| 1 | Sat 10 Aug | 212-1 v Forest Hill ParkStaplehurst Monarchs 2-1 Forest Hill Park | Southern Counties East League First Division |
| 2 | Sat 17 Aug | 210-2 v CroydonStaplehurst Monarchs 0-2 Croydon | Southern Counties East League First Division |
| 3 | Sat 24 Aug | 215-3 v Forest RowForest Row 3-5 Staplehurst Monarchs | Isuzu FA Vase First Qualifying Round |
| 4 | Sat 7 Sep | 211-0 v Sheppey SportsStaplehurst Monarchs 1-0 Sheppey Sports | Southern Counties East League First Division |
| 5 | Wed 11 Sep | 212-2 v Canterbury CityStaplehurst Monarchs 2-2 Canterbury City | Southern Counties East League First Division |
| 6 | Sat 14 Sep | 213-0 v Welling TownWelling Town 0-3 Staplehurst Monarchs | Southern Counties East League First Division |
| 7 | Sat 21 Sep | 21 0-1 v PaghamStaplehurst Monarchs 0-1 Pagham | Isuzu FA Vase Second Qualifying Round |
| 8 | Tue 24 Sep | 212-0 v Rochester UnitedRochester United 0-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 9 | Sat 28 Sep | 211-2 v Soul Tower HamletsStaplehurst Monarchs 1-2 Soul Tower Hamlets | Southern Counties East League First Division |
| 10 | Sat 5 Oct | 213-1 v GreenwaysGreenways 1-3 Staplehurst Monarchs | Southern Counties East League First Division |
| 11 | Sat 19 Oct | 210-1 v Bridon RopesBridon Ropes 1-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 12 | Wed 13 Nov | 211-0 v Whitstable TownStaplehurst Monarchs 1-0 Whitstable Town | P&Co SCEFL Challenge Cup Second Round |
| 13 | Sat 16 Nov | 211-2 v Clapton CommunityClapton Community 2-1 Staplehurst Monarchs | Southern Counties East League First Division |
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