| 1 | Tue 18 Jul | 102-0 v Bottesford TownBottesford Town 0-2 Winterton Rangers | Friendly |
| 2 | Sat 22 Jul | 141-2 v Louth UnitedWinterton Rangers 1-2 Louth United | Friendly |
| 3 | Sat 5 Aug | 102-4 v Melton TownWinterton Rangers 2-4 Melton Town | Emirates FA Cup Extra Preliminary Round |
| 4 | Sat 12 Aug | 101-2 v Consett AFCWinterton Rangers 1-2 Consett AFC | Northern Premier League - East Division |
| 5 | Tue 15 Aug | 101-3 v Belper TownBelper Town 3-1 Winterton Rangers | Northern Premier League - East Division |
| 6 | Wed 23 Aug | 101-2 v Carlton TownWinterton Rangers 1-2 Carlton Town | Northern Premier League - East Division |
| 7 | Mon 28 Aug | 101-0 v Bridlington TownWinterton Rangers 1-0 Bridlington Town | Northern Premier League - East Division |
| 8 | Sat 9 Sep | 101-2 v AvroAvro 2-1 Winterton Rangers | Isuzu FA Trophy First Qualifying Round |
| 9 | Sat 16 Sep | 160-3 v North FerribyNorth Ferriby 3-0 Winterton Rangers | Northern Premier League - East Division |
| 10 | Wed 27 Sep | 100-4 v Cleethorpes TownCleethorpes Town 4-0 Winterton Rangers | Northern Premier League - East Division |
| 11 | Sat 30 Sep | 102-1 v Stocksbridge Park SteelsWinterton Rangers 2-1 Stocksbridge Park Steels | Northern Premier League - East Division |
| 12 | Wed 4 Oct | 101-2 v Cleethorpes TownCleethorpes Town 2-1 Winterton Rangers | Lincolnshire Senior Cup Quarter Final |
| 13 | Sat 7 Oct | 101-5 v LiversedgeLiversedge 5-1 Winterton Rangers | Northern Premier League - East Division |
| 14 | Sat 14 Oct | 10 0-4 v Ashington AFCWinterton Rangers 0-4 Ashington AFC | Northern Premier League - East Division |
| 15 | Sat 21 Oct | 102-1 v Grimsby BoroughGrimsby Borough 1-2 Winterton Rangers | Northern Premier League - East Division |
| 16 | Sat 28 Oct | 161-1 v Hebburn TownCleethorpes Town 1-1 Hebburn Town | Northern Premier League - East Division |
| 17 | Tue 7 Nov | 102-3 v Consett AFCConsett AFC 3-2 Cleethorpes Town | Northern Premier League - East Division |
| 18 | Sat 11 Nov | 10 2-2 v Brighouse TownBrighouse Town 2-2 Cleethorpes Town | Northern Premier League - East Division |
| 19 | Wed 10 Jan | 92-0 v Ossett UnitedCleethorpes Town 2-0 Ossett United | Northern Premier League - East Division |
| 20 | Sat 13 Jan | 92-1 v SheffieldCleethorpes Town 2-1 Sheffield | Northern Premier League - East Division |
| 21 | Sat 20 Jan | 90-0 v Hebburn TownHebburn Town 0-0 Cleethorpes Town | Northern Premier League - East Division |
| 22 | Wed 24 Jan | 91-3 v DunstonCleethorpes Town 1-3 Dunston | Northern Premier League - East Division |
| 23 | Sat 27 Jan | 91-3 v Consett AFCCleethorpes Town 1-3 Consett AFC | Northern Premier League - East Division |
| 24 | Sat 3 Feb | 93-0 v Bridlington TownCleethorpes Town 3-0 Bridlington Town | Northern Premier League - East Division |
| 25 | Wed 7 Feb | 91-2 v North FerribyCleethorpes Town 1-2 North Ferriby | Northern Premier League - East Division |
| 26 | Sat 10 Feb | 93-4 v Stockton TownStockton Town 4-3 Cleethorpes Town | Northern Premier League - East Division |
| 27 | Sat 10 Feb | 93-4 v Stockton TownStockton Town 4-3 Cleethorpes Town | Northern Premier League - East Division |
| 28 | Sat 16 Mar | 90-4 v DunstonDunston 4-0 Cleethorpes Town | Northern Premier League - East Division |
| 29 | Sat 23 Mar | 90-0 v Stockton TownCleethorpes Town 0-0 Stockton Town | Northern Premier League - East Division |
| 30 | Wed 27 Mar | 92-0 v Carlton TownCleethorpes Town 2-0 Carlton Town | Northern Premier League - East Division |
| 31 | Sat 30 Mar | 92-0 v Winterton RangersWinterton Rangers 0-2 Cleethorpes Town | Northern Premier League - East Division |
| 32 | Mon 1 Apr | 90-3 v Grimsby BoroughCleethorpes Town 0-3 Grimsby Borough | Northern Premier League - East Division |
| 33 | Sat 6 Apr | 92-1 v Brighouse TownCleethorpes Town 2-1 Brighouse Town | Northern Premier League - East Division |
| 34 | Wed 10 Apr | 92-0 v Belper TownCleethorpes Town 2-0 Belper Town | Northern Premier League - East Division |
| 35 | Sat 13 Apr | 95-0 v Belper TownBelper Town 0-5 Cleethorpes Town | Northern Premier League - East Division |
| 36 | Sat 20 Apr | 90-0 v Stocksbridge Park SteelsCleethorpes Town 0-0 Stocksbridge Park Steels | Northern Premier League - East Division |
| 37 | Sat 27 Apr | 9 2-1 v Ossett UnitedOssett United 1-2 Cleethorpes Town | Northern Premier League - East Division |
Football Web Pages