| 1 | Tue 28 Jan | 151-4 v Faversham TownFaversham Town 4-1 Staplehurst Monarchs | P&Co SCEFL Challenge Cup Third Round |
| 2 | Wed 19 Mar | 141-2 v Lewisham BoroughStaplehurst Monarchs 1-2 Lewisham Borough | Southern Counties East League First Division |
| 3 | Sat 22 Mar | 142-0 v GreenwaysStaplehurst Monarchs 2-0 Greenways | Southern Counties East League First Division |
| 4 | Wed 9 Apr | 180-2 v Faversham Strike ForceStaplehurst Monarchs 0-2 Faversham Strike Force | Southern Counties East League First Division |
| 5 | Sat 26 Apr | 42-1 v Halls AFCStaplehurst Monarchs 2-1 Halls AFC | Southern Counties East League First Division |
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