| 1 | Wed 30 Jul | 14-2 v Club Thorne CollieryWinterton Rangers 4-2 Club Thorne Colliery | Northern Counties East League Cup First Round |
| 2 | Sat 2 Aug | 13-4 v Athersley RecreationWinterton Rangers 3-4 Athersley Recreation | Northern Counties East League Division One |
| 3 | Wed 6 Aug | 12-3 v Armthorpe WelfareWinterton Rangers 2-3 Armthorpe Welfare | Northern Counties East League Division One |
| 4 | Sat 9 Aug | 10-1 v Club Thorne CollieryClub Thorne Colliery 1-0 Winterton Rangers | Northern Counties East League Division One |
| 5 | Sat 16 Aug | 11-3 v Brigg TownBrigg Town 3-1 Winterton Rangers | Northern Counties East League Division One |
| 6 | Sat 30 Aug | 11-4 v Goole AFCWinterton Rangers 1-4 Goole AFC | Northern Counties East League Division One |
| 7 | Wed 3 Sep | 1 0-1 v WakefieldWinterton Rangers 0-1 Wakefield | Northern Counties East League Division One |
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