Winslow 2-1 Caddington in the Gladwish Challenge Trophy, Round of 32.

Caddington won 3, drew 1 and lost 1 of their previous 5 matches (L–W–D–W–W), scoring 9 and conceding 7.

The two sides have met 1 time: Winslow 1 win, Caddington 0, 0 draws.