When one thinks of dessert, pie may not immediately come to mind. Cupcakes, cookies and ice cream take the popular cake (pun intended), but pie deserves some serious love. With flavors of pumpkin, apple, cranberry and more, pies shouldn’t just be seasonal but rather appreciated all year long.
Nothing beats that homemade pie your grandmother baked for you as a kid, but Chicago bakeries will give grammie a run for her money. Whether you’re looking to become a regular at a local bakery or find a hole-in-the-wall restaurant with a secretly-fantastic pie menu, our list gathers the best spots to get pie in the Chi.
See also: Top 10 Pie Shops in NYC
Vanille Patisserie
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2108 N Clark St. | Website
Founded in 2002, Vanille Patisserie has specialized in French desserts for nearly two decades. A shop known for its pastries and cakes, the hidden gem is their pies. With a chocolate Nutella French silk pie that sounds as heavenly as it looks, an apple streusel pie with cinnamon flavors and a classic seasonal pumpkin pie, this bakery truly has it all.
Justice of the Pies
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65 Chicago Riverwalk | Website
This local bakery lines the Riverwalk and expertly crafts every kind of pie you could imagine. There's Chocolate Bacon Bourbon Pecan, Cranberry Pumpkin, Lavender Blueberry and more. Walk right into the bakery and pick up a slice, or have a pie shipped to your door. They even offer cooking classes!
Blue Sky Bakery
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3720 N Lincoln Ave. | Website
Blue Sky Bakery aims to create “social change, powered by your appetite." A nonprofit organization, they create delectable pastries with fresh ingredients while providing transitional employment to homeless and at-risk youth within the Chicago community. Not only is it guilt-free dessert, it's good, deicious karma.
Joe’s Seafood
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60 E Grand Ave. | Website
Perhaps an unexpected choice for this list, Joe’s Seafood has some of the most indulgent pies in all of Chicago. Guests come for the seafood, and return for Joe's seven savory flavors. Try the Peanut Butter Pie, Pumpkin Chiffon Pie, Havana Dream Pie or Old Fashioned Apple Pie, but don't stop there!
Sweet Mandy B’s
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1208 W Webster Ave., 254 E Ontario St. | Website
With two locations in Chicago, Sweet Mandy B’s provides the Windy City with the some of her most spectacular pies. Offering classic flavors like Apple Streusel, Banana Cream and Key Lime, it's a go-to for big celebrations and holiday favorites.
Kasama
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1001 N Winchester Ave. | Website
Kasama is a full-fledged, modern Filipino restaurant with the added bonus of a killer bakery, located in the East Ukrainian Village neighborhood of Chicago. A couple of their pie flavors include Pumpkin Pie with white chocolate mousse and candied pepitas, as well as Lemon Pecan with pecan frangipane, brown sugar custard, lemon curd, and vanilla whipped cream. Masarap, indeed.
Brown Sugar Bakery
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328 E 75th St. | Website
With pies like Sweet Potato and Lemon Ice Box, Brown Sugar Bakery goes above and beyond your wildest dessert dreams. Their menu claims to be “dangerously delicious,” with signature sweets such as cobblers, cookies, cakes, and of course, pies. Stop on over to Brown Sugar after work and treat yourself.
Luella’s Southern Kitchen
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4609 N Lincoln Ave. | Website
Need a little southern comfort? Luella’s pies take classic flavors and add a tasty twists. Our favorites? The Deep Dish Sweet Potato Pie and – wait for it – the seasonal Fried Mississippi Mud Pie complete with flaky chocolate pie dough, chocolate pecan and marshmallow filling, topped with vanilla bean drizzle.
Lost Larson
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5318 N Clark St. | Website
Lost Larson does many desserts well, but we especially want to appreciate their pies. Some of their flavors include Salted Honey Pie, Triple Chocolate Pie and Heirloom Chocolate Pie. Is your stomach growling, too?
First Slice Pie Café
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5357 N Ashland Ave. | Website
Offering cream pies and fruit pies, First Slice has it all. For cream pies, grab the Polka Dot Pie with chocolate, almond and cream cheese flavors. The Coffee Toffee Pie is an instant win, too. Their fruit pies consist of the Balsamic Raspberry Pear Pie, Michigan Sour Cherry Pie and Traditional Apple Pie.
Hoosier Mama Pie Company
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1618 W Chicago Ave., 749 N Chicago Ave. | Website
Hoosier Mama is the kind classic diner you might see in TV and movies. Their classic flavors are on point, too. With pies such as Pear Apple Cranberry, Hoosier Sugar Cream and Maple Pecan, there really is something for everyone.
Spinning J Bakery and Soda Fountain
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1000 N California Ave. | Website
This place is truly a can’t miss. With a rotating pie menu, you have to check in to see which pies are offered, but some of their standards include Guava Cheesecake, Key Lime Hibiscus and S’mores - and there's nothing standard about that!
Photography by: REDA&CO;
