| 1 | Sat 1 Nov | 150-2 v Esh WinningEsh Winning 2-0 Grangetown Boys Club | Northern League Division Two |
| 2 | Fri 7 Nov | 32-0 v Boldon Community AssociationGrangetown Boys Club 2-0 Boldon Community Association | Northern League Division Two |
| 3 | Fri 26 Dec | 161-2 v Redcar TownRedcar Town 2-1 Grangetown Boys Club | Northern League Division Two |
| 4 | Tue 10 Feb | 142-2 v AFC NewbigginGrangetown Boys Club 2-2 AFC Newbiggin | Northern League Division Two |
| 5 | Tue 17 Feb | 142-1 v Seaham Red StarGrangetown Boys Club 2-1 Seaham Red Star | Brooks Mileson Memorial League Cup Second Round |
| 6 | Sat 28 Feb | 31-0 v Darlington TownGrangetown Boys Club 1-0 Darlington Town | Northern League Division Two |
| 7 | Tue 3 Mar | 31-4 v Yarm & EaglescliffeYarm & Eaglescliffe 4-1 Grangetown Boys Club | Northern League Division Two |
| 8 | Wed 18 Mar | 140-6 v Redcar AthleticRedcar Athletic 6-0 Grangetown Boys Club | North Riding Senior Cup |
| 9 | Sat 21 Mar | 140-2 v Sunderland RCAGrangetown Boys Club 0-2 Sunderland RCA | Northern League Division Two |
| 10 | Tue 24 Mar | 32-1 v Durham UnitedGrangetown Boys Club 2-1 Durham United | Northern League Division Two |
| 11 | Wed 1 Apr | 31-4 v JarrowJarrow 4-1 Grangetown Boys Club | Northern League Division Two |
| 12 | Fri 3 Apr | 30-1 v Redcar TownGrangetown Boys Club 0-1 Redcar Town | Northern League Division Two |
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