| 1 | Tue 20 Aug | 31-1 v Carlisle CityCarlisle City 1-1 Guisborough Town | Northern League Division One |
| 2 | Wed 28 Aug | 145-1 v Birtley TownGuisborough Town 5-1 Birtley Town | Northern League Division One |
| 3 | Sat 31 Aug | 33-0 v Easington CollieryEasington Colliery 0-3 Guisborough Town | Northern League Division One |
| 4 | Wed 4 Sep | 32-1 v PenrithGuisborough Town 2-1 Penrith | Northern League Division One |
| 5 | Sat 7 Sep | 30-4 v West Auckland TownGuisborough Town 0-4 West Auckland Town | Northern League Division One |
| 6 | Sat 14 Sep | 30-0 v West Allotment CelticWest Allotment Celtic 0-0 Guisborough Town | Northern League Division One |
| 7 | Tue 17 Sep | 32-2 v Tow Law TownTow Law Town 2-2 Guisborough Town | Northern League Division One |
| 8 | Sat 21 Sep | 22-1 v ShildonGuisborough Town 2-1 Shildon | Isuzu FA Vase Second Qualifying Round |
| 9 | Sat 28 Sep | 143-2 v Whitley BayGuisborough Town 3-2 Whitley Bay | Northern League Division One |
| 10 | Sat 5 Oct | 141-2 v ShildonShildon 2-1 Guisborough Town | Northern League Division One |
| 11 | Wed 9 Oct | 161-1 v Blyth TownGuisborough Town 1-1 Blyth Town | Northern League Division One |
| 12 | Sat 12 Oct | 143-2 v Seaham Red StarGuisborough Town 3-2 Seaham Red Star | Northern League Division One |
| 13 | Sat 16 Nov | 153-2 v WhickhamGuisborough Town 3-2 Whickham | Northern League Division One |
| 14 | Sat 30 Nov | 150-0 v Carlisle CityGuisborough Town 0-0 Carlisle City | Northern League Division One |
| 15 | Wed 4 Dec | 21-1 v Crook TownCrook Town 1-1 Guisborough Town | Northern League Division One |
| 16 | Sat 21 Dec | 152-0 v PenrithPenrith 0-2 Guisborough Town | Northern League Division One |
| 17 | Sat 28 Dec | 164-1 v Tow Law TownGuisborough Town 4-1 Tow Law Town | Northern League Division One |
| 18 | Sat 4 Jan | 164-0 v Boro RangersBoro Rangers 0-4 Guisborough Town | Northern League Division One |
Football Web Pages