If you're claustrophobic, Roscoe's might not be the place to check out on a weekend night. A notorious gay bar in Boystown since 1987, this multiple-room, neon-glowing, community staple is always jam-packed with a diverse crowd. There are daily pitcher specials and a monthly calendar full of epic drag races, live band karaoke and burger buffets. Only a few blocks from Red, Purple, and Brown El stations.

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