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    Matchbox

    $$ Cocktail bar Chicago, Illinois
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    Intimate Classic cocktails Cozy Historic Patio Railcar
    Nestled at 770 N Milwaukee Ave, The Matchbox is Chicago's smallest bar, offering an intimate setting since 1945. Despite its size, it serves a robust selection of classic cocktails, including standout margaritas and gimlets. The cozy interior is complemented by a newly renovated patio, making it a year-round favorite. Adjacent to the bar, the Silver Palm restaurant, housed in a vintage railcar, adds to the unique charm of the spot.
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    No dress code
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