| 1 | Sat 10 Aug | 42-1 v Forest Hill ParkStaplehurst Monarchs 2-1 Forest Hill Park | Southern Counties East League First Division |
| 2 | Sat 17 Aug | 40-2 v CroydonStaplehurst Monarchs 0-2 Croydon | Southern Counties East League First Division |
| 3 | Sat 24 Aug | 4 5-3 v Forest RowForest Row 3-5 Staplehurst Monarchs | Isuzu FA Vase First Qualifying Round |
| 4 | Sat 31 Aug | 42-0 v Tooting BecTooting Bec 0-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 5 | Wed 13 Nov | 41-0 v Whitstable TownStaplehurst Monarchs 1-0 Whitstable Town | P&Co SCEFL Challenge Cup Second Round |
| 6 | Sat 16 Nov | 231-2 v Clapton CommunityClapton Community 2-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 7 | Sat 25 Jan | 43-0 v Tooting BecStaplehurst Monarchs 3-0 Tooting Bec | Southern Counties East League First Division |
| 8 | Tue 28 Jan | 191-4 v Faversham TownFaversham Town 4-1 Staplehurst Monarchs | P&Co SCEFL Challenge Cup Third Round |
| 9 | Wed 19 Feb | 43-1 v Rochester UnitedStaplehurst Monarchs 3-1 Rochester United | Southern Counties East League First Division |
| 10 | Sat 8 Mar | 40-2 v Bridon RopesStaplehurst Monarchs 0-2 Bridon Ropes | Southern Counties East League First Division |
| 11 | Wed 12 Mar | 191-2 v Welling TownStaplehurst Monarchs 1-2 Welling Town | Southern Counties East League First Division |
| 12 | Sat 15 Mar | 42-2 v Forest Hill ParkForest Hill Park 2-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 13 | Wed 19 Mar | 211-2 v Lewisham BoroughStaplehurst Monarchs 1-2 Lewisham Borough | Southern Counties East League First Division |
| 14 | Sat 22 Mar | 42-0 v GreenwaysStaplehurst Monarchs 2-0 Greenways | Southern Counties East League First Division |
| 15 | Sat 29 Mar | 42-1 v Lewisham BoroughLewisham Borough 1-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 16 | Sat 5 Apr | 41-0 v Clapton CommunityStaplehurst Monarchs 1-0 Clapton Community | Southern Counties East League First Division |
| 17 | Wed 9 Apr | 190-2 v Faversham Strike ForceStaplehurst Monarchs 0-2 Faversham Strike Force | Southern Counties East League First Division |
| 18 | Sat 12 Apr | 41-2 v Meridian VPMeridian VP 2-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 19 | Sat 19 Apr | 42-0 v Meridian VPStaplehurst Monarchs 2-0 Meridian VP | Southern Counties East League First Division |
| 20 | Mon 21 Apr | 41-0 v FC ElmsteadFC Elmstead 0-1 Staplehurst Monarchs | Southern Counties East League First Division |
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