| 1 | Sat 18 Oct | 11-3 v Horden Community WelfareHorden Community Welfare 3-1 Crook Town | Northern League Division One |
| 2 | Sat 25 Oct | 10-1 v Guisborough TownCrook Town 0-1 Guisborough Town | Northern League Division One |
| 3 | Sat 1 Nov | 10-3 v Newcastle Blue StarNewcastle Blue Star 3-0 Crook Town | Northern League Division One |
| 4 | Sat 8 Nov | 10-4 v Ramsbottom UnitedCrook Town 0-4 Ramsbottom United | Isuzu FA Vase Second Round |
| 5 | Sat 15 Nov | 10-2 v Northallerton TownCrook Town 0-2 Northallerton Town | Northern League Division One |
| 6 | Sat 6 Dec | 12-4 v Birtley TownBirtley Town 4-2 Crook Town | Northern League Division One |
| 7 | Wed 10 Dec | 13-2 v Easington CollieryEasington Colliery 2-3 Crook Town | Northern League Division One |
| 8 | Sat 13 Dec | 12-1 v West Allotment CelticWest Allotment Celtic 1-2 Crook Town | Northern League Division One |
| 9 | Wed 17 Dec | 12-0 v Boro RangersCrook Town 2-0 Boro Rangers | Northern League Division One |
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