An immensely popular gay video bar in the heart of Chicago's Boystown neighborhood, Sidetrack (3349 N. Halsted St., 773-477-9189) is a rambling place comprising a few different bars on two different levels. This place stays busy early and late, and tends to appeal to a wide range of patrons - gay men and lesbians of all ages, though tending toward the professional, preppy side. Depending on the night, the video screens play showtunes, comedy, retro videos, on popular current music. This is one of the city's must-see gay hangouts for visitors, and it's along a busy block of gay nightlife that includes several other clubs and bars, including Hydrate, Cocktail, and Roscoe's Tavern.


