Hoosier Mama Pie Co.
With an ever-evolving menu, Hoosier Mama is always adding and testing new sweet and savory pies. Aside from the 20-plus types of pie on the menu, Hoosier Mama also offers soups, quiche, salad and other snackables if you’re looking for something different. But you'll definitely be rewarded if you stick with the classics here — particularly apple and chocolate cream.
Where: 1618 W. Chicago Ave., Chicago, IL
When: Tues.-Fri., 8 a.m.-7 p.m.; Sat., 9 a.m.-5 p.m.; Sun., 10 a.m.-4 p.m.
More info: +1 312-243-4846; hoosiermamapie.com
Bang Bang Pie & Biscuits
Bang Bang is the definition of decadence, bringing soulful food to the Midwest via flaky pies and biscuits. Bang Bang likes to put a twist on the classics, topping biscuits with candied bacon and collards and stuffing pot pies with chicken, blue cheese and hot sauce. The pie selection is simple but bursting with flavor combinations to die for — think maple bourbon pecan, orange almond crunch and Key lime.
Where: 2051 N. California Ave., Chicago, IL
When: Mon.-Fri., 7 a.m.-7 p.m.
More info: +1 773-276-8888; bangbangpie.com
First Slice Pie Café
The refreshing chocolate mint is a close second, but at First Slice the chocolate peanut butter pie nabs the blue ribbon (it's also the best seller by far). Staffers argue that the Michigan sour cherry is “better than your mom’s cherry pie,” and you might just agree.
Where: 1823 Church St., Evanston, IL
When: Mon.-Fri., 10 a.m.-6 p.m.; Sat., 9:30 a.m.-4:30 p.m.
More info: +1 847-859-6620; firstslice.org
Jimmy Jamm Sweet Potato Pies
Located in the Beverly neighborhood, Jimmy Jamm is a friendly spot firmly rooted in the community. This foodie destination offers an astounding 50-plus creations made with sweet potatoes, from naked and cream-topped pies to cupcakes, sandwiches, loaded smashed potatoes and soup.
Where: 1844 W. 95th St., Chicago, IL
When: Mon.-Sat., 10 a.m.-7 p.m.
More info: +1 773-779-9105; jimmyjammpies.com
Sweet Mandy B’s
Sweet Mandy B’s keeps old-fashioned desserts fresh. The quaint shop serves a short list of classic pies, including apple cherry, coconut cream, pecan and peanut butter chiffon. Other sweets on offer include cinnamon rolls, magic bars, iced molasses cookies, vegan cakes and dirt-cup cupcakes. The pastel hues and playful atmosphere will dose you with nostalgia as soon as you step inside.
Where: 1208 W. Webster Ave., Chicago, IL
When: Mon.-Thurs. & Sun., 8 a.m.-9 p.m.; Fri. & Sat., 8 a.m.-10 p.m.
More info: +1 773-244-1174; sweetmandybs.com