| 1 | Sat 25 Jul | 81-2 v Horden Community WelfareHorden Community Welfare 2-1 Crook Town | Northern League Division One |
| 2 | Tue 28 Jul | 161-2 v Birtley TownBirtley Town 2-1 Crook Town | Northern League Division One |
| 3 | Sat 1 Aug | 104-0 v PenrithCrook Town 4-0 Penrith | Northern League Division One |
| 4 | Wed 5 Aug | 100-1 v Marske UnitedCrook Town 0-1 Marske United | Northern League Division One |
| 5 | Sat 8 Aug | 124-0 v Pickering TownCrook Town 4-0 Pickering Town | Emirates FA Cup Extra Preliminary Round |
| 6 | Sat 15 Aug | 100-1 v Billingham TownBillingham Town 1-0 Crook Town | FA Vase First Qualifying Round |
| 7 | Sat 22 Aug | 110-3 v Bishop AucklandCrook Town 0-3 Bishop Auckland | Emirates FA Cup Preliminary Round |
| 8 | Sat 29 Aug | 24-1 v Redcar TownCrook Town 4-1 Redcar Town | Northern League Division One |
| 9 | Wed 2 Sep | 22-4 v Easington CollieryEasington Colliery 4-2 Crook Town | Northern League Division One |
| 10 | Sat 5 Sep | 810-1 v WhickhamCrook Town 10-1 Whickham | Northern League Division One |
| 11 | Sat 12 Sep | 84-4 v ThornabyCrook Town 4-4 Thornaby | Northern League Division One |
| 12 | Sat 19 Sep | 71-0 v Blyth TownCrook Town 1-0 Blyth Town | Northern League Division One |
| 13 | Wed 23 Sep | 83-0 v Newton AycliffeCrook Town 3-0 Newton Aycliffe | Northern League Division One |
| 14 | Sat 26 Sep | 70-1 v Yarm & EaglescliffeCrook Town 0-1 Yarm & Eaglescliffe | Northern League Division One |
| 15 | Sat 3 Oct | 71-1 v Whitley BayCrook Town 1-1 Whitley Bay | Northern League Division One |
| 16 | Tue 6 Oct | 22-4 v Hebburn TownHebburn Town 4-2 Crook Town | Durham Challenge Cup First Qualifying Round |
| 17 | Sat 10 Oct | 21-0 v North ShieldsNorth Shields 0-1 Crook Town | Northern League Division One |
| 18 | Sat 17 Oct | 113-0 v Northallerton TownCrook Town 3-0 Northallerton Town | Northern League Division One |
| 19 | Tue 20 Oct | 96-2 v ThornabyThornaby 2-6 Crook Town | Northern League Division One |
| 20 | Sat 24 Oct | 101-1 v Newcastle BenfieldNewcastle Benfield 1-1 Crook Town | Northern League Division One |
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