| 1 | Sat 1 Nov | 140-2 v Esh WinningEsh Winning 2-0 Grangetown Boys Club | Northern League Division Two |
| 2 | Fri 7 Nov | 102-0 v Boldon Community AssociationGrangetown Boys Club 2-0 Boldon Community Association | Northern League Division Two |
| 3 | Sat 15 Nov | 111-2 v Alnwick TownAlnwick Town 2-1 Grangetown Boys Club | Northern League Division Two |
| 4 | Sat 20 Dec | 101-1 v Newcastle UniversityNewcastle University 1-1 Grangetown Boys Club | Northern League Division Two |
| 5 | Fri 26 Dec | 21-2 v Redcar TownRedcar Town 2-1 Grangetown Boys Club | Northern League Division Two |
| 6 | Sat 17 Jan | 21-5 v Chester-le-Street TownChester-le-Street Town 5-1 Grangetown Boys Club | Northern League Division Two |
| 7 | Tue 10 Feb | 22-2 v AFC NewbigginGrangetown Boys Club 2-2 AFC Newbiggin | Northern League Division Two |
| 8 | Sat 28 Feb | 21-0 v Darlington TownGrangetown Boys Club 1-0 Darlington Town | Northern League Division Two |
| 9 | Tue 3 Mar | 21-4 v Yarm & EaglescliffeYarm & Eaglescliffe 4-1 Grangetown Boys Club | Northern League Division Two |
| 10 | Sat 7 Mar | 20-4 v FC HartlepoolGrangetown Boys Club 0-4 FC Hartlepool | Northern League Division Two |
| 11 | Wed 11 Mar | 22-0 v WhickhamWhickham 0-2 Grangetown Boys Club | Brooks Mileson Memorial League Cup Second Round |
| 12 | Sat 14 Mar | 21-4 v Sunderland West EndSunderland West End 4-1 Grangetown Boys Club | Northern League Division Two |
| 13 | Wed 18 Mar | 100-6 v Redcar AthleticRedcar Athletic 6-0 Grangetown Boys Club | North Riding Senior Cup |
| 14 | Fri 3 Apr | 170-1 v Redcar TownGrangetown Boys Club 0-1 Redcar Town | Northern League Division Two |
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