Rutgers Cup Winner
Source:
Freeport 34 Sewankaka 19 (September 26, 1959)
Freeport 7 Calhoun 7 (October 3, 1959)
Freeport 6 Massapequa 0 (October 10, 1959)
Freeport 21 Yonkers 0 (October 17, 1959)
Freeport 12 Hempstead 12 (October 31, 1959)
Freeport 14 Hicksville 6 (November 10, 1959)
Freeport 33 Baldwin 0 (November 14, 1959)
Freeport 26 Lawrence 13 (November 26, 1959)