| 1 | Sat 20 Sep | 51-4 v Tadcaster AlbionGrangetown Boys Club 1-4 Tadcaster Albion | Isuzu FA Vase Second Qualifying Round |
| 2 | Thu 25 Sep | 60-3 v Durham UnitedDurham United 3-0 Grangetown Boys Club | Northern League Division Two |
| 3 | Sat 27 Sep | 60-5 v FC HartlepoolFC Hartlepool 5-0 Grangetown Boys Club | Northern League Division Two |
| 4 | Sat 4 Oct | 160-1 v Sunderland West EndGrangetown Boys Club 0-1 Sunderland West End | Northern League Division Two |
| 5 | Sat 11 Oct | 21-3 v Sunderland RCASunderland RCA 3-1 Grangetown Boys Club | Northern League Division Two |
| 6 | Sat 18 Oct | 30-2 v Seaham Red StarGrangetown Boys Club 0-2 Seaham Red Star | Northern League Division Two |
| 7 | Sat 25 Oct | 21-2 v Ryton & Crawcrook AlbionRyton & Crawcrook Albion 2-1 Grangetown Boys Club | Northern League Division Two |
| 8 | Sat 15 Nov | 61-2 v Alnwick TownAlnwick Town 2-1 Grangetown Boys Club | Northern League Division Two |
| 9 | Tue 18 Nov | 23-0 v Whitby Town Under 18sGrangetown Boys Club 3-0 Whitby Town Under 18s | North Riding Senior Cup |
| 10 | Sat 6 Dec | 43-3 v Billingham TownBillingham Town 3-3 Grangetown Boys Club | Northern League Division Two |
| 11 | Sat 13 Dec | 43-1 v Billingham SynthoniaGrangetown Boys Club 3-1 Billingham Synthonia | Northern League Division Two |
| 12 | Sat 20 Dec | 41-1 v Newcastle UniversityNewcastle University 1-1 Grangetown Boys Club | Northern League Division Two |
| 13 | Fri 26 Dec | 141-2 v Redcar TownRedcar Town 2-1 Grangetown Boys Club | Northern League Division Two |
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