Taking mom out for a fancy meal is always a lovely gesture, but we all know what she really wants on Mother’s Day: an excuse to indulge in something sweet. Here, five places prime for satisfying Mom’s sweet tooth on her big day.
Surprise mom with a visit to the sweetest walk-up window in town: this side street dessert bar attached to Randolph Row hotspot Bar Siena. From maple buttercream-stuffed bomboloni and Nutella calzones to house-made gelato that comes in flavors like caramelized coconut fudge and honeycomb, the shop is a veritable paradise for sweets-loving ladies. Let Mom have her pick for some instant gratification, and send her home with an assorted half-dozen bomboloni for later. 832 W. Randolph St., 312-492-7775
This downtown steakhouse knows that the way to mom’s heart involves bubbles, dessert, and people-watching out on its expansive riverside patio. The perfectly spiced carrot cake with rich cream cheese frosting is big enough split, but what’s the point of splitting if the day is all about spoiling mom rotten? 300 N. LaSalle St., 312-329-1800
Take mom out for some always-necessary retail therapy along Armitage Ave. and Halsted St., and swing by the cookie counter at this breezy resto afterwards to refuel with something sweet. S’mores bars and supremely thick and gooey brown butter rice crispy treats steal the show, but you can’t go wrong with the California chevre cheesecake with pistachio crust or trifecta fudge cake on the dine-in dessert menu, either. 1954 N. Halsted St., 773-634-4100
Nothing shows the woman who raised you how much she means to you like a slice (or three) of some of the finest pie in Chicago. Call ahead to place an order for a whole pie to go, and stop by the bakery with Mom for pie by the slice in seasonal flavors like triple berry jam, coffee and cream, and chocolate pecan. 2051 N. California Ave., 773-276-8888
Love comes in many forms—at this charming Lincoln Park bakeshop, it’s Mother’s Day-inspired cupcakes. The limited-run treats are available in-store May 6 and 7, and include strawberry shortbread made with vanilla cake, fresh strawberry compote and cream cheese filling, white chocolate-covered shortbread cookie, and fluffy strawberry buttercream, as well as chocolate-dipped raspberry red velvet for the chocoholic mom, which features red velvet cake, raspberry ganache filling, and cream cheese buttercream dipped in chocolate ganache. 705 Belden Ave., 773-404-2253