| 1 | Sat 25 Oct | 33-3 v Lydd TownStaplehurst Monarchs 3-3 Lydd Town | Southern Counties East League First Division |
| 2 | Mon 10 Nov | 31-1 v SE DonsSE Dons 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 3 | Sat 15 Nov | 31-1 v Rochester UnitedStaplehurst Monarchs 1-1 Rochester United | Southern Counties East League First Division |
| 4 | Sat 29 Nov | 30-3 v Lordswood AFCLordswood AFC 3-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 5 | Sat 6 Dec | 31-0 v CroydonCroydon 0-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 6 | Sat 13 Dec | 32-1 v Chessington & Hook UnitedStaplehurst Monarchs 2-1 Chessington & Hook United | Southern Counties East League First Division |
| 7 | Sat 28 Feb | 3 1-1 v Sheppey SportsStaplehurst Monarchs 1-1 Sheppey Sports | Southern Counties East League First Division |
| 8 | Sat 7 Mar | 3 1-1 v AFC Greenwich BoroughAFC Greenwich Borough 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 9 | Tue 10 Mar | 33-0 v FC ElmsteadStaplehurst Monarchs 3-0 FC Elmstead | Southern Counties East League First Division |
| 10 | Tue 17 Mar | 3 0-1 v Banstead AthleticBanstead Athletic 1-0 Staplehurst Monarchs | Southern Counties East League First Division |
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