| 1 | Wed 28 Aug | 65-1 v Birtley TownGuisborough Town 5-1 Birtley Town | Northern League Division One |
| 2 | Sat 31 Aug | 6 3-0 v Easington CollieryEasington Colliery 0-3 Guisborough Town | Northern League Division One |
| 3 | Wed 4 Sep | 62-1 v PenrithGuisborough Town 2-1 Penrith | Northern League Division One |
| 4 | Sat 7 Sep | 60-4 v West Auckland TownGuisborough Town 0-4 West Auckland Town | Northern League Division One |
| 5 | Sat 28 Sep | 173-2 v Whitley BayGuisborough Town 3-2 Whitley Bay | Northern League Division One |
| 6 | Sat 5 Oct | 171-2 v ShildonShildon 2-1 Guisborough Town | Northern League Division One |
| 7 | Wed 9 Oct | 141-1 v Blyth TownGuisborough Town 1-1 Blyth Town | Northern League Division One |
| 8 | Sat 26 Oct | 63-0 v Newcastle BenfieldGuisborough Town 3-0 Newcastle Benfield | Northern League Division One |
| 9 | Tue 29 Oct | 54-0 v WhickhamWhickham 0-4 Guisborough Town | Northern League Division One |
| 10 | Sat 9 Nov | 163-2 v Kendal TownGuisborough Town 3-2 Kendal Town | Northern League Division One |
| 11 | Sat 16 Nov | 163-2 v WhickhamGuisborough Town 3-2 Whickham | Northern League Division One |
| 12 | Wed 4 Dec | 61-1 v Crook TownCrook Town 1-1 Guisborough Town | Northern League Division One |
| 13 | Fri 13 Dec | 61-1 v Birtley TownBirtley Town 1-1 Guisborough Town | Northern League Division One |
| 14 | Sat 21 Dec | 62-0 v PenrithPenrith 0-2 Guisborough Town | Northern League Division One |
| 15 | Sat 28 Dec | 64-1 v Tow Law TownGuisborough Town 4-1 Tow Law Town | Northern League Division One |
| 16 | Sat 4 Jan | 64-0 v Boro RangersBoro Rangers 0-4 Guisborough Town | Northern League Division One |
| 17 | Sat 18 Jan | 60-2 v Redcar AthleticRedcar Athletic 2-0 Guisborough Town | Northern League Division One |
| 18 | Sat 25 Jan | 60-1 v Newcastle Blue StarGuisborough Town 0-1 Newcastle Blue Star | Northern League Division One |
| 19 | Sat 15 Feb | 61-4 v West Auckland TownWest Auckland Town 4-1 Guisborough Town | Northern League Division One |
| 20 | Sat 1 Mar | 43-1 v Blyth TownBlyth Town 1-3 Guisborough Town | Northern League Division One |
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