On Friday, Oct 25, 2019, the Princeton Varsity Boys Football team won their IHSAA Sectional Game at Owen Valley High School game against Owen Valley High School by a score of 14-0.
On Friday, Oct 18, 2019, the Princeton Varsity Boys Football team lost their Princeton High School game against Vincennes Lincoln High School by a score of 10-34.
On Friday, Sep 13, 2019, the Princeton Varsity Boys Football team lost their game against Mt. Carmel High School by a score of 14-55.
On Friday, Sep 6, 2019, the Princeton Varsity Boys Football team won their game against Washington High School by a score of 24-7.
On Friday, Aug 30, 2019, the Princeton Varsity Boys Football team lost their game against Terre Haute North Vigo High School by a score of 0-38.
On Friday, Aug 23, 2019, the Princeton Varsity Boys Football team lost their game against Evansville North High School by a score of 7-49.