| 1 | Wed 27 Sep | 8 0-4 v Cleethorpes TownCleethorpes Town 4-0 Winterton Rangers | Northern Premier League - East Division |
| 2 | Sat 30 Sep | 112-1 v Stocksbridge Park SteelsWinterton Rangers 2-1 Stocksbridge Park Steels | Northern Premier League - East Division |
| 3 | Wed 4 Oct | 111-2 v Cleethorpes TownCleethorpes Town 2-1 Winterton Rangers | Lincolnshire Senior Cup Quarter Final |
| 4 | Sat 7 Oct | 11 1-5 v LiversedgeLiversedge 5-1 Winterton Rangers | Northern Premier League - East Division |
| 5 | Sat 14 Oct | 110-4 v Ashington AFCWinterton Rangers 0-4 Ashington AFC | Northern Premier League - East Division |
| 6 | Sat 28 Oct | 82-0 v SheffieldWinterton Rangers 2-0 Sheffield | Northern Premier League - East Division |
| 7 | Sat 4 Nov | 80-2 v Stockton TownStockton Town 2-0 Winterton Rangers | Northern Premier League - East Division |
| 8 | Sat 11 Nov | 101-4 v Pontefract CollieriesWinterton Rangers 1-4 Pontefract Collieries | Northern Premier League - East Division |
| 9 | Sat 18 Nov | 102-1 v Grantham TownGrantham Town 1-2 Winterton Rangers | Northern Premier League - East Division |
| 10 | Sat 6 Jan | 102-2 v Hebburn TownWinterton Rangers 2-2 Hebburn Town | Northern Premier League - East Division |
| 11 | Sat 13 Jan | 10 1-2 v Carlton TownCarlton Town 2-1 Winterton Rangers | Northern Premier League - East Division |
| 12 | Sat 27 Jan | 72-1 v Grimsby BoroughWinterton Rangers 2-1 Grimsby Borough | Northern Premier League - East Division |
| 13 | Sat 3 Feb | 7 2-3 v North FerribyWinterton Rangers 2-3 North Ferriby | Northern Premier League - East Division |
| 14 | Sat 10 Feb | 11 1-2 v Newton AycliffeWinterton Rangers 1-2 Newton Aycliffe | Northern Premier League - East Division |
| 15 | Sat 17 Feb | 111-2 v Stocksbridge Park SteelsStocksbridge Park Steels 2-1 Winterton Rangers | Northern Premier League - East Division |
| 16 | Sat 24 Feb | 110-0 v LiversedgeWinterton Rangers 0-0 Liversedge | Northern Premier League - East Division |
| 17 | Sat 16 Mar | 10 0-0 v Ossett UnitedWinterton Rangers 0-0 Ossett United | Northern Premier League - East Division |
| 18 | Tue 19 Mar | 100-4 v SheffieldSheffield 4-0 Winterton Rangers | Northern Premier League - East Division |
| 19 | Sat 23 Mar | 100-2 v Newton AycliffeNewton Aycliffe 2-0 Winterton Rangers | Northern Premier League - East Division |
| 20 | Sat 30 Mar | 10 0-2 v Cleethorpes TownWinterton Rangers 0-2 Cleethorpes Town | Northern Premier League - East Division |
| 21 | Mon 1 Apr | 85-1 v Brighouse TownBrighouse Town 1-5 Winterton Rangers | Northern Premier League - East Division |
| 22 | Sat 6 Apr | 80-3 v Pontefract CollieriesPontefract Collieries 3-0 Winterton Rangers | Northern Premier League - East Division |
| 23 | Sat 13 Apr | 101-0 v Stockton TownWinterton Rangers 1-0 Stockton Town | Northern Premier League - East Division |
| 24 | Tue 16 Apr | 110-0 v Ashington AFCAshington AFC 0-0 Winterton Rangers | Northern Premier League - East Division |
| 25 | Sat 20 Apr | 102-1 v DunstonDunston 1-2 Winterton Rangers | Northern Premier League - East Division |
| 26 | Sat 27 Apr | 102-0 v Grantham TownWinterton Rangers 2-0 Grantham Town | Northern Premier League - East Division |
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