| 1 | Sat 13 Sep | 15 2-3 v GreenwaysStaplehurst Monarchs 2-3 Greenways | Southern Counties East League First Division |
| 2 | Sat 27 Sep | 91-4 v Tooting BecTooting Bec 4-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 3 | Sat 4 Oct | 70-3 v Lewisham BoroughLewisham Borough 3-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 4 | Sat 18 Oct | 110-3 v GuernseyGuernsey 3-0 Staplehurst Monarchs | Isuzu FA Vase First Round |
| 5 | Sat 1 Nov | 101-2 v FC ElmsteadFC Elmstead 2-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 6 | Mon 10 Nov | 101-1 v SE DonsSE Dons 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 7 | Sat 15 Nov | 101-1 v Rochester UnitedStaplehurst Monarchs 1-1 Rochester United | Southern Counties East League First Division |
| 8 | Sat 29 Nov | 100-3 v Lordswood AFCLordswood AFC 3-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 9 | Sat 6 Dec | 10 1-0 v CroydonCroydon 0-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 10 | Sat 13 Dec | 102-1 v Chessington & Hook UnitedStaplehurst Monarchs 2-1 Chessington & Hook United | Southern Counties East League First Division |
| 11 | Sat 20 Dec | 104-2 v Sheppey SportsSheppey Sports 2-4 Staplehurst Monarchs | Southern Counties East League First Division |
| 12 | Sat 24 Jan | 105-1 v Halls AFCHalls AFC 1-5 Staplehurst Monarchs | Southern Counties East League First Division |
| 13 | Sat 28 Feb | 101-1 v Sheppey SportsStaplehurst Monarchs 1-1 Sheppey Sports | Southern Counties East League First Division |
| 14 | Sat 7 Mar | 101-1 v AFC Greenwich BoroughAFC Greenwich Borough 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 15 | Tue 10 Mar | 103-0 v FC ElmsteadStaplehurst Monarchs 3-0 FC Elmstead | Southern Counties East League First Division |
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