| 1 | Wed 6 Aug | 172-3 v Armthorpe WelfareWinterton Rangers 2-3 Armthorpe Welfare | Northern Counties East League Division One |
| 2 | Sat 9 Aug | 50-1 v Club Thorne CollieryClub Thorne Colliery 1-0 Winterton Rangers | Northern Counties East League Division One |
| 3 | Sat 16 Aug | 51-3 v Brigg TownBrigg Town 3-1 Winterton Rangers | Northern Counties East League Division One |
| 4 | Sat 23 Aug | 50-2 v Northwich VictoriaNorthwich Victoria 2-0 Winterton Rangers | Isuzu FA Vase First Qualifying Round |
| 5 | Wed 27 Aug | 50-2 v Doncaster CityDoncaster City 2-0 Winterton Rangers | Northern Counties East League Division One |
| 6 | Sat 30 Aug | 51-4 v Goole AFCWinterton Rangers 1-4 Goole AFC | Northern Counties East League Division One |
| 7 | Wed 3 Sep | 50-1 v WakefieldWinterton Rangers 0-1 Wakefield | Northern Counties East League Division One |
| 8 | Sat 6 Sep | 5 1-4 v Crowle ColtsCrowle Colts 4-1 Winterton Rangers | Northern Counties East League Division One |
| 9 | Sat 13 Sep | 50-1 v Selby TownWinterton Rangers 0-1 Selby Town | Northern Counties East League Division One |
| 10 | Wed 17 Sep | 50-4 v Worsbrough Bridge AthleticWorsbrough Bridge Athletic 4-0 Winterton Rangers | Northern Counties East League Division One |
| 11 | Sat 20 Sep | 53-2 v Appleby FrodinghamWinterton Rangers 3-2 Appleby Frodingham | Northern Counties East League Division One |
| 12 | Sat 27 Sep | 52-1 v Leeds UFCALeeds UFCA 1-2 Winterton Rangers | Northern Counties East League Division One |
| 13 | Sat 4 Oct | 52-4 v Maltby MainMaltby Main 4-2 Winterton Rangers | Northern Counties East League Division One |
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