| 1 | Tue 11 Aug | 81-0 v Stokesley SCFCChester-le-Street Town 1-0 Stokesley SCFC | Northern League Division Two |
| 2 | Sat 15 Aug | 21-2 v Redcar TownChester-le-Street Town 1-2 Redcar Town | FA Vase First Qualifying Round |
| 3 | Tue 18 Aug | 20-5 v AFC NewbigginChester-le-Street Town 0-5 AFC Newbiggin | Northern League Division Two |
| 4 | Sat 22 Aug | 110-1 v Ryton & Crawcrook AlbionRyton & Crawcrook Albion 1-0 Chester-le-Street Town | Northern League Division Two |
| 5 | Fri 28 Aug | 162-0 v Prudhoe YC SeniorsChester-le-Street Town 2-0 Prudhoe YC Seniors | Northern League Division Two |
| 6 | Sat 5 Sep | 173-3 v Billingham SynthoniaChester-le-Street Town 3-3 Billingham Synthonia | Northern League Division Two |
| 7 | Sat 12 Sep | 32-4 v AFC NewbigginAFC Newbiggin 4-2 Chester-le-Street Town | Northern League Division Two |
| 8 | Sat 19 Sep | 22-4 v Seaham Red StarSeaham Red Star 4-2 Chester-le-Street Town | Northern League Division Two |
| 9 | Fri 25 Sep | 31-1 v Darlington TownChester-le-Street Town 1-1 Darlington Town | Northern League Division Two |
| 10 | Sat 3 Oct | 72-0 v Boldon Community AssociationBoldon Community Association 0-2 Chester-le-Street Town | Northern League Division Two |
| 11 | Sat 10 Oct | 74-3 v Ryton & Crawcrook AlbionChester-le-Street Town 4-3 Ryton & Crawcrook Albion | Northern League Division Two |
| 12 | Sat 17 Oct | 82-0 v Alnwick TownChester-le-Street Town 2-0 Alnwick Town | Northern League Division Two |
| 13 | Sat 24 Oct | 74-4 v Seaton CarewSeaton Carew 4-4 Chester-le-Street Town | Northern League Division Two |
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