| 1 | Sat 10 Aug | 52-1 v Forest Hill ParkStaplehurst Monarchs 2-1 Forest Hill Park | Southern Counties East League First Division |
| 2 | Sat 17 Aug | 50-2 v CroydonStaplehurst Monarchs 0-2 Croydon | Southern Counties East League First Division |
| 3 | Sat 24 Aug | 55-3 v Forest RowForest Row 3-5 Staplehurst Monarchs | Isuzu FA Vase First Qualifying Round |
| 4 | Sat 7 Sep | 51-0 v Sheppey SportsStaplehurst Monarchs 1-0 Sheppey Sports | Southern Counties East League First Division |
| 5 | Wed 11 Sep | 52-2 v Canterbury CityStaplehurst Monarchs 2-2 Canterbury City | Southern Counties East League First Division |
| 6 | Sat 14 Sep | 53-0 v Welling TownWelling Town 0-3 Staplehurst Monarchs | Southern Counties East League First Division |
| 7 | Sat 21 Sep | 50-1 v PaghamStaplehurst Monarchs 0-1 Pagham | Isuzu FA Vase Second Qualifying Round |
| 8 | Tue 24 Sep | 52-0 v Rochester UnitedRochester United 0-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 9 | Sat 28 Sep | 5 1-2 v Soul Tower HamletsStaplehurst Monarchs 1-2 Soul Tower Hamlets | Southern Counties East League First Division |
| 10 | Sat 5 Oct | 53-1 v GreenwaysGreenways 1-3 Staplehurst Monarchs | Southern Counties East League First Division |
| 11 | Sat 26 Oct | 51-1 v SC ThamesmeadStaplehurst Monarchs 1-1 SC Thamesmead | Southern Counties East League First Division |
| 12 | Sat 9 Nov | 51-2 v FC ElmsteadStaplehurst Monarchs 1-2 FC Elmstead | Southern Counties East League First Division |
| 13 | Sat 30 Nov | 6 1-1 v Soul Tower HamletsSoul Tower Hamlets 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 14 | Sat 14 Dec | 50-1 v Halls AFCHalls AFC 1-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 15 | Sat 28 Dec | 53-0 v Canterbury CityCanterbury City 0-3 Staplehurst Monarchs | Southern Counties East League First Division |
| 16 | Sat 4 Jan | 50-5 v Sheppey SportsSheppey Sports 5-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 17 | Sat 25 Jan | 53-0 v Tooting BecStaplehurst Monarchs 3-0 Tooting Bec | Southern Counties East League First Division |
| 18 | Tue 28 Jan | 5 1-4 v Faversham TownFaversham Town 4-1 Staplehurst Monarchs | P&Co SCEFL Challenge Cup Third Round |
| 19 | Wed 19 Feb | 53-1 v Rochester UnitedStaplehurst Monarchs 3-1 Rochester United | Southern Counties East League First Division |
| 20 | Sat 22 Feb | 50-1 v CroydonCroydon 1-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 21 | Sat 8 Mar | 50-2 v Bridon RopesStaplehurst Monarchs 0-2 Bridon Ropes | Southern Counties East League First Division |
| 22 | Wed 12 Mar | 5 1-2 v Welling TownStaplehurst Monarchs 1-2 Welling Town | Southern Counties East League First Division |
| 23 | Sat 15 Mar | 52-2 v Forest Hill ParkForest Hill Park 2-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 24 | Wed 19 Mar | 5 1-2 v Lewisham BoroughStaplehurst Monarchs 1-2 Lewisham Borough | Southern Counties East League First Division |
| 25 | Sat 29 Mar | 52-1 v Lewisham BoroughLewisham Borough 1-2 Staplehurst Monarchs | Southern Counties East League First Division |
| 26 | Sat 5 Apr | 51-0 v Clapton CommunityStaplehurst Monarchs 1-0 Clapton Community | Southern Counties East League First Division |
| 27 | Wed 9 Apr | 5 0-2 v Faversham Strike ForceStaplehurst Monarchs 0-2 Faversham Strike Force | Southern Counties East League First Division |
| 28 | Sat 12 Apr | 51-2 v Meridian VPMeridian VP 2-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 29 | Mon 21 Apr | 51-0 v FC ElmsteadFC Elmstead 0-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 30 | Sat 26 Apr | 52-1 v Halls AFCStaplehurst Monarchs 2-1 Halls AFC | Southern Counties East League First Division |
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