| 1 | Fri 24 Jul | 192-1 v Chislehurst GlebeChislehurst Glebe 1-2 Staplehurst Monarchs | Friendly |
| 2 | Tue 18 Aug | 153-1 v Lordswood AFCStaplehurst Monarchs 3-1 Lordswood AFC | Southern Counties East League First Division |
| 3 | Sat 22 Aug | 161-0 v Lewisham BoroughStaplehurst Monarchs 1-0 Lewisham Borough | Southern Counties East League First Division |
| 4 | Sat 5 Sep | 110-0 v StansfeldStaplehurst Monarchs 0-0 Stansfeld | Southern Counties East League First Division |
| 5 | Sat 12 Sep | 161-2 v CorinthianCorinthian 2-1 Staplehurst Monarchs | FA Vase Second Qualifying Round |
| 6 | Sat 19 Sep | 112-0 v Lydd TownStaplehurst Monarchs 2-0 Lydd Town | Kent Senior Cup Preliminary Round |
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