Rosebud Steakhouse - Chicago
Established in 1977, the Rosebud has grown from a single Little Italy eatery to a local restaurant empire. This Streeterville Prime steakhouse skips some of the typical Rosebud standards in favor of meaty selections like a 28-ounce, bone-in rib steak and Saturday prime rib, as well as fresh seafood classics like Dover sole, lake perch and frogs' legs. Overall, their prime steaks are the main attraction and are on the generous side, with popular choices such as double cut Colorado lamb chops, a 20-ounce Prime New York strip, and 48-ounce prime t-bone. That’s recommended, of course, for two or more diners. Another big draw is the daily specials, from the chicken and dumplings (every Monday) to veal Osso Bucco (Thursday). The dining room exudes that classic steakhouse vibe certain to make business types feel right at home. The walls are lined with expensive, vintage wine bottles, enticing some nice corporate card holder to bring them out of their chilled environment. The room is also filled with clubby, leather chairs and hardwood accents, making it familiar and elegant at once. The steakhouse attracts mostly two types of customers: Streeterville residents who consider it their neighborhood hang and business diners. The room is usually hushed—unless you’re dining and drinking at the bar.