This casual New American eatery recently collaborated with Baderbräu Brewing Company to create a dynamic beer and burger pairing offered now through the end of the month. The Grahamburger, crafted exclusively by MasterChef Graham Elliot, comes with beef short ribs, Taleggio fondue, crispy onions, and house-made pickles on a garlic buttered brioche bun, and is served alongside the hoppy and bright Baderbrau Chicago Pilsner. 841 W. Randolph St., 312-888-2258
Stop by this popular River North doughnut purveyor to indulge in a nostalgic confection lacquered in a light Cherry Kool-Aid glaze and sprinkled with Cherry Kool-Aid sugar. But don't wait—the doughnut will only be available now through the end of May. 68 W. Hubbard St., 312-329-6500
In celebration of National Burger Month, this Magnificent Mile steakhouse is offering a different burger special every single day for the month of May. Stop in for the Billionaire Burger laden with foie gras and black truffle on May 7, a Waffle Burger with a fried egg and Gruyere on May 10, the smoked barbecue brisket-topped South Sider on May 22, and more. 505 N. Michigan Ave., 312-321-8823
For the first time ever, this Lincoln Park gem is opening its doors for a special brunch service on Mother’s Day. Treat Mom to an elegant three-course feast featuring assorted sweet breads and pastries, house-made focaccia, spring antipasti, ramp and potato frittatas, and more. 10 am-2 pm. Call 312-867-3888 for reservation. 1633 N. Halsted St.
Now through May 31, Matthias Merges’ concepts Yusho, Billy Sunday, and A10 are serving a cocktail special called the Blushing Cha Cha, a rosy-hued drink made with Masco Queirolo pisco, Navy Strength gin, and lime and orange bitters. Proceeds will benefit the Avon Foundation for Women, an initiative dedicated to both crusading against breast cancer and speaking out against domestic violence. 2853 N. Kedzie Ave., 773-904-8558; 1301 E. 53rd St., 773-643-1652; 3143 W. Logan Blvd., 773-661-2485; 1462 E. 53rd St., 773-288-1010
Head to Studio Snaidero on May 7 for an exclusive pop-up dinner collaboration between executive chef Kevin Cuddihee of TWO, executive chef Chris Marchino of Spiaggia Restaurant & Lounge, and Illinois-based Terlato Wines. Cocktail hour begins with a passed oyster appetizer, followed by a four-course meal. Purchase tickets here. 110 W. Kinzie St., 2nd Fl.
On May 11, farm-to-table eatery Bread & Wine will host a benefit and silent auction supporting the family of the late chef Homaro Cantu. Local businesses, including Bread & Wine, Smoque BBQ, Revolution Brewing, and Heritage Wine Cellars, have graciously donated food and libations for the event. Guests can bid on lots like chef dinners from A10, Blackbird, and more; a cooking class hosted by Carrie Nahabedian of Naha; and dinner for two and guest chef for a day at Taus Authentic. Purchase tickets here. 3734 W. Irving Park Rd., 773-866-5266