The 2019 Holy Cross Crusaders football team represented the College of the Holy Cross as a member of the Patriot League during the 2019 NCAA Division I FCS football season. Led by second-year head coach Bob Chesney, Holy Cross compiled an overall record of 7–6 with a mark of 5–1 in conference play, winning the Patriot League title. The Crusaders advanced to the NCAA Division I Football Championship playoffs, where they lost in the first round to Monmouth. They played their home games at Fitton Field in Worcester, Massachusetts.
The Patriot League released their preseason coaches' poll on July 30, 2019 (voting was by conference head coaches and sports information directors). The Crusaders were picked to finish in second place, receiving 2 of 14 first-place votes.[1]
The Crusaders had three players selected to the preseason All-Patriot League team.[1]
The Crusaders received an automatic bid (due to winning their conference) for the postseason tournament, with a first-round pairing against Monmouth.[2]