| 1 | Sat 16 Aug | 41-3 v Brigg TownBrigg Town 3-1 Winterton Rangers | Northern Counties East League Division One |
| 2 | Sat 23 Aug | 30-2 v Northwich VictoriaNorthwich Victoria 2-0 Winterton Rangers | Isuzu FA Vase First Qualifying Round |
| 3 | Wed 27 Aug | 80-2 v Doncaster CityDoncaster City 2-0 Winterton Rangers | Northern Counties East League Division One |
| 4 | Sat 13 Sep | 140-1 v Selby TownWinterton Rangers 0-1 Selby Town | Northern Counties East League Division One |
| 5 | Wed 17 Sep | 80-4 v Worsbrough Bridge AthleticWorsbrough Bridge Athletic 4-0 Winterton Rangers | Northern Counties East League Division One |
| 6 | Sat 20 Sep | 23-2 v Appleby FrodinghamWinterton Rangers 3-2 Appleby Frodingham | Northern Counties East League Division One |
| 7 | Sat 27 Sep | 42-1 v Leeds UFCALeeds UFCA 1-2 Winterton Rangers | Northern Counties East League Division One |
| 8 | Sat 4 Oct | 42-4 v Maltby MainMaltby Main 4-2 Winterton Rangers | Northern Counties East League Division One |
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