| 1 | Wed 3 Sep | 60-1 v WakefieldWinterton Rangers 0-1 Wakefield | Northern Counties East League Division One |
| 2 | Sat 6 Sep | 6 1-4 v Crowle ColtsCrowle Colts 4-1 Winterton Rangers | Northern Counties East League Division One |
| 3 | Sat 13 Sep | 6 0-1 v Selby TownWinterton Rangers 0-1 Selby Town | Northern Counties East League Division One |
| 4 | Wed 17 Sep | 6 0-4 v Worsbrough Bridge AthleticWorsbrough Bridge Athletic 4-0 Winterton Rangers | Northern Counties East League Division One |
| 5 | Sat 20 Sep | 63-2 v Appleby FrodinghamWinterton Rangers 3-2 Appleby Frodingham | Northern Counties East League Division One |
| 6 | Wed 15 Oct | 161-9 v Route One RoversRoute One Rovers 9-1 Winterton Rangers | Northern Counties East League Division One |
| 7 | Sat 18 Oct | 162-1 v Glasshoughton WelfareWinterton Rangers 2-1 Glasshoughton Welfare | Northern Counties East League Division One |
| 8 | Wed 22 Oct | 161-1 v Ilkley TownWinterton Rangers 1-1 Ilkley Town | Northern Counties East League Division One |
| 9 | Sat 25 Oct | 61-4 v Harrogate Railway AthleticHarrogate Railway Athletic 4-1 Winterton Rangers | Northern Counties East League Division One |
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