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Best Apple Pie in Chicago

A slice of apple pie sits on a decadent plate with a fork.

The Midwest is known for its fantastic apple orchards, and autumn is apple season. And everyone knows that the best way to enjoy an apple is in a pie, right? If you don’t already have your go-to favorites, here are some of the best places to score fresh apple pies in the city. 

A slice of apple pie sits on a decadent plate with a fork.

Hoosier Mama

Hoosier Mama may be newer to the Chicago pie scene, but boy oh boy are they popular. The artisanal bakery specializes in pie and creates divine double-crust apple pies in their sweet, retro shop on Chicago Avenue. They also serve coffee and have a patio if you would like to sit and savor your slice without worrying about sharing.

Bang Bang Pie Company

A Logan Square staple, Bang Bang Pie Company makes superb apple pies and biscuits, and their apple pie is not to be missed. Available whole or by the slice, Bang Bang’s apple pie is offered on a seasonal basis and has the perfect crisp bite with a kick of spice.

First Slice Pie Cafe

First Slice is consistently ranked as one of the best pie shops in the country. This Ravenswood cafe not only makes a beautiful traditional apple pie with apples, brown sugar, vanilla, cinnamon, spices, and plenty of butter, it also gives back to the community. With a “shareholders program” that makes meals for subscribers and donates the money earned to make the same quality meals for families in need, First Slice Pie Cafe is a place to try if you love pie and want to support others.


Defloured bakery in Andersonville is a dedicated gluten-free facility, but don’t let that deter you. Defloured makes some of the best baked goods and pies in the city, hands down. Their pie flavors are seasonal, and the apple pie comes with a warm apple filling and a wonderful, flaky crust so good, you won’t believe it’s gluten-free. 

Spinning J

A bakery capitalizing on nostalgia in Humboldt Park, Spinning J is the spot for those craving an apple pie a la mode even if it’s twenty degrees outside. Their apple pie is seasonal and well worth the wait as it tastes like it came straight from grandma’s oven.

Sweet Mandy B’s

Known for their cakes and to-die-for buttercream frosting, Sweet Mandy B’s also makes killer pies. This classic Lincoln Park bake shop has been a birthday party favorite for years, and for good reason, it’s absolutely delicious. Their apple streusel pie is a fantastic autumn treat, and the streusel topping is what makes customers come back over and over again for more.