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In a city teeming with giant steakhouses, this independent gem continues to shine bright from the north suburbs for over two decades now. Owner Jim Mandas offers up serious steaks, chops, and seafood—along with warm hospitality—in this clubby, art deco den near O'Hare. Broad-shouldered businessmen and frequent flyers know Rosewood's satisfying spread by heart: they're not about to find any airplane pretzels here. Splurge on the upgrade and get a peppercorn or horseradish crust on your already succulent USDA Prime steak; keep it light with seafood like moist Skuna Bay salmon with cabernet sauce; or go old-school with jumbo shrimp cocktail. The dessert menu is loaded with nearly a dozen modern faves like key lime tarts or white chocolate bread pudding.