1999 Holy Cross Crusaders football team

Holy Cross tied for second-to-last in the Patriot League.

In their fourth year under head coach Dan Allen, the Crusaders compiled a 3–8 record.

John Aloisi, David Puloka and Joe Saunders were the team captains.

Holy Cross' 2–4 conference record tied for fifth in the seven-team Patriot League standings.

[2] Holy Cross played its home games at Fitton Field on the college campus in Worcester, Massachusetts.