| 1 | Sat 10 Aug | 9 2-0 v Newcastle Blue StarNewcastle Blue Star 0-2 Guisborough Town | Northern League Division One | 1 |
| 2 | Tue 17 Sep | 92-2 v Tow Law TownTow Law Town 2-2 Guisborough Town | Northern League Division One | 1 |
| 3 | Sat 21 Sep | 102-1 v ShildonGuisborough Town 2-1 Shildon | Isuzu FA Vase Second Qualifying Round | 1 |
| 4 | Sat 28 Sep | 93-2 v Whitley BayGuisborough Town 3-2 Whitley Bay | Northern League Division One | 2 |
| 5 | Sat 26 Oct | 93-0 v Newcastle BenfieldGuisborough Town 3-0 Newcastle Benfield | Northern League Division One | 1 |
| 6 | Sat 16 Nov | 93-2 v WhickhamGuisborough Town 3-2 Whickham | Northern League Division One | 1 |
| 7 | Sat 5 Apr | 92-1 v North ShieldsGuisborough Town 2-1 North Shields | Northern League Division One | 1 |
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