| 1 | Sat 17 Aug | 22 0-2 v CroydonStaplehurst Monarchs 0-2 Croydon | Southern Counties East League First Division |
| 2 | Sat 24 Aug | 22 5-3 v Forest RowForest Row 3-5 Staplehurst Monarchs | Isuzu FA Vase First Qualifying Round |
| 3 | Sat 31 Aug | 202-0 v Tooting BecTooting Bec 0-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 4 | Sat 7 Sep | 221-0 v Sheppey SportsStaplehurst Monarchs 1-0 Sheppey Sports | Southern Counties East League First Division |
| 5 | Wed 11 Sep | 222-2 v Canterbury CityStaplehurst Monarchs 2-2 Canterbury City | Southern Counties East League First Division |
| 6 | Sat 5 Oct | 223-1 v GreenwaysGreenways 1-3 Staplehurst Monarchs | Southern Counties East League First Division |
| 7 | Sat 19 Oct | 200-1 v Bridon RopesBridon Ropes 1-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 8 | Sat 2 Nov | 220-3 v Faversham Strike ForceFaversham Strike Force 3-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 9 | Sat 25 Jan | 223-0 v Tooting BecStaplehurst Monarchs 3-0 Tooting Bec | Southern Counties East League First Division |
| 10 | Tue 28 Jan | 61-4 v Faversham TownFaversham Town 4-1 Staplehurst Monarchs | P&Co SCEFL Challenge Cup Third Round |
| 11 | Sat 1 Feb | 62-2 v SC ThamesmeadSC Thamesmead 2-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 12 | Wed 19 Feb | 223-1 v Rochester UnitedStaplehurst Monarchs 3-1 Rochester United | Southern Counties East League First Division |
| 13 | Sat 22 Feb | 220-1 v CroydonCroydon 1-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 14 | Sat 8 Mar | 220-2 v Bridon RopesStaplehurst Monarchs 0-2 Bridon Ropes | Southern Counties East League First Division |
| 15 | Sat 15 Mar | 222-2 v Forest Hill ParkForest Hill Park 2-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 16 | Wed 19 Mar | 22 1-2 v Lewisham BoroughStaplehurst Monarchs 1-2 Lewisham Borough | Southern Counties East League First Division |
| 17 | Sat 22 Mar | 222-0 v GreenwaysStaplehurst Monarchs 2-0 Greenways | Southern Counties East League First Division |
| 18 | Sat 29 Mar | 222-1 v Lewisham BoroughLewisham Borough 1-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 19 | Wed 9 Apr | 220-2 v Faversham Strike ForceStaplehurst Monarchs 0-2 Faversham Strike Force | Southern Counties East League First Division |
| 20 | Sat 19 Apr | 222-0 v Meridian VPStaplehurst Monarchs 2-0 Meridian VP | Southern Counties East League First Division |
| 21 | Sat 26 Apr | 222-1 v Halls AFCStaplehurst Monarchs 2-1 Halls AFC | Southern Counties East League First Division |
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