Chueca has a massive night-life (carefree atmosphere). Nevertheless the sorroundings of the district are not safe so you must go straight and not wonder around looking for places. Also the public is 95% gay.
I would recommend instead for a good night:
8:30 vermu drink at Toledo 21
9:00 or before Almendro 13, ask for "Huevos rotos" and a bottle of white wine.
10:30-11:00 Some relaxing time at the second floor of el Viajero--> Very near of Almendro 13.
11:30-12:00 El Berlin Cabaret until two.
El Berlin Cabaret (Costanilla de San Pedro street) is cool during the week, is a small, elegant disco with dancing shows every half an hour.
Best regards,
Andres Jarabo (Night life student)
------------------
Taste Madrid with:
http://www.walksofspain.com