| 1 | Wed 13 Nov | 61-0 v Whitstable TownStaplehurst Monarchs 1-0 Whitstable Town | P&Co SCEFL Challenge Cup Second Round |
| 2 | Sat 16 Nov | 61-2 v Clapton CommunityClapton Community 2-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 3 | Sat 30 Nov | 231-1 v Soul Tower HamletsSoul Tower Hamlets 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 4 | Sat 14 Dec | 60-1 v Halls AFCHalls AFC 1-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 5 | Sat 28 Dec | 6 3-0 v Canterbury CityCanterbury City 0-3 Staplehurst Monarchs | Southern Counties East League First Division |
| 6 | Sat 4 Jan | 60-5 v Sheppey SportsSheppey Sports 5-0 Staplehurst Monarchs | Southern Counties East League First Division |
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