On Friday, Oct 19, 2018, the Ossining Varsity Boys Football team won their game against Ramapo High School by a score of 61-36.
On Saturday, Oct 13, 2018, the Ossining Varsity Boys Football team lost their game against Port Chester High School by a score of 13-20.
On Saturday, Oct 6, 2018, the Ossining Varsity Boys Football team won their game against Mount Vernon High School by a score of 28-26.
On Friday, Sep 28, 2018, the Ossining Varsity Boys Football team lost their game against Mamaroneck High School by a score of 29-43.
On Friday, Sep 21, 2018, the Ossining Varsity Boys Football team lost their game against White Plains High School by a score of 29-36.