| 1 | Sat 26 Jul | 91-0 v Nostell Miners WelfareNostell Miners Welfare 0-1 Winterton Rangers | Northern Counties East League Division One |
| 2 | Wed 30 Jul | 174-2 v Club Thorne CollieryWinterton Rangers 4-2 Club Thorne Colliery | Northern Counties East League Cup First Round |
| 3 | Sat 2 Aug | 17 3-4 v Athersley RecreationWinterton Rangers 3-4 Athersley Recreation | Northern Counties East League Division One |
| 4 | Wed 6 Aug | 92-3 v Armthorpe WelfareWinterton Rangers 2-3 Armthorpe Welfare | Northern Counties East League Division One |
| 5 | Sat 9 Aug | 90-1 v Club Thorne CollieryClub Thorne Colliery 1-0 Winterton Rangers | Northern Counties East League Division One |
| 6 | Wed 27 Aug | 170-2 v Doncaster CityDoncaster City 2-0 Winterton Rangers | Northern Counties East League Division One |
| 7 | Sat 30 Aug | 91-4 v Goole AFCWinterton Rangers 1-4 Goole AFC | Northern Counties East League Division One |
| 8 | Sat 13 Sep | 160-1 v Selby TownWinterton Rangers 0-1 Selby Town | Northern Counties East League Division One |
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