| 1 | Tue 23 Jul | 60-3 v Newton AycliffeCrook Town 0-3 Newton Aycliffe | Friendly |
| 2 | Sat 27 Jul | 120-2 v Boro RangersBoro Rangers 2-0 Crook Town | Northern League Division One |
| 3 | Tue 30 Jul | 122-1 v Marske UnitedMarske United 1-2 Crook Town | Northern League Division One |
| 4 | Sat 3 Aug | 10 4-1 v Marske UnitedCrook Town 4-1 Marske United | Emirates FA Cup Extra Preliminary Round |
| 5 | Sat 10 Aug | 101-2 v Redcar AthleticRedcar Athletic 2-1 Crook Town | Northern League Division One |
| 6 | Wed 14 Aug | 63-0 v Guisborough TownGuisborough Town 0-3 Crook Town | Northern League Division One |
| 7 | Sat 17 Aug | 63-2 v PenrithPenrith 2-3 Crook Town | Emirates FA Cup Preliminary Round |
| 8 | Sat 24 Aug | 21-0 v WhickhamCrook Town 1-0 Whickham | Northern League Division One |
| 9 | Wed 28 Aug | 64-2 v Carlisle CityCrook Town 4-2 Carlisle City | Northern League Division One |
| 10 | Sat 31 Aug | 62-1 v Ashington AFCCrook Town 2-1 Ashington AFC | Emirates FA Cup First Qualifying Round |
| 11 | Tue 3 Sep | 6 2-1 v Birtley TownBirtley Town 1-2 Crook Town | Northern League Division One |
| 12 | Sat 7 Sep | 61-0 v Easington CollieryCrook Town 1-0 Easington Colliery | Northern League Division One |
| 13 | Tue 10 Sep | 60-1 v PenrithPenrith 1-0 Crook Town | Northern League Division One |
| 14 | Sat 14 Sep | 61-2 v Witton AlbionCrook Town 1-2 Witton Albion | Emirates FA Cup Second Qualifying Round |
| 15 | Tue 17 Sep | 14 2-2 v West Auckland TownWest Auckland Town 2-2 Crook Town | Northern League Division One |
| 16 | Sat 21 Sep | 20-0 v Holker Old BoysCrook Town 0-0 Holker Old Boys | Isuzu FA Vase Second Qualifying Round |
| 17 | Wed 25 Sep | 61-1 v Blyth TownCrook Town 1-1 Blyth Town | Northern League Division One |
| 18 | Wed 2 Oct | 61-1 v Kendal TownCrook Town 1-1 Kendal Town | Northern League Division One |
| 19 | Sat 5 Oct | 60-1 v Whitley BayWhitley Bay 1-0 Crook Town | Northern League Division One |
| 20 | Wed 9 Oct | 61-3 v Stockton TownStockton Town 3-1 Crook Town | Durham Senior Cup First Round |
| 21 | Sat 12 Oct | 60-1 v ShildonCrook Town 0-1 Shildon | Northern League Division One |
| 22 | Sat 19 Oct | 6 5-2 v Newcastle UniversityCrook Town 5-2 Newcastle University | Isuzu FA Vase First Round |
| 23 | Tue 22 Oct | 6 3-1 v Seaham Red StarSeaham Red Star 1-3 Crook Town | Northern League Division One |
| 24 | Wed 30 Oct | 62-1 v North ShieldsCrook Town 2-1 North Shields | Northern League Division One |
| 25 | Sat 2 Nov | 140-1 v Newcastle BenfieldNewcastle Benfield 1-0 Crook Town | Northern League Division One |
| 26 | Wed 6 Nov | 31-0 v West Allotment CelticCrook Town 1-0 West Allotment Celtic | Northern League Division One |
| 27 | Sat 9 Nov | 6 2-1 v Northallerton TownNorthallerton Town 1-2 Crook Town | Isuzu FA Vase Second Round |
| 28 | Wed 13 Nov | 6 4-0 v Marske UnitedCrook Town 4-0 Marske United | Northern League Division One |
| 29 | Sat 16 Nov | 121-0 v Kendal TownKendal Town 0-1 Crook Town | Northern League Division One |
| 30 | Sat 30 Nov | 143-1 v WhickhamWhickham 1-3 Crook Town | Northern League Division One |
| 31 | Wed 4 Dec | 171-1 v Guisborough TownCrook Town 1-1 Guisborough Town | Northern League Division One |
| 32 | Sat 14 Dec | 122-0 v Carlisle CityCrook Town 2-0 Carlisle City | Isuzu FA Vase Third Round |
| 33 | Sat 21 Dec | 30-0 v Birtley TownCrook Town 0-0 Birtley Town | Northern League Division One |
| 34 | Thu 26 Dec | 30-1 v Tow Law TownCrook Town 0-1 Tow Law Town | Northern League Division One |
| 35 | Sat 28 Dec | 30-0 v PenrithCrook Town 0-0 Penrith | Northern League Division One |
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