| 1 | Sat 10 Aug | 182-1 v Forest Hill ParkStaplehurst Monarchs 2-1 Forest Hill Park | Southern Counties East League First Division |
| 2 | Sat 17 Aug | 180-2 v CroydonStaplehurst Monarchs 0-2 Croydon | Southern Counties East League First Division |
| 3 | Sat 24 Aug | 185-3 v Forest RowForest Row 3-5 Staplehurst Monarchs | Isuzu FA Vase First Qualifying Round |
| 4 | Sat 31 Aug | 18 2-0 v Tooting BecTooting Bec 0-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 5 | Sat 7 Sep | 181-0 v Sheppey SportsStaplehurst Monarchs 1-0 Sheppey Sports | Southern Counties East League First Division |
| 6 | Wed 11 Sep | 182-2 v Canterbury CityStaplehurst Monarchs 2-2 Canterbury City | Southern Counties East League First Division |
| 7 | Sat 21 Sep | 18 0-1 v PaghamStaplehurst Monarchs 0-1 Pagham | Isuzu FA Vase Second Qualifying Round |
| 8 | Tue 24 Sep | 182-0 v Rochester UnitedRochester United 0-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 9 | Sat 28 Sep | 18 1-2 v Soul Tower HamletsStaplehurst Monarchs 1-2 Soul Tower Hamlets | Southern Counties East League First Division |
| 10 | Sat 26 Oct | 181-1 v SC ThamesmeadStaplehurst Monarchs 1-1 SC Thamesmead | Southern Counties East League First Division |
| 11 | Sat 2 Nov | 180-3 v Faversham Strike ForceFaversham Strike Force 3-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 12 | Sat 9 Nov | 181-2 v FC ElmsteadStaplehurst Monarchs 1-2 FC Elmstead | Southern Counties East League First Division |
| 13 | Wed 13 Nov | 181-0 v Whitstable TownStaplehurst Monarchs 1-0 Whitstable Town | P&Co SCEFL Challenge Cup Second Round |
| 14 | Sat 30 Nov | 111-1 v Soul Tower HamletsSoul Tower Hamlets 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 15 | Sat 14 Dec | 180-1 v Halls AFCHalls AFC 1-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 16 | Sat 28 Dec | 183-0 v Canterbury CityCanterbury City 0-3 Staplehurst Monarchs | Southern Counties East League First Division |
| 17 | Sat 4 Jan | 180-5 v Sheppey SportsSheppey Sports 5-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 18 | Sat 25 Jan | 183-0 v Tooting BecStaplehurst Monarchs 3-0 Tooting Bec | Southern Counties East League First Division |
| 19 | Tue 28 Jan | 7 1-4 v Faversham TownFaversham Town 4-1 Staplehurst Monarchs | P&Co SCEFL Challenge Cup Third Round |
| 20 | Sat 1 Feb | 18 2-2 v SC ThamesmeadSC Thamesmead 2-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 21 | Wed 19 Feb | 183-1 v Rochester UnitedStaplehurst Monarchs 3-1 Rochester United | Southern Counties East League First Division |
| 22 | Sat 22 Feb | 180-1 v CroydonCroydon 1-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 23 | Sat 8 Mar | 180-2 v Bridon RopesStaplehurst Monarchs 0-2 Bridon Ropes | Southern Counties East League First Division |
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