| 1 | Sat 3 Aug | 11-2 v FC HartlepoolChester-le-Street Town 1-2 FC Hartlepool | Northern League Division Two |
| 2 | Tue 6 Aug | 12-0 v Horden Community WelfareChester-le-Street Town 2-0 Horden Community Welfare | Northern League Division Two |
| 3 | Tue 13 Aug | 11-0 v Alnwick TownAlnwick Town 0-1 Chester-le-Street Town | Northern League Division Two |
| 4 | Tue 20 Aug | 11-0 v Billingham SynthoniaChester-le-Street Town 1-0 Billingham Synthonia | Northern League Division Two |
| 5 | Fri 23 Aug | 10-1 v Billingham TownChester-le-Street Town 0-1 Billingham Town | Isuzu FA Vase First Qualifying Round |
| 6 | Tue 3 Sep | 11-0 v Sunderland RCAChester-le-Street Town 1-0 Sunderland RCA | Northern League Division Two |
| 7 | Fri 6 Sep | 13-0 v Billingham TownChester-le-Street Town 3-0 Billingham Town | Northern League Division Two |
| 8 | Tue 17 Sep | 11-2 v Sunderland West EndChester-le-Street Town 1-2 Sunderland West End | Northern League Division Two |
| 9 | Sat 21 Sep | 12-0 v Newcastle UniversityChester-le-Street Town 2-0 Newcastle University | Northern League Division Two |
| 10 | Sat 28 Sep | 14-2 v Grangetown Boys ClubChester-le-Street Town 4-2 Grangetown Boys Club | Northern League Division Two |
| 11 | Sat 5 Oct | 13-0 v WashingtonWashington 0-3 Chester-le-Street Town | Northern League Division Two |
| 12 | Sat 12 Oct | 10-2 v Boldon Community AssociationChester-le-Street Town 0-2 Boldon Community Association | Northern League Division Two |
| 13 | Sat 19 Oct | 13-2 v Redcar TownRedcar Town 2-3 Chester-le-Street Town | Northern League Division Two |
| 14 | Sat 26 Oct | 11-2 v PrudhoeChester-le-Street Town 1-2 Prudhoe | Northern League Division Two |
| 15 | Sat 2 Nov | 11-3 v Yarm & EaglescliffeYarm & Eaglescliffe 3-1 Chester-le-Street Town | Northern League Division Two |
| 16 | Sat 9 Nov | 11-3 v Esh WinningChester-le-Street Town 1-3 Esh Winning | Northern League Division Two |
| 17 | Fri 15 Nov | 10-4 v Horden Community WelfareHorden Community Welfare 4-0 Chester-le-Street Town | Northern League Division Two |
| 18 | Sat 30 Nov | 11-0 v Billingham SynthoniaBillingham Synthonia 0-1 Chester-le-Street Town | Northern League Division Two |
| 19 | Sat 14 Dec | 14-1 v Darlington TownChester-le-Street Town 4-1 Darlington Town | Northern League Division Two |
| 20 | Sat 21 Dec | 14-2 v Sunderland RCASunderland RCA 2-4 Chester-le-Street Town | Northern League Division Two |
| 21 | Thu 26 Dec | 11-1 v Chester-le-Street UnitedChester-le-Street Town 1-1 Chester-le-Street United | Northern League Division Two |
| 22 | Sat 4 Jan | 10-3 v Chester-le-Street UnitedChester-le-Street United 3-0 Chester-le-Street Town | Northern League Division Two |
| 23 | Sat 18 Jan | 12-4 v FC HartlepoolFC Hartlepool 4-2 Chester-le-Street Town | Northern League Division Two |
| 24 | Sat 25 Jan | 11-4 v Bedlington TerriersChester-le-Street Town 1-4 Bedlington Terriers | Northern League Division Two |
| 25 | Sat 1 Feb | 10-3 v JarrowJarrow 3-0 Chester-le-Street Town | Northern League Division Two |
| 26 | Fri 14 Feb | 12-2 v Billingham TownBillingham Town 2-2 Chester-le-Street Town | Northern League Division Two |
| 27 | Sat 22 Feb | 10-2 v Ryton & Crawcrook AlbionChester-le-Street Town 0-2 Ryton & Crawcrook Albion | Northern League Division Two |
| 28 | Sat 1 Mar | 13-4 v Alnwick TownChester-le-Street Town 3-4 Alnwick Town | Northern League Division Two |
| 29 | Fri 14 Mar | 11-2 v WashingtonChester-le-Street Town 1-2 Washington | Northern League Division Two |
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