| 1 | Wed 22 Oct | 141-1 v Ilkley TownWinterton Rangers 1-1 Ilkley Town | Northern Counties East League Division One |
| 2 | Sat 25 Oct | 151-4 v Harrogate Railway AthleticHarrogate Railway Athletic 4-1 Winterton Rangers | Northern Counties East League Division One |
| 3 | Sat 1 Nov | 90-3 v Dearne & DistrictWinterton Rangers 0-3 Dearne & District | Northern Counties East League Division One |
| 4 | Sat 15 Nov | 121-3 v South LeedsWinterton Rangers 1-3 South Leeds | Northern Counties East League Division One |
| 5 | Sat 22 Nov | 123-0 v Nostell Miners WelfareWinterton Rangers 3-0 Nostell Miners Welfare | Northern Counties East League Division One |
| 6 | Wed 26 Nov | 91-6 v Route One RoversWinterton Rangers 1-6 Route One Rovers | Northern Counties East League Cup Third Round |
| 7 | Tue 13 Jan | 171-1 v Armthorpe WelfareArmthorpe Welfare 1-1 Winterton Rangers | Northern Counties East League Division One |
| 8 | Sat 17 Jan | 170-3 v Selby TownSelby Town 3-0 Winterton Rangers | Northern Counties East League Division One |
| 9 | Wed 4 Feb | 150-1 v Brigg TownWinterton Rangers 0-1 Brigg Town | Northern Counties East League Division One |
| 10 | Sat 21 Feb | 153-1 v Maltby MainWinterton Rangers 3-1 Maltby Main | Northern Counties East League Division One |
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