| 1 | Sat 3 Aug | 192-2 v Kendal TownKendal Town 2-2 Guisborough Town | Emirates FA Cup Extra Preliminary Round |
| 2 | Tue 20 Aug | 81-1 v Carlisle CityCarlisle City 1-1 Guisborough Town | Northern League Division One |
| 3 | Sat 24 Aug | 121-1 v Redcar AthleticGuisborough Town 1-1 Redcar Athletic | Northern League Division One |
| 4 | Wed 28 Aug | 115-1 v Birtley TownGuisborough Town 5-1 Birtley Town | Northern League Division One |
| 5 | Sat 31 Aug | 11 3-0 v Easington CollieryEasington Colliery 0-3 Guisborough Town | Northern League Division One |
| 6 | Wed 4 Sep | 112-1 v PenrithGuisborough Town 2-1 Penrith | Northern League Division One |
| 7 | Sat 7 Sep | 110-4 v West Auckland TownGuisborough Town 0-4 West Auckland Town | Northern League Division One |
| 8 | Sat 14 Sep | 170-0 v West Allotment CelticWest Allotment Celtic 0-0 Guisborough Town | Northern League Division One |
| 9 | Tue 17 Sep | 72-2 v Tow Law TownTow Law Town 2-2 Guisborough Town | Northern League Division One |
| 10 | Sat 21 Sep | 112-1 v ShildonGuisborough Town 2-1 Shildon | Isuzu FA Vase Second Qualifying Round |
| 11 | Sat 5 Oct | 111-2 v ShildonShildon 2-1 Guisborough Town | Northern League Division One |
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