| 1 | Wed 14 Aug | 60-3 v Crook TownGuisborough Town 0-3 Crook Town | Northern League Division One |
| 2 | Sat 24 Aug | 41-1 v Redcar AthleticGuisborough Town 1-1 Redcar Athletic | Northern League Division One |
| 3 | Sat 12 Oct | 163-2 v Seaham Red StarGuisborough Town 3-2 Seaham Red Star | Northern League Division One |
| 4 | Wed 23 Oct | 51-3 v North ShieldsNorth Shields 3-1 Guisborough Town | Northern League Division One |
| 5 | Sat 2 Nov | 61-1 v Marske UnitedMarske United 1-1 Guisborough Town | Northern League Division One |
| 6 | Sat 9 Nov | 63-2 v Kendal TownGuisborough Town 3-2 Kendal Town | Northern League Division One |
| 7 | Sat 16 Nov | 63-2 v WhickhamGuisborough Town 3-2 Whickham | Northern League Division One |
| 8 | Sat 18 Jan | 160-2 v Redcar AthleticRedcar Athletic 2-0 Guisborough Town | Northern League Division One |
| 9 | Sat 25 Jan | 140-1 v Newcastle Blue StarGuisborough Town 0-1 Newcastle Blue Star | Northern League Division One |
| 10 | Sat 22 Feb | 60-0 v West Allotment CelticGuisborough Town 0-0 West Allotment Celtic | Northern League Division One |
| 11 | Wed 26 Feb | 61-2 v Northallerton TownGuisborough Town 1-2 Northallerton Town | Northern League Division One |
| 12 | Sat 1 Mar | 5 3-1 v Blyth TownBlyth Town 1-3 Guisborough Town | Northern League Division One |
| 13 | Sat 8 Mar | 61-1 v Whitley BayWhitley Bay 1-1 Guisborough Town | Northern League Division One |
| 14 | Sat 22 Mar | 60-0 v Seaham Red StarSeaham Red Star 0-0 Guisborough Town | Northern League Division One |
| 15 | Sat 29 Mar | 6 1-1 v ShildonGuisborough Town 1-1 Shildon | Northern League Division One |
| 16 | Sat 5 Apr | 62-1 v North ShieldsGuisborough Town 2-1 North Shields | Northern League Division One |
| 17 | Sat 12 Apr | 60-1 v Newcastle BenfieldNewcastle Benfield 1-0 Guisborough Town | Northern League Division One |
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