| 1 | Tue 11 Aug | 21-1 v Heaton StanningtonHeaton Stannington 1-1 Guisborough Town |
| 2 | Sat 15 Aug | 21-3 v Bradford (Park Avenue)Guisborough Town 1-3 Bradford (Park Avenue) |
| 3 | Sat 22 Aug | 2 2-0 v HallamGuisborough Town 2-0 Hallam |
| 4 | Tue 25 Aug | 21-4 v LiversedgeLiversedge 4-1 Guisborough Town |
| 5 | Sat 3 Oct | 170-4 v SilsdenSilsden 4-0 Guisborough Town |
| 6 | Sat 10 Oct | 20-1 v Blyth SpartansGuisborough Town 0-1 Blyth Spartans |
| 7 | Wed 14 Oct | 22-0 v Garforth TownGuisborough Town 2-0 Garforth Town |
| 8 | Sat 17 Oct | 22-2 v Lincoln UnitedGuisborough Town 2-2 Lincoln United |
| 9 | Tue 20 Oct | 62-2 v Ossett UnitedOssett United 2-2 Guisborough Town |
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