Drawing inspiration from 1920s supper clubs, this Loop steakhouse is the kind of place that's made for client dinners and special occasions. The steak here is U.S.D.A. Prime and finished with Wisconsin grass-fed butter, with options like the dry-aged bone-in ribeye, a 10-ounce barrel-cut filet mignon and a slow-roasted prime rib with house horseradish. Close out your meal by making a selection from the Cigar Box, with 17 selections including the Arturo Fuente Opus X "The Lost City," which goes for a cool $69. If you prefer to end your meal on a sweet note, save room for banana cream pie, caramel crème brûlée or tequila-lime icebox cake.