creation, Hansen offers a large selection of imported candy from around the world and various gummies. You’ll want to make a point to sample all the sweet treats, including some unusual flavors you won’t find anywhere else.

Dylan’s candy shop is a true candy lover’s dream. Located in the Magnificent Mile and Union Square shopping areas of Chicago, its candy bar, nostalgia shop, lollipop tree, fudge counter, cafe, and party room satisfy every sweet tooth.

Sweet & Salty

Regarding sweets, there’s no better treat than a classic lollipop or a bar of chocolate. There are also plenty of creative treats that will satisfy your cravings (and your booze-spiked truffle needs).

However, one of the most iconic dessert combinations has always been salty and sweet. This combination is not only delicious, but it’s also incredibly satisfying.

According to Delish, it’s because sugar receptors on your taste buds only register sweetness when it’s paired with sodium. This is referred to as the flavor layer effect.

Similarly, when your taste buds are overwhelmed by too much sugar, it’s not just an unpleasant experience but can also lead to stomach upset. This is why the best sweet and salty snacks contain both ingredients.

In Chicago, there are many candy shops to choose from that have been around for years and offer a variety of flavors and sweets that will appeal to everyone. From the classic Tootsie Rolls to foil-covered caramels, there is something for everyone in this city!


Chicago native Terese McDonald is the driving force behind Candyality. She aims to help people connect their candy choices with their personality, a skill she refined through her training experiences in the prestige beauty and luxury goods industries.

Her company is comprised of three locations, all of which are packed with the sweetest treats around. You can choose from various classics (like gummies, jelly beans, and licorice) and unique options like sour pink rhubarb-lemon rabarberbitar gummies, Swedish fish, and quirky-shaped gummies.

The store also sells several international candies that you won’t find at other retailers, including KitKats and Pocky, in flavors like matcha and strawberry. You’ll also want to leave this shop with a hefty bag of treats.