| 1 | Sat 8 Aug | 180-1 v ThornabyGuisborough Town 0-1 Thornaby | Emirates FA Cup Extra Preliminary Round |
| 2 | Tue 11 Aug | 151-1 v Heaton StanningtonHeaton Stannington 1-1 Guisborough Town | Northern Premier League - East Division |
| 3 | Sat 15 Aug | 151-3 v Bradford (Park Avenue)Guisborough Town 1-3 Bradford (Park Avenue) | Northern Premier League - East Division |
| 4 | Tue 25 Aug | 151-4 v LiversedgeLiversedge 4-1 Guisborough Town | Northern Premier League - East Division |
| 5 | Mon 31 Aug | 92-0 v Consett AFCGuisborough Town 2-0 Consett AFC | Northern Premier League - East Division |
| 6 | Sat 5 Sep | 90-0 v Grimsby BoroughGrimsby Borough 0-0 Guisborough Town | Northern Premier League - East Division |
| 7 | Wed 16 Sep | 151-2 v Morpeth TownGuisborough Town 1-2 Morpeth Town | Northern Premier League - East Division |
| 8 | Tue 29 Sep | 120-1 v DunstonDunston 1-0 Guisborough Town | Northern Premier League - East Division |
| 9 | Sat 3 Oct | 14 0-4 v SilsdenSilsden 4-0 Guisborough Town | Northern Premier League - East Division |
| 10 | Sat 10 Oct | 160-1 v Blyth SpartansGuisborough Town 0-1 Blyth Spartans | Northern Premier League - East Division |
| 11 | Wed 14 Oct | 122-0 v Garforth TownGuisborough Town 2-0 Garforth Town | Northern Premier League - East Division |
| 12 | Sat 17 Oct | 52-2 v Lincoln UnitedGuisborough Town 2-2 Lincoln United | Northern Premier League - East Division |
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