Deuce's and The Diamond ClubWrigleyville | Website
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This massive, bi-level space in Wrigleyville (from the folks behind Casey Moran's) houses not only one but two spots -- Deuce's, an industrial-style sports bar on the first floor, and The Diamond Club, a posh, second-level lounge with a raw bar and bottle service accessible by escalator.
In the upscale lounge there are neatly-kept plush chairs, wooden tables and floors and contemporary lighting, and downstairs you'll find vintage sports art and flat-screen TVs so you won't miss a minute of the game. On the menu downstairs are gourmet burgers like the Shroomed with caramelized mushrooms and onions, cheese and Worchester mayo, as well as lighter fare like the Pitcher's Mound, an iceberg wedge salad with pancetta, bleu cheese and a creamy garlic dressing. Enjoy daily specials on craft beers, bloody marys and buckets, along with food.