| 1 | Sat 10 Aug | 112-0 v Newcastle Blue StarNewcastle Blue Star 0-2 Guisborough Town | Northern League Division One | 1 |
| 2 | Wed 28 Aug | 105-1 v Birtley TownGuisborough Town 5-1 Birtley Town | Northern League Division One | 3 |
| 3 | Wed 23 Oct | 101-3 v North ShieldsNorth Shields 3-1 Guisborough Town | Northern League Division One | 1 |
| 4 | Sat 26 Oct | 103-0 v Newcastle BenfieldGuisborough Town 3-0 Newcastle Benfield | Northern League Division One | 1 |
| 5 | Fri 13 Dec | 101-1 v Birtley TownBirtley Town 1-1 Guisborough Town | Northern League Division One | 1 |
| 6 | Sat 21 Dec | 102-0 v PenrithPenrith 0-2 Guisborough Town | Northern League Division One | 2 |
| 7 | Thu 26 Dec | 102-3 v Boro RangersGuisborough Town 2-3 Boro Rangers | Northern League Division One | 1 |
| 8 | Sat 28 Dec | 104-1 v Tow Law TownGuisborough Town 4-1 Tow Law Town | Northern League Division One | 1 |
| 9 | Sat 4 Jan | 104-0 v Boro RangersBoro Rangers 0-4 Guisborough Town | Northern League Division One | 2 |
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