| 1 | Wed 27 Sep | 120-4 v Cleethorpes TownCleethorpes Town 4-0 Winterton Rangers | Northern Premier League - East Division |
| 2 | Wed 4 Oct | 121-2 v Cleethorpes TownCleethorpes Town 2-1 Winterton Rangers | Lincolnshire Senior Cup Quarter Final |
| 3 | Sat 7 Oct | 121-5 v LiversedgeLiversedge 5-1 Winterton Rangers | Northern Premier League - East Division |
| 4 | Sat 14 Oct | 120-4 v Ashington AFCWinterton Rangers 0-4 Ashington AFC | Northern Premier League - East Division |
| 5 | Sat 21 Oct | 12 2-1 v Grimsby BoroughGrimsby Borough 1-2 Winterton Rangers | Northern Premier League - East Division |
| 6 | Sat 4 Nov | 120-2 v Stockton TownStockton Town 2-0 Winterton Rangers | Northern Premier League - East Division |
| 7 | Sat 6 Apr | 120-3 v Pontefract CollieriesPontefract Collieries 3-0 Winterton Rangers | Northern Premier League - East Division |
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