| 1 | Sat 26 Jul | 111-0 v Nostell Miners WelfareNostell Miners Welfare 0-1 Winterton Rangers | Northern Counties East League Division One |
| 2 | Wed 30 Jul | 144-2 v Club Thorne CollieryWinterton Rangers 4-2 Club Thorne Colliery | Northern Counties East League Cup First Round |
| 3 | Sat 2 Aug | 113-4 v Athersley RecreationWinterton Rangers 3-4 Athersley Recreation | Northern Counties East League Division One |
| 4 | Wed 6 Aug | 112-3 v Armthorpe WelfareWinterton Rangers 2-3 Armthorpe Welfare | Northern Counties East League Division One |
| 5 | Sat 16 Aug | 171-3 v Brigg TownBrigg Town 3-1 Winterton Rangers | Northern Counties East League Division One |
| 6 | Sat 1 Nov | 160-3 v Dearne & DistrictWinterton Rangers 0-3 Dearne & District | Northern Counties East League Division One |
| 7 | Wed 26 Nov | 31-6 v Route One RoversWinterton Rangers 1-6 Route One Rovers | Northern Counties East League Cup Third Round |
| 8 | Sat 6 Dec | 163-0 v Athersley RecreationAthersley Recreation 0-3 Winterton Rangers | Northern Counties East League Division One |
| 9 | Sat 13 Dec | 112-4 v Club Thorne CollieryWinterton Rangers 2-4 Club Thorne Colliery | Northern Counties East League Division One |
| 10 | Sat 27 Dec | 113-3 v Doncaster CityWinterton Rangers 3-3 Doncaster City | Northern Counties East League Division One |
| 11 | Sat 3 Jan | 113-1 v Goole AFCGoole AFC 1-3 Winterton Rangers | Northern Counties East League Division One |
| 12 | Tue 13 Jan | 111-1 v Armthorpe WelfareArmthorpe Welfare 1-1 Winterton Rangers | Northern Counties East League Division One |
| 13 | Sat 24 Jan | 121-2 v Worsbrough Bridge AthleticWinterton Rangers 1-2 Worsbrough Bridge Athletic | Northern Counties East League Division One |
| 14 | Fri 30 Jan | 11 0-3 v WakefieldWakefield 3-0 Winterton Rangers | Northern Counties East League Division One |
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