| 1 | Sat 25 Oct | 100-1 v Guisborough TownCrook Town 0-1 Guisborough Town | Northern League Division One |
| 2 | Sat 1 Nov | 100-3 v Newcastle Blue StarNewcastle Blue Star 3-0 Crook Town | Northern League Division One |
| 3 | Sat 8 Nov | 100-4 v Ramsbottom UnitedCrook Town 0-4 Ramsbottom United | Isuzu FA Vase Second Round |
| 4 | Sat 15 Nov | 80-2 v Northallerton TownCrook Town 0-2 Northallerton Town | Northern League Division One |
| 5 | Sat 6 Dec | 112-4 v Birtley TownBirtley Town 4-2 Crook Town | Northern League Division One |
| 6 | Wed 10 Dec | 103-2 v Easington CollieryEasington Colliery 2-3 Crook Town | Northern League Division One |
| 7 | Wed 17 Dec | 72-0 v Boro RangersCrook Town 2-0 Boro Rangers | Northern League Division One |
| 8 | Fri 26 Dec | 110-5 v ShildonShildon 5-0 Crook Town | Northern League Division One |
| 9 | Sat 14 Feb | 102-1 v PenrithPenrith 1-2 Crook Town | Northern League Division One |
| 10 | Wed 18 Feb | 100-3 v WhickhamWhickham 3-0 Crook Town | Brooks Mileson Memorial League Cup Second Round |
| 11 | Sat 21 Feb | 16 0-3 v Newcastle BenfieldCrook Town 0-3 Newcastle Benfield | Northern League Division One |
| 12 | Wed 25 Feb | 112-2 v Kendal TownCrook Town 2-2 Kendal Town | Northern League Division One |
| 13 | Sat 28 Feb | 113-1 v North ShieldsNorth Shields 1-3 Crook Town | Northern League Division One |
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