| 1 | Tue 11 Aug | 31-1 v Heaton StanningtonHeaton Stannington 1-1 Guisborough Town | Northern Premier League - East Division |
| 2 | Sat 15 Aug | 3 1-3 v Bradford (Park Avenue)Guisborough Town 1-3 Bradford (Park Avenue) | Northern Premier League - East Division |
| 3 | Sat 22 Aug | 32-0 v HallamGuisborough Town 2-0 Hallam | Northern Premier League - East Division |
| 4 | Tue 25 Aug | 31-4 v LiversedgeLiversedge 4-1 Guisborough Town | Northern Premier League - East Division |
| 5 | Mon 31 Aug | 32-0 v Consett AFCGuisborough Town 2-0 Consett AFC | Northern Premier League - East Division |
| 6 | Sat 5 Sep | 30-0 v Grimsby BoroughGrimsby Borough 0-0 Guisborough Town | Northern Premier League - East Division |
| 7 | Wed 16 Sep | 31-2 v Morpeth TownGuisborough Town 1-2 Morpeth Town | Northern Premier League - East Division |
| 8 | Wed 23 Sep | 171-0 v Ashington AFCGuisborough Town 1-0 Ashington AFC | Northern Premier League - East Division |
| 9 | Tue 29 Sep | 30-1 v DunstonDunston 1-0 Guisborough Town | Northern Premier League - East Division |
| 10 | Sat 3 Oct | 110-4 v SilsdenSilsden 4-0 Guisborough Town | Northern Premier League - East Division |
| 11 | Sat 10 Oct | 30-1 v Blyth SpartansGuisborough Town 0-1 Blyth Spartans | Northern Premier League - East Division |
| 12 | Tue 20 Oct | 32-2 v Ossett UnitedOssett United 2-2 Guisborough Town | Northern Premier League - East Division |
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