The best pies in Chicago

What is it? A beloved shop known for its made-from-scratch sweet and savory pies with flaky, buttery crusts and seasonal fillings.

Why we love it: Former fine-dining pastry chef Paula Haney made a name for herself selling pies at farmers markets and coffee shops before opening a tiny retro shop in 2009. Her seasonal creations (from strawberry-rhubarb in spring to apple and pumpkin in fall) and signatures (like her incomparable banana-cream and the Malört-inspired "Chicago Sunrise") are, in a word, extraordinary.

Time Out tip: Check the online menu for the day's pie selection before you visit.

Address: 1618 W Chicago Ave, Chicago, IL 60622

Opening hours: Tue-Fri 8am-7pm; Sat 9am-7pm; Sun 9am-3pm

What is it? An Avalon Park pie shop from Bake Squad star Maya-Camille Broussard.

Why we love it: Broussard launched Justice of the Pies as a way to honor her late father, a criminal defense attorney and a self-proclaimed pie aficionado. You can find her delicious pies, quiches and cookies at her bakery on the South Side; they taste even sweeter when you find out that Justice partners with nonprofits to positively impact the lives around them.

Time Out tip: Be the hero of your next gathering by bringing a whole pie to share. The flavors rotate, so check the menu ahead of time.

Address: 8655 S Blackstone Ave, Chicago, IL 60619

Opening hours: Fri-Sun 9am-5pm

What is it? A pie shop with three North Side locations.

Why we love it: Maybe it's the giant pie sculpture in the window here that seduces you and draws you in. Or maybe it's the fact that eating at this charitable cafe is an easy way to support an organization that provides hunger relief. Whatever it may be, it certainly doesn't hurt that the pie is expertly crafted in classic varieties like French silk, chocolate cream, Michigan sour cherry and Key lime. Inhale the shop's brilliant aroma and feel good about giving back.

Time Out tip: The classic apple pie here has been hailed as one of the best in the country by Food and Wine.

Address: 5357 N Ashland Ave Ste 1R, Chicago, IL 60640

Opening hours: Mon-Sat 10am-8pm; Sun 10am-6pm

What is it? A vintage-inspired cafe.

Why we love it: Travel back in time (if only for an hour) at this charming Humboldt Park pie and soda shop that's outfitted with old-timey barstools and beautiful vintage accents. Despite its decor, the pies on offer aren't stuck in the past: Diners can choose from imaginative flavors like caramel apple, s'mores, and Key lime-hibiscus. Order a slice and a house-made soda, hunker down in a booth and transport yourself to a simpler time.

Time Out tip: Spinning J hosts dinner service every Friday, serving Sicilian-style pizza slices and pot pies.

Address: 1000 N California Ave, Chicago, IL 60622

Opening hours: Wed, Thu, Sat, Sun 9am-3pm; Fri 9am-9pm

What is it? A popular spot for sweet and savory pies, plus biscuits.

Why we love it: The flavors at Bang Bang rotate regularly, offering a taste of seasonal produce and funky flavor combinations concocted for special holidays. Come summer, diners might be able to grab a slice of lemon pie with tangy lemon cream, frothy lemon mousse and lip-smacking lemon curd. In the winter months, keep an eye out for more indulgent creations, like the apple and raspberry crumble. Key lime is available all year for good reason—it's an excellent example of what the little shop can do. Citrusy custard pools in a graham cracker crust before being topped with a dollop of fresh whipped cream. It's spectacularly simple yet inexplicably divine.

Time Out tip: Enjoy your slice outside on the spacious patio when the weather's nice.

Address: 2051 N California Ave, Chicago, IL 60647

Opening hours: Wed-Fri 9am-6pm; Sat, Sun 9am-3pm

What is it? A North Center bakery specializing in French laminated pastries.

Why we love it: Pastry chef Angel Chavez turned the pandemic into an opportunity to launch a virtual bakery as a side project, which has since grown into a neighborhood favorite. His offerings range from a flaky pie filled with Mick Klug Farm Honeycrisp apples to a zingy Key lime pie to a silky banana cream pie.

Time Out tip: Don't overlook the croissants, quiches or cafe menu.

Address: 4301 N Lincoln Ave, Chicago, IL 60618

Opening hours: Daily 8am-4pm

What is it? The local outpost of Milwaukee's Honeypie.

Why we love it: Attached to Edgewater pub Beard & Belly, this bakery offers a rotating roster of pies by Milwaukee cafe Honeypie. Pie maker Valeri Lucks dreams up these 11-inch confections in a cascade of flavors, from seasonal picks like blueberry lemonade and whiskey walnut pecan to piquant combos such as Milwaukee mud with fudge, dark chocolate custard and chocolate cookie crust.

Time Out tip: Follow Honey Pie on social media to keep tabs on its rotating flavors of the month.

Address: 6155 N Broadway, Chicago, IL 60660

Opening hours: Mon-Thu 11am-9pm; Fri 11am-10pm; Sat 10am-10pm; Sun 10am-9pm

What is it? A dedicated gluten-free bake shop

Why we love it: Typically anyone who abides by a gluten-free diet would have to count pie out when it comes to their dessert table, but that’s not the case with Andersonville's Defloured, an entirely gluten-free bakery. The pies are made with a variety of alternative flours, including brown rice flour and tapioca flour, and are available in flavors like apple, cherry and pecan. In addition to the bakery’s pie options, it also offers an array of baked goods, including nearly 20 different types of cookies.

Time Out tip: Plan ahead as pies are special-order only, and require a seven-day advanced notice.

Address: 1477 W Balmoral Ave, Chicago, IL 60640

Opening hours: Tue-Fri 11am-7pm; Sat, Sun 9am-5pm

What is it? A Southern-style bakery on the South Side.

Why we love it: Stephanie Hart turns out a number of “down-home delights” at her bakery, many of them smacking of the shop’s eponymous ingredient. Fans flock to the shop's Grand Crossing location for Hart's cakes, and don't tell your granny we said so, but her sweet potato pie is one of the best we've ever had.

Time Out tip: Brown Sugar Bakery ships its cakes and candies nationwide.

Address: 328 E 75th St, Chicago, IL 60619

Opening hours: Mon 10am-5pm; Tue-Sat 10am-6pm; Sun noon-5pm

What is it? A classic dessert shop serving indulgent, nostalgic treats.

Why we love it: As its name suggests, this bakery is as sweet as pie—and luckily, the menu offers a laundry list of actual pies to boot. Nine-inch whole pies come in flavors like apple streusel, apple cherry, banana cream, chocolate cream and Key lime. Just don't be surprised when you leave the store with a box of whimsical cookies, brownies and cupcakes; the pastry case at Sweet Mandy B's is irresistable.

Time Out tip: Order online for same-day pickup whenever a sweet craving strikes.

Address: 1208 W Webster Ave, Chicago, IL 60614

Opening hours: Mon-Thu, Sun 9am-7pm; Fri 9am-8pm; Sat 8am-8pm

What is it? A South Side favorite for cakes, cookies and other sweet indulgences.

Why we love it: This charming South Shore shop dishes out an assortment of sweet treats. While you can order a slice (or two), be the hero at your next gathering by bringing a full pie. The banana pudding, pecan and sweet potato are all stellar.

Time Out tip: While it's not a pie, the potato chip cookie is famous for a reason.

Address: 2234 E 71st St, Chicago, IL 60649

Opening hours: Tue-Sat 11am-6pm

What is it? A moody, French-inspired steakhouse.

Why we love it: We know you’re probably at Hogsalt Hospitality’s sultry steakhouse to feast on luxuries like chilled shellfish and cuts of dry-aged beef. But do yourself a favor and save room for dessert because it’s worth it. Bavette’s offers two pies—lemon meringue and chocolate cream. Although they’re both great, we keep coming back to the latter. It features a cookie crust and silky smooth, pudding-like chocolate filling. If that’s not rich enough, it’s also topped with a dollop of whipped cream.

Time Out tip: Reservations open 21 days in advance and fill up quickly.

Address: 218 W Kinzie St, Chicago, IL 60654

Opening hours: Mon-Thu 4-10:30pm; Fri, Sat 3-11pm; Sun 3-10:30pm

What is it? One of the city's top destinations for seafood and steak.

Why we love it: Let's be honest: You're probably not going to Joe's explicitly for the pie. But maybe you should. The dessert menu is stacked with tough decisions: Key lime or banana cream?  Pumpkin chiffon or peanut butter? Old-fashioned apple or Boston cream? There's not a bad choice in the bunch, but we're suckers for the banana cream.

Time Out tip: Stop by for the three-course lunch, which includes a slice of pie for dessert.

Address: 60 E Grand Ave, Chicago, IL 60611

Opening hours: Mon-Thu, Sun 11:30am-9:30pm; Fri, Sat 11:30am-10pm

What is it? A New York-based dessert shop famous for its nostalgic sweet treats. 

Why we love it: Christina Tosi’s Milk Bar finally arrived in Chicago in 2025, bringing its playful lineup of cakes, cookies and pies to West Loop. The bakery’s signature dessert, Milk Bar Pie, features a buttery oat-cookie crust and a rich, gooey filling. It’s sweet, salty and unapologetically indulgent, making it a must-order.

Time Out tip: Get Milk Bar Pie delivered straight to your door via Goldbelly.

Address: 208 N Green St, Chicago, IL 60607

Opening hours: Daily 10am-11pm

What is it? A French-inspired bakery for elegant pastries, cakes, breads and chocolates.

Why we love it: The case at this Lincoln Park bakery is packed with beautiful creations, and come fall, that includes pies. Arshiya Farheen turns out apple, pumpkin, pecan and French silk varieties that are every bit as tempting as the delicate pastries.

Time Out tip: Whole pies must be ordered at least two days in advance.

Address: 2507 N Lincoln Ave, Chicago, IL 60614

Opening hours: Mon, Wed-Sun 8am-4pm

What is it? A family-owned Bronzeville bakery delivering Southern-style fruit cobblers.

Why we love it: While flaky, buttery cobblers are the specialty here, don’t overlook the pies. Available in flavors like pecan, sweet potato and egg custard, they’re just as worthy of a spot on your table.

Time Out tip: Stop by for a slice before or after catching a White Sox game at Rate Field.

Address: 3453 S Prairie Ave, Chicago, IL 60616

Opening hours: Wed-Sat 11am-6pm

What is it? The restaurant that launched the Frontera empire.

Why we love it: Rick Bayless’ flagship restaurant offers a range of time-honored Mexican classics, from ceviches and guacs to Oaxacan-style carne asada, but the signature dessert is wholly American. Chocolate pecan pie, made from a recipe Bayless came up with nearly 40 years ago, gets some added depth through a dollop of Kahlua whipped cream. It’s the perfect finish to a first-rate meal.

Time Out tip: You can have Frontera's chocolate pecan pie shipped anywhere in the U.S. via Goldbelly.

Address: 445 N Clark St, Chicago, IL 60654

Opening hours: Tue-Thu 11:30am-2pm, 4:30-9pm; Fri 11:30am-2pm, 4-10pm; Sat 10:30am-2pm, 4-10pm; Sun 10:30am-2pm, 4-9pm

What is it? A diner serving playful, creative takes on classic American comfort foods.

Why we love it: Stephanie Izard’s bakery Sugar Goat closed in 2022, but its popular Fry Pie lives on at Little Goat. Inspired by the classic Wendy’s Frosty-and-fries combo, the dessert stars a salty, crunchy French fry crumble crust, a layer of dark chocolate and a dense, creamy malt chocolate filling, all topped with chocolate-covered potato crunchies.

Time Out tip: Pair your slice with a milkshake for the ultimate indulgence.

Address: 3325 N Southport Ave, Chicago, IL 60657

Opening hours: Daily 8am-9pm

What is it? An iconic Chicago steakhouse.

Why we love it: One of Chicago’s most venerable steakhouses is an impressive experience from start to finish. The beef gets star billing, and justifiably so, but Gibsons’ macadamia turtle pie is the item that catches every eye in the dining room when it’s brought out. Pie crust is loaded with vanilla ice cream, graham cracker crumbles, and macadamia nuts, and the towering dessert is finished with drizzles of chocolate and caramel sauce. You’ll definitely have to share this one, and you most certainly will not leave hungry.

Time Out tip: If you're a chocolate lover, don't miss the decadent chocolate mousse pie.

Address: 1028 N Rush St, Chicago, IL 60611

Opening hours: Daily 11am-midnight

What is it? A two-Michelin-starred Filipino restaurant and bakery.

Why we love it: Before Genie Kwon started turning heads at modern Filipino standout Kasama, she was the pastry chef at Oriole. Guests who had the pleasure of dining there were sent home after their meal with an exceptional pie from Kwon to enjoy the following day. Her current offerings at Kasama include a flaky apple hand pie. It's big enough to share but we totally understand if you’d rather be a little selfish.

Time Out tip: Skip the long line by ordering ahead for pickup.

Address: 1001 N Winchester Ave, Chicago, IL 60622

Opening hours: Wed-Sun 9am-3pm