| 1 | Sat 18 Jul | 14-1 v North ShieldsGuisborough Town 4-1 North Shields | Friendly |
| 2 | Sat 8 Aug | 10-1 v ThornabyGuisborough Town 0-1 Thornaby | Emirates FA Cup Extra Preliminary Round |
| 3 | Tue 11 Aug | 11-1 v Heaton StanningtonHeaton Stannington 1-1 Guisborough Town | Northern Premier League - East Division |
| 4 | Sat 15 Aug | 11-3 v Bradford (Park Avenue)Guisborough Town 1-3 Bradford (Park Avenue) | Northern Premier League - East Division |
| 5 | Sat 22 Aug | 12-0 v HallamGuisborough Town 2-0 Hallam | Northern Premier League - East Division |
| 6 | Tue 25 Aug | 11-4 v LiversedgeLiversedge 4-1 Guisborough Town | Northern Premier League - East Division |
| 7 | Mon 31 Aug | 12-0 v Consett AFCGuisborough Town 2-0 Consett AFC | Northern Premier League - East Division |
| 8 | Sat 5 Sep | 1 0-0 v Grimsby BoroughGrimsby Borough 0-0 Guisborough Town | Northern Premier League - East Division |
| 9 | Wed 16 Sep | 11-2 v Morpeth TownGuisborough Town 1-2 Morpeth Town | Northern Premier League - East Division |
| 10 | Wed 23 Sep | 11-0 v Ashington AFCGuisborough Town 1-0 Ashington AFC | Northern Premier League - East Division |
| 11 | Tue 29 Sep | 10-1 v DunstonDunston 1-0 Guisborough Town | Northern Premier League - East Division |
| 12 | Sat 3 Oct | 1 0-4 v SilsdenSilsden 4-0 Guisborough Town | Northern Premier League - East Division |
| 13 | Sat 10 Oct | 10-1 v Blyth SpartansGuisborough Town 0-1 Blyth Spartans | Northern Premier League - East Division |
| 14 | Wed 14 Oct | 12-0 v Garforth TownGuisborough Town 2-0 Garforth Town | Northern Premier League - East Division |
| 15 | Sat 17 Oct | 12-2 v Lincoln UnitedGuisborough Town 2-2 Lincoln United | Northern Premier League - East Division |
Football Web Pages