| 1 | Wed 17 Sep | 122-1 v Whitley BayGuisborough Town 2-1 Whitley Bay | Northern League Division One | 1 |
| 2 | Sat 8 Nov | 8 4-3 v ShildonGuisborough Town 4-3 Shildon | Northern League Division One | 1 |
| 3 | Sat 22 Nov | 94-0 v Boro RangersBoro Rangers 0-4 Guisborough Town | Northern League Division One | 1 |
| 4 | Wed 17 Dec | 17 3-2 v West Allotment CelticGuisborough Town 3-2 West Allotment Celtic | Northern League Division One | 1 |
| 5 | Tue 20 Jan | 111-3 v Birtley TownBirtley Town 3-1 Guisborough Town | Northern League Division One | 1 |
| 6 | Wed 28 Jan | 113-2 v North ShieldsGuisborough Town 3-2 North Shields | Northern League Division One | 1 |
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