Family-owned cobblers, pies, cakes, and puddings delivered
3453 S Prairie Ave, Chicago, IL 60616 Get directions
$10–20

"Despite its name, this virtual bakery also makes and sells pies, for those who prefer their pastry with the filling enclosed. Place your order online, and they’ll deliver anywhere within 25 miles of downtown Chicago. Choices include apple, pecan, sweet potato, and brownie walnut." - Ashok Selvam
"Chicago’s bakery openings streak continues in Douglas. Classic Cobbler serves all sorts of cakes, puddings, pies, and most importantly—cobblers. You can buy them by the tray or in individual servings in classic flavors like peach, blueberry, and apple." - john ringor, veda kilaru, nick allen
"Chicago’s bakery openings streak continues in Douglas. Classic Cobbler serves all sorts of cakes, puddings, pies, and most importantly—cobblers. You can buy them by the tray or in individual servings in classic flavors like peach, blueberry, and apple. We haven’t been here yet, but want you to know this spot exists." - Team Infatuation

"Family-owned specialty pie and cobbler company Classic Cobbler, which operates a stall in Dr. Murphy’s Food Hall in the Illinois Medical District, is stocked with Thanksgiving goodies. Options include sweet potato pie, lemon cream pie, apple pie, and more. There’s also banana pudding and plenty of cobbler. Place orders online." - Naomi Waxman

"Helmed by Bran’Arla Johnson, this family-owned specialty pie and cobbler business operated from a physical location for about five years before shifting to online sales and some Whole Foods distribution; at Dr. Murphy’s the stall features pies such as lemon cream, brownie walnut, and pecan, plus bread pudding, peach cobbler, and a rotating fruit cobbler special, sold by the slice or serving with whole pies available on a three-day notice as a way to reintroduce the brand after moving primarily online." - Naomi Waxman