| 1 | Sat 26 Jul | 42-1 v Easington CollieryEasington Colliery 1-2 Guisborough Town | Northern League Division One |
| 2 | Wed 30 Jul | 81-0 v Boro RangersGuisborough Town 1-0 Boro Rangers | Northern League Division One |
| 3 | Tue 5 Aug | 82-0 v Consett AFCConsett AFC 0-2 Guisborough Town | Emirates FA Cup Extra Preliminary Round Replay |
| 4 | Sat 9 Aug | 81-1 v West Auckland TownWest Auckland Town 1-1 Guisborough Town | Northern League Division One |
| 5 | Wed 13 Aug | 85-0 v Birtley TownGuisborough Town 5-0 Birtley Town | Northern League Division One |
| 6 | Sat 16 Aug | 40-0 v Redcar AthleticGuisborough Town 0-0 Redcar Athletic | Emirates FA Cup Preliminary Round |
| 7 | Wed 20 Aug | 80-1 v Redcar AthleticRedcar Athletic 1-0 Guisborough Town | Emirates FA Cup Preliminary Round Replay |
| 8 | Sat 30 Aug | 81-0 v WhickhamGuisborough Town 1-0 Whickham | Northern League Division One |
| 9 | Sat 6 Sep | 83-1 v Kendal TownGuisborough Town 3-1 Kendal Town | Northern League Division One |
| 10 | Wed 10 Sep | 82-0 v ThornabyGuisborough Town 2-0 Thornaby | Northern League Division One |
| 11 | Sat 13 Sep | 81-2 v PenrithPenrith 2-1 Guisborough Town | Northern League Division One |
| 12 | Wed 17 Sep | 82-1 v Whitley BayGuisborough Town 2-1 Whitley Bay | Northern League Division One |
| 13 | Sat 20 Sep | 42-1 v West Auckland TownGuisborough Town 2-1 West Auckland Town | Northern League Division One |
| 14 | Sat 27 Sep | 42-0 v Newcastle BenfieldGuisborough Town 2-0 Newcastle Benfield | Northern League Division One |
| 15 | Sat 4 Oct | 43-0 v Marske UnitedMarske United 0-3 Guisborough Town | Northern League Division One |
| 16 | Sat 11 Oct | 83-1 v Horden Community WelfareGuisborough Town 3-1 Horden Community Welfare | Northern League Division One |
| 17 | Sat 25 Oct | 81-0 v Crook TownCrook Town 0-1 Guisborough Town | Northern League Division One |
| 18 | Sat 1 Nov | 42-2 v Carlisle CityGuisborough Town 2-2 Carlisle City | Northern League Division One |
| 19 | Sat 8 Nov | 124-3 v ShildonGuisborough Town 4-3 Shildon | Northern League Division One |
| 20 | Sat 15 Nov | 44-1 v Easington CollieryGuisborough Town 4-1 Easington Colliery | Northern League Division One |
| 21 | Sat 22 Nov | 44-0 v Boro RangersBoro Rangers 0-4 Guisborough Town | Northern League Division One |
| 22 | Sat 13 Dec | 42-0 v Kendal TownKendal Town 0-2 Guisborough Town | Northern League Division One |
| 23 | Sat 20 Dec | 83-0 v North ShieldsNorth Shields 0-3 Guisborough Town | Northern League Division One |
| 24 | Fri 26 Dec | 82-1 v Northallerton TownGuisborough Town 2-1 Northallerton Town | Northern League Division One |
| 25 | Sat 17 Jan | 82-0 v Whitley BayWhitley Bay 0-2 Guisborough Town | Northern League Division One |
| 26 | Tue 20 Jan | 121-3 v Birtley TownBirtley Town 3-1 Guisborough Town | Northern League Division One |
| 27 | Wed 28 Jan | 83-2 v North ShieldsGuisborough Town 3-2 North Shields | Northern League Division One |
| 28 | Sat 21 Feb | 41-0 v Marske UnitedGuisborough Town 1-0 Marske United | Northern League Division One |
| 29 | Wed 4 Mar | 43-1 v PenrithGuisborough Town 3-1 Penrith | Northern League Division One |
| 30 | Sat 7 Mar | 83-1 v Horden Community WelfareHorden Community Welfare 1-3 Guisborough Town | Northern League Division One |
| 31 | Sat 14 Mar | 82-1 v Newcastle Blue StarGuisborough Town 2-1 Newcastle Blue Star | Northern League Division One |
| 32 | Tue 17 Mar | 7 1-1 v ThornabyThornaby 1-1 Guisborough Town | Northern League Division One |
| 33 | Sat 28 Mar | 41-0 v Newcastle BenfieldNewcastle Benfield 0-1 Guisborough Town | Northern League Division One |
| 34 | Sat 4 Apr | 42-0 v Northallerton TownNorthallerton Town 0-2 Guisborough Town | Northern League Division One |
| 35 | Sat 11 Apr | 84-1 v Carlisle CityCarlisle City 1-4 Guisborough Town | Northern League Division One |
| 36 | Sat 18 Apr | 95-2 v ShildonShildon 2-5 Guisborough Town | Northern League Division One |
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