Sweet Drip
- Address: 1658 E. 53rd St., Chicago
While this dessert cafe offers crepes, milkshakes, gelato, cheesecake, tres leche cakes and more, they’ve made a name for themselves with waffle bites. Perfect for any time of the day, these bite-sized treats offer a satisfying mix of crispiness on the outside and softness on the inside. Flavors include chocolate, lotus, Oreo, pistachio, mixed fruit and a seasonal surprise.
Strugglebeard Bakery
- Address: 5221 S. Harper Court, Chicago
After retiring from the military, Quinton McNair came back to Chicago with mental health struggles in a COVID world. After seeing someone post a cookie recipe online and perfecting the recipe, McNair found a new passion – baking – that was therapeutic to him. It’s no surprise Strugglebeard is known for its handcrafted cookies, made with a splash of top shelf spirits.
Popular flavors include Limoncello, pecan and chocolate chunk, white chocolate cranberry, macadamia nut and more.
Kilwin’s Chocolate & Ice Cream Shop
- Address: 5226 S. Harper St., Chicago
The sweet scent of chocolate hits you as soon as you walk through the door at Kilwin’s.
Kilwin’s sells a wide assortment of sweet treats including hand-crafted chocolates, caramel apples, peanut brittle, ice cream and their signature item – fudge. With a huge variety of flavors ranging from cookies and cream and maple walnut to peanut butter and lemon, customers can sample all of them to find their favorite.
Valois Restaurant
- Address: 1518 E. 53rd Street, Chicago
One of the oldest cafeteria style restaurants in the U.S and a favorite by the Obamas, Valois serves just about every kind of American comfort food under the sun. Their homemade rice pudding is a must try. The perfect blend of vanilla with a hint of cinnamon, this dessert is sure to please every palette.
Ascione Bistro
- Address: 1500 E. 55th St., Chicago
Located in the heart of Hyde Park, Ascione Bistro is an Italian-focused restaurant that expands and explores influences and cuisines that are exuberant in flavor and style. We can never pass on dessert – if you feel the same, you have to try their crema brucuata, the restaurant’s take on creme brulee. Beautifully caramelized, with a hint of lemon and topped with fresh fruit, it’s a fan favorite.
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