| 1 | Sat 29 Nov | 160-3 v Lordswood AFCLordswood AFC 3-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 2 | Sat 13 Dec | 72-1 v Chessington & Hook UnitedStaplehurst Monarchs 2-1 Chessington & Hook United | Southern Counties East League First Division |
| 3 | Sat 20 Dec | 124-2 v Sheppey SportsSheppey Sports 2-4 Staplehurst Monarchs | Southern Counties East League First Division |
| 4 | Sat 10 Jan | 21-2 v SC ThamesmeadSC Thamesmead 2-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 5 | Sat 24 Jan | 45-1 v Halls AFCHalls AFC 1-5 Staplehurst Monarchs | Southern Counties East League First Division |
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