The 1999 Army Black Knights football team was an American football team that represented the United States Military Academy as a member of Conference USA (C-USA) in the 1999 NCAA Division I-A football season. In their ninth season under head coach Bob Sutton, the Black Knights compiled a 3–8 record and were outscored by their opponents by a combined total of 317 to 225. In the annual Army–Navy Game, the Black Knights lost to Navy, 19–9.