| 1 | Sat 10 Aug | 8 2-1 v Forest Hill ParkStaplehurst Monarchs 2-1 Forest Hill Park | Southern Counties East League First Division |
| 2 | Sat 17 Aug | 80-2 v CroydonStaplehurst Monarchs 0-2 Croydon | Southern Counties East League First Division |
| 3 | Sat 24 Aug | 85-3 v Forest RowForest Row 3-5 Staplehurst Monarchs | Isuzu FA Vase First Qualifying Round |
| 4 | Sat 31 Aug | 8 2-0 v Tooting BecTooting Bec 0-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 5 | Sat 7 Sep | 81-0 v Sheppey SportsStaplehurst Monarchs 1-0 Sheppey Sports | Southern Counties East League First Division |
| 6 | Wed 11 Sep | 82-2 v Canterbury CityStaplehurst Monarchs 2-2 Canterbury City | Southern Counties East League First Division |
| 7 | Sat 14 Sep | 83-0 v Welling TownWelling Town 0-3 Staplehurst Monarchs | Southern Counties East League First Division |
| 8 | Sat 21 Sep | 80-1 v PaghamStaplehurst Monarchs 0-1 Pagham | Isuzu FA Vase Second Qualifying Round |
| 9 | Tue 24 Sep | 82-0 v Rochester UnitedRochester United 0-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 10 | Sat 28 Sep | 81-2 v Soul Tower HamletsStaplehurst Monarchs 1-2 Soul Tower Hamlets | Southern Counties East League First Division |
| 11 | Sat 5 Oct | 83-1 v GreenwaysGreenways 1-3 Staplehurst Monarchs | Southern Counties East League First Division |
| 12 | Sat 19 Oct | 80-1 v Bridon RopesBridon Ropes 1-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 13 | Sat 26 Oct | 81-1 v SC ThamesmeadStaplehurst Monarchs 1-1 SC Thamesmead | Southern Counties East League First Division |
| 14 | Sat 2 Nov | 80-3 v Faversham Strike ForceFaversham Strike Force 3-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 15 | Sat 9 Nov | 81-2 v FC ElmsteadStaplehurst Monarchs 1-2 FC Elmstead | Southern Counties East League First Division |
| 16 | Wed 13 Nov | 8 1-0 v Whitstable TownStaplehurst Monarchs 1-0 Whitstable Town | P&Co SCEFL Challenge Cup Second Round |
| 17 | Sat 30 Nov | 101-1 v Soul Tower HamletsSoul Tower Hamlets 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
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