| 1 | Sat 1 Nov | 120-2 v Esh WinningEsh Winning 2-0 Grangetown Boys Club | Northern League Division Two |
| 2 | Fri 7 Nov | 82-0 v Boldon Community AssociationGrangetown Boys Club 2-0 Boldon Community Association | Northern League Division Two |
| 3 | Sat 15 Nov | 31-2 v Alnwick TownAlnwick Town 2-1 Grangetown Boys Club | Northern League Division Two |
| 4 | Tue 18 Nov | 83-0 v Whitby Town Under 18sGrangetown Boys Club 3-0 Whitby Town Under 18s | North Riding Senior Cup |
| 5 | Sat 6 Dec | 23-3 v Billingham TownBillingham Town 3-3 Grangetown Boys Club | Northern League Division Two |
| 6 | Sat 13 Dec | 73-1 v Billingham SynthoniaGrangetown Boys Club 3-1 Billingham Synthonia | Northern League Division Two |
| 7 | Sat 20 Dec | 71-1 v Newcastle UniversityNewcastle University 1-1 Grangetown Boys Club | Northern League Division Two |
| 8 | Fri 26 Dec | 71-2 v Redcar TownRedcar Town 2-1 Grangetown Boys Club | Northern League Division Two |
| 9 | Sat 17 Jan | 71-5 v Chester-le-Street TownChester-le-Street Town 5-1 Grangetown Boys Club | Northern League Division Two |
| 10 | Tue 20 Jan | 33-0 v Park View AFCGrangetown Boys Club 3-0 Park View AFC | Northern League Division Two |
| 11 | Tue 10 Feb | 32-2 v AFC NewbigginGrangetown Boys Club 2-2 AFC Newbiggin | Northern League Division Two |
| 12 | Tue 17 Feb | 32-1 v Seaham Red StarGrangetown Boys Club 2-1 Seaham Red Star | Brooks Mileson Memorial League Cup Second Round |
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