5 Must-Try Desserts Near Hyde Park

Hyde Park's dessert scene offers everything from waffle bites to handcrafted chocolates.

If you’re looking for sweet treats and indulgent desserts, Hyde Park is home to some of Chicago’s best spots. From crispy waffle bites to rich, handcrafted chocolates, this neighborhood has something to satisfy every craving.

Whether you’re in the mood for creative cookies with a twist, classic ice cream or a comforting slice of homemade pudding, these dessert destinations promise to delight. Here’s a taste of five Hyde Park favorites, perfect for your next sugar fix.

Read more: Fun Things to Do with Kids in Hyde Park

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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Lori Orlinsky
Lori Orlinsky
Lori Orlinsky is an award-winning journalist and bestselling children's book author. She is the mom of three little ladies who keep her on her toes.

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