| 1 | Tue 8 Jul | 60-1 v Consett AFCConsett AFC 1-0 Crook Town | Friendly |
| 2 | Sat 12 Jul | 71-3 v Spennymoor TownCrook Town 1-3 Spennymoor Town | Friendly |
| 3 | Sat 26 Jul | 111-4 v Northallerton TownNorthallerton Town 4-1 Crook Town | Northern League Division One |
| 4 | Wed 30 Jul | 81-4 v Easington CollieryCrook Town 1-4 Easington Colliery | Northern League Division One |
| 5 | Sat 2 Aug | 31-3 v Kendal TownCrook Town 1-3 Kendal Town | Emirates FA Cup Extra Preliminary Round |
| 6 | Sat 9 Aug | 30-2 v Kendal TownKendal Town 2-0 Crook Town | Northern League Division One |
| 7 | Wed 20 Aug | 30-4 v North ShieldsCrook Town 0-4 North Shields | Northern League Division One |
| 8 | Sat 23 Aug | 31-0 v ThornabyCrook Town 1-0 Thornaby | Northern League Division One |
| 9 | Wed 27 Aug | 120-4 v Boro RangersBoro Rangers 4-0 Crook Town | Northern League Division One |
| 10 | Sat 13 Sep | 34-2 v ThornabyThornaby 2-4 Crook Town | Northern League Division One |
| 11 | Wed 17 Sep | 31-0 v West Allotment CelticCrook Town 1-0 West Allotment Celtic | Northern League Division One |
| 12 | Sat 27 Sep | 31-6 v PenrithCrook Town 1-6 Penrith | Northern League Division One |
| 13 | Sat 11 Oct | 32-1 v Marske UnitedCrook Town 2-1 Marske United | Northern League Division One |
| 14 | Sat 18 Oct | 111-3 v Horden Community WelfareHorden Community Welfare 3-1 Crook Town | Northern League Division One |
| 15 | Sat 25 Oct | 110-1 v Guisborough TownCrook Town 0-1 Guisborough Town | Northern League Division One |
| 16 | Sat 1 Nov | 30-3 v Newcastle Blue StarNewcastle Blue Star 3-0 Crook Town | Northern League Division One |
| 17 | Sat 8 Nov | 40-4 v Ramsbottom UnitedCrook Town 0-4 Ramsbottom United | Isuzu FA Vase Second Round |
| 18 | Sat 15 Nov | 110-2 v Northallerton TownCrook Town 0-2 Northallerton Town | Northern League Division One |
| 19 | Sat 6 Dec | 32-4 v Birtley TownBirtley Town 4-2 Crook Town | Northern League Division One |
| 20 | Wed 10 Dec | 33-2 v Easington CollieryEasington Colliery 2-3 Crook Town | Northern League Division One |
| 21 | Sat 13 Dec | 82-1 v West Allotment CelticWest Allotment Celtic 1-2 Crook Town | Northern League Division One |
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