Chicago’s Best Desserts to Satisfy Your Sweet Tooth


Chicago might be known for hot dogs and Italian beef, but several Windy City restaurants are bringing out their best desserts to tempt the taste buds of both the city’s natives and visiting foodies. Think experiential tableside s’mores, late night Italian donuts, and the best cupcakes in Chicago. This is how dessert is done Chicago-style.

Vanille Patisserie

This establishment makes their desserts in the traditional French style, but is still passionate about their Chicago roots. You grab your best beret and enter Vanille Patisserie in the Chicago French Market. The macarons greet you in a rainbow pyramid. Once you get to the counter, you realize that everything they make is rooted in European history but is still distinctly all their own. That includes their monthly specialty macaron flavor and custom-created cakes for all your special occasions.

Prime & Provisions

Prime & Provisions takes dessert staples, like banana cream pie and apple pie a la mode, and adds a flair you can smell as well as taste. You order the tableside s’mores, but this chocolaty dome that includes graham crackers, marshmallows, and ice cream inside of it is not the campside sandwich of your childhood. The server dramatically, and slowly, pours hot chocolate over the chocolate dome. As it melts, it releases a smoke and campfire smell. Now you’re thrown back to the nostalgia of youthful summer days.


Whether it’s morning, noon, or night, BomboBar at Bar Siena caters to all your dessert cravings while appealing to your desire for convenience. The to-go window at this venture has some of the best desserts you can have on your way to work or after a night at the bar. You feel particularly old-school walking up to the window to order. You grab the restaurant’s famous bombolonis (an Italian donut) as you hop off the train to the office, but that doesn’t mean a trip after dinner is out of the question.

Sweet Mandy B’s

You feel at home when you step into Sweet Mandy B’s, so you bring your kids and grandparents to this sweet establishment. These cupcakes in Chicago are award-winning, but don’t forget about the flourless chocolate cake and pineapple upside down cake when you compile your bucket list of the best desserts. Mandy B’s feels like a vintage soda shop, but this one has the bonus of the sweet smell of dessert. This foodie adventure stop is perfect for a Chicago staycation weekend, too. You take your treat to go, grab a fork of goodness, and then retire to your hotel for a relaxing night in.


Atwood leaves your local sweet tooth more than satisfied after just one visit. Their menu changes seasonally, but always carries a classic American twist on dishes, like apple hand pie with a crunchy bacon brittle. After your meal, you want something a little savory, so you opt for the cheese board that includes a jam and honey spread. You’ve never experienced such a flavor combination before. You picked this spot for a reason—it’s in the heart of the Loop, thus the perfect fuel for your afternoon of sightseeing.

  • Vanille Patisserie

    131 N. Clinton St., Chicago, IL 60661

    (773) 868-4574

  • BomboBar

    832 W. Randolph Stree, Chicago, IL 60607

    (312) 492-7775

  • Sweet Mandy B's

    1208 W Webster Ave, Chicago IL 60614

    (773) 244-1174

  • Atwood

    1 W. Washington Street Chicago, IL, 60602

    (312) 368-1900

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