| 1 | Wed 3 Sep | 100-1 v WakefieldWinterton Rangers 0-1 Wakefield | Northern Counties East League Division One |
| 2 | Sat 6 Sep | 101-4 v Crowle ColtsCrowle Colts 4-1 Winterton Rangers | Northern Counties East League Division One |
| 3 | Sat 13 Sep | 90-1 v Selby TownWinterton Rangers 0-1 Selby Town | Northern Counties East League Division One |
| 4 | Wed 17 Sep | 110-4 v Worsbrough Bridge AthleticWorsbrough Bridge Athletic 4-0 Winterton Rangers | Northern Counties East League Division One |
| 5 | Sat 20 Sep | 113-2 v Appleby FrodinghamWinterton Rangers 3-2 Appleby Frodingham | Northern Counties East League Division One |
| 6 | Sat 27 Sep | 112-1 v Leeds UFCALeeds UFCA 1-2 Winterton Rangers | Northern Counties East League Division One |
| 7 | Sat 4 Oct | 112-4 v Maltby MainMaltby Main 4-2 Winterton Rangers | Northern Counties East League Division One |
| 8 | Sat 18 Oct | 102-1 v Glasshoughton WelfareWinterton Rangers 2-1 Glasshoughton Welfare | Northern Counties East League Division One |
| 9 | Wed 22 Oct | 101-1 v Ilkley TownWinterton Rangers 1-1 Ilkley Town | Northern Counties East League Division One |
| 10 | Sat 15 Nov | 141-3 v South LeedsWinterton Rangers 1-3 South Leeds | Northern Counties East League Division One |
| 11 | Wed 26 Nov | 101-6 v Route One RoversWinterton Rangers 1-6 Route One Rovers | Northern Counties East League Cup Third Round |
| 12 | Sat 6 Dec | 153-0 v Athersley RecreationAthersley Recreation 0-3 Winterton Rangers | Northern Counties East League Division One |
| 13 | Sat 13 Dec | 162-4 v Club Thorne CollieryWinterton Rangers 2-4 Club Thorne Colliery | Northern Counties East League Division One |
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