Ragu Alla Napoletana (Monteverde)
Don’t attempt to devour this massive platter solo; with a succulent tomato-braised pork shank, a massively flavorful soppressata meatball, cacciatore sausage and a mound of fusilli rustico, this is definitely an order for the entire table. The good news if you overdo it: Leftovers will be just as tasty tomorrow. 1020 W. Madison St.
Rotisserie Duck (The Duck Inn)
When a restaurant stakes its name on a single signature dish, it better deliver. Luckily chef Kevin Hickey’s quaint Bridgeport restaurant doesn’t disappoint with its expertly rendered duck (pictured), comprised of slow-roasted legs and thighs, and breasts pan-roasted to order. Potatoes served on the side are drizzled with duck fat drippings and accompany greens and seasonal fruits, making it a perfectly lovely dinner for two. 2701 S. Eleanor St.
Whole Oxtail (Bar Biscay)
While the petite pintxos and seafood dishes are much loved at this West Town newcomer, large plates from chef Johnny Anderes are just as delightful. Among them, the whole oxtail is supremely tender and lovingly accented with watercress and orange gremolata—a dish Anderes and co-owner Scott Worsham fine-tuned specially for Bar Biscay. 1450 W. Chicago Ave.
Blue Crab Boil (Beacon Tavern)
Less of a dish and more of a feast, this summertime special is served up communal-style on the patio of this riverside restaurant. Grab a bib and prepare yourself for all-you-can-eat Maryland blue crab, sausages, red-skin potatoes and cheddar bay biscuits for a meal that transports you to the East Coast without taking a step. 405 N. Wabash Ave.