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Best bar that's 15 feet wide 

The Matchbox

770 N. Milwaukee
312-666-9292

To say that the Matchbox is cozy would be an understatement. Wedge-shaped, it's 15 feet across at its widest point and about three and a half feet at its narrowest. It can be tricky to squeeze past seated patrons to get to empty seats at the narrow end of the bar furthest from the entrance—if there are any, which there often aren't—but some of the best cocktails in the city come across that heavy wooden bar. Their margaritas, with a rim of powdered sugar rather than salt, are a personal favorite. —Julia Thiel

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