Sure, we all love an old-school ice cream cone or traditional slice of apple pie. But why not kick it up a notch? These delicious desserts show why Chicago's sweet treats are anything but basic. 

INSTEAD OF: A regular doughnut

Try an oversized chestnut-glazed doughnut so simultaneously flavorful and airy that it will send your taste buds into a tizzy... The Doughnut Vault in River North

Other best bets:

  • Do-Rite Donuts in The Loop
  • Glazed and Confused in Wicker Park
  • Fritz Pastry in Lakeview

INSTEAD OF: Standard pie

Try a slice of Fat Elvis, a sweet tooth-tempting mix of chocolate, peanut butter and fresh bananas layered atop a graham cracker-peanut pretzel crust... Hoosier Mama Pie Shop in Ukrainian Village

Other best bests:

INSTEAD OF: A plain cupcake

Try a peach cobbler cupcake, made with light and fluffy vanilla cake and filled with cinnamon peach puree then capped with brown sugar streusel, whipped topping and a peach slice... Molly's Cupcakes in Lincoln Park

Other best bets:

INSTEAD OF: The unassuming slice of cake

Try a rich Torta Barozzi, an Italian flourless chocolate cake, with orange scented almonds and fresh cream... Mindy's HotChocolate in Bucktown

Other best bets:

INSTEAD OF: Ordinary cookies

Try an oversized, amply-stuffed "oreo" made up of sweet frosting filling sandwiched between two crisp chocolate cookies ... Bake in Wicker Park

Other best bets:

INSTEAD OF: An everyday cheesecake

Try a luscious white-chocolate peppermint cheesecake on a dark chocolate cookie crust... Eli's Cheesecake in Dunning

Other best bets:

INSTEAD OF: A hum drum candy bar

Try a decadent, deep milk chocolate-bacon truffle made with fresh organic cream and topped with hickory smoked bacon pieces... Vosges Haut-Chocolat in Lincoln Park and Magnificent Mile

Other best bets:

Browse for even more Chicago restaurants and foodie stops on and get the inside scoop from our Chicago Like A Local dining blog.

Featured Partners

Book A Trip