| 1 | Sat 3 Aug | 112-2 v Kendal TownKendal Town 2-2 Guisborough Town | Emirates FA Cup Extra Preliminary Round | 1 |
| 2 | Wed 4 Sep | 14 2-1 v PenrithGuisborough Town 2-1 Penrith | Northern League Division One | 1 |
| 3 | Sat 28 Sep | 113-2 v Whitley BayGuisborough Town 3-2 Whitley Bay | Northern League Division One | 1 |
| 4 | Wed 9 Oct | 71-1 v Blyth TownGuisborough Town 1-1 Blyth Town | Northern League Division One | 1 |
| 5 | Sat 12 Oct | 113-2 v Seaham Red StarGuisborough Town 3-2 Seaham Red Star | Northern League Division One | 1 |
| 6 | Sat 2 Nov | 111-1 v Marske UnitedMarske United 1-1 Guisborough Town | Northern League Division One | 1 |
| 7 | Sat 9 Nov | 11 3-2 v Kendal TownGuisborough Town 3-2 Kendal Town | Northern League Division One | 2 |
| 8 | Sat 16 Nov | 113-2 v WhickhamGuisborough Town 3-2 Whickham | Northern League Division One | 1 |
| 9 | Sat 28 Dec | 114-1 v Tow Law TownGuisborough Town 4-1 Tow Law Town | Northern League Division One | 1 |
| 10 | Sat 4 Jan | 11 4-0 v Boro RangersBoro Rangers 0-4 Guisborough Town | Northern League Division One | 2 |
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