The 1899 Army Cadets football team represented the United States Military Academy as an independent during the 1899 college football season. In their third season under head coach Herman Koehler, the Cadets compiled a 4–5 record and were outscored by their opponents by a combined total of 100 to 57. In the annual Army–Navy Game, the Cadets defeated the Navy by a 17 to 5 score.
Army had faced Navy on each other's campuses between 1890 and 1893. Through the efforts and diplomacy of Philadelphia surgeon and sportsman Dr. J. William White, it was agreed to resume the series in 1899 at Franklin Field inaugurating the tradition of playing the game in Philadelphia.
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