| 1 | Fri 30 Jan | 10-3 v WakefieldWakefield 3-0 Winterton Rangers | Northern Counties East League Division One |
| 2 | Wed 4 Feb | 10-1 v Brigg TownWinterton Rangers 0-1 Brigg Town | Northern Counties East League Division One |
| 3 | Sat 21 Feb | 13-1 v Maltby MainWinterton Rangers 3-1 Maltby Main | Northern Counties East League Division One |
| 4 | Tue 24 Feb | 10-2 v Appleby FrodinghamAppleby Frodingham 2-0 Winterton Rangers | Northern Counties East League Division One |
| 5 | Sat 28 Feb | 11-3 v Ilkley TownIlkley Town 3-1 Winterton Rangers | Northern Counties East League Division One |
| 6 | Wed 4 Mar | 10-2 v Crowle ColtsWinterton Rangers 0-2 Crowle Colts | Northern Counties East League Division One |
| 7 | Sat 14 Mar | 12-0 v Glasshoughton WelfareGlasshoughton Welfare 0-2 Winterton Rangers | Northern Counties East League Division One |
| 8 | Sat 21 Mar | 11-1 v Harrogate Railway AthleticWinterton Rangers 1-1 Harrogate Railway Athletic | Northern Counties East League Division One |
| 9 | Wed 25 Mar | 13-0 v Leeds UFCAWinterton Rangers 3-0 Leeds UFCA | Northern Counties East League Division One |
| 10 | Sat 4 Apr | 10-1 v Louth TownWinterton Rangers 0-1 Louth Town | Northern Counties East League Division One |
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