| 1 | Sat 2 Aug | 11-1 v Tooting BecStaplehurst Monarchs 1-1 Tooting Bec | Southern Counties East League First Division |
| 2 | Sat 9 Aug | 11-0 v Bridon RopesStaplehurst Monarchs 1-0 Bridon Ropes | Southern Counties East League First Division |
| 3 | Sat 16 Aug | 10-0 v Chessington & Hook UnitedChessington & Hook United 0-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 4 | Sat 23 Aug | 12-0 v SC ThamesmeadStaplehurst Monarchs 2-0 SC Thamesmead | Southern Counties East League First Division |
| 5 | Sat 30 Aug | 13-1 v Welling TownStaplehurst Monarchs 3-1 Welling Town | Southern Counties East League First Division |
| 6 | Tue 2 Sep | 1 0-2 v Rochester UnitedRochester United 2-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 7 | Sat 6 Sep | 11-0 v Halls AFCStaplehurst Monarchs 1-0 Halls AFC | Southern Counties East League First Division |
| 8 | Sat 13 Sep | 12-3 v GreenwaysStaplehurst Monarchs 2-3 Greenways | Southern Counties East League First Division |
| 9 | Sat 20 Sep | 12-0 v ShorehamStaplehurst Monarchs 2-0 Shoreham | Isuzu FA Vase Second Qualifying Round |
| 10 | Sat 27 Sep | 11-4 v Tooting BecTooting Bec 4-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 11 | Sat 4 Oct | 10-3 v Lewisham BoroughLewisham Borough 3-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 12 | Sat 18 Oct | 10-3 v GuernseyGuernsey 3-0 Staplehurst Monarchs | Isuzu FA Vase First Round |
| 13 | Sat 25 Oct | 13-3 v Lydd TownStaplehurst Monarchs 3-3 Lydd Town | Southern Counties East League First Division |
| 14 | Sat 1 Nov | 11-2 v FC ElmsteadFC Elmstead 2-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 15 | Mon 10 Nov | 11-1 v SE DonsSE Dons 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 16 | Sat 15 Nov | 11-1 v Rochester UnitedStaplehurst Monarchs 1-1 Rochester United | Southern Counties East League First Division |
| 17 | Sat 29 Nov | 10-3 v Lordswood AFCLordswood AFC 3-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 18 | Sat 6 Dec | 11-0 v CroydonCroydon 0-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 19 | Sat 13 Dec | 12-1 v Chessington & Hook UnitedStaplehurst Monarchs 2-1 Chessington & Hook United | Southern Counties East League First Division |
| 20 | Sat 20 Dec | 14-2 v Sheppey SportsSheppey Sports 2-4 Staplehurst Monarchs | Southern Counties East League First Division |
| 21 | Sat 24 Jan | 15-1 v Halls AFCHalls AFC 1-5 Staplehurst Monarchs | Southern Counties East League First Division |
| 22 | Sat 28 Feb | 11-1 v Sheppey SportsStaplehurst Monarchs 1-1 Sheppey Sports | Southern Counties East League First Division |
| 23 | Sat 7 Mar | 11-1 v AFC Greenwich BoroughAFC Greenwich Borough 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 24 | Tue 10 Mar | 13-0 v FC ElmsteadStaplehurst Monarchs 3-0 FC Elmstead | Southern Counties East League First Division |
| 25 | Tue 17 Mar | 10-1 v Banstead AthleticBanstead Athletic 1-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 26 | Sat 21 Mar | 10-1 v CroydonStaplehurst Monarchs 0-1 Croydon | Southern Counties East League First Division |
| 27 | Tue 24 Mar | 10-5 v SE DonsStaplehurst Monarchs 0-5 SE Dons | Southern Counties East League First Division |
| 28 | Sat 28 Mar | 11-1 v Welling TownWelling Town 1-1 Staplehurst Monarchs | Southern Counties East League First Division |
| 29 | Tue 31 Mar | 13-1 v Lewisham BoroughStaplehurst Monarchs 3-1 Lewisham Borough | Southern Counties East League First Division |
| 30 | Sat 4 Apr | 11-2 v Lordswood AFCStaplehurst Monarchs 1-2 Lordswood AFC | Southern Counties East League First Division |
| 31 | Mon 6 Apr | 12-1 v Lydd TownLydd Town 1-2 Staplehurst Monarchs | Southern Counties East League First Division |
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