On Friday, Oct 24, 2014, the Wilbur Cross Varsity Boys Football team won their game against Amity Regional High School by a score of 37-7.
On Friday, Oct 17, 2014, the Wilbur Cross Varsity Boys Football team lost their game against Shelton High School by a score of 22-58.
On Saturday, Oct 4, 2014, the Wilbur Cross Varsity Boys Football team won their Wilbur Cross HS game against East Haven High School by a score of 60-18.
On Friday, Sep 19, 2014, the Wilbur Cross Varsity Boys Football team won their game against Law High School by a score of 48-7.