| 1 | Fri 24 Jul | 52-1 v Chislehurst GlebeChislehurst Glebe 1-2 Staplehurst Monarchs | Friendly |
| 2 | Sat 8 Aug | 53-1 v Bridon RopesBridon Ropes 1-3 Staplehurst Monarchs | Southern Counties East League First Division |
| 3 | Tue 18 Aug | 53-1 v Lordswood AFCStaplehurst Monarchs 3-1 Lordswood AFC | Southern Counties East League First Division |
| 4 | Sat 22 Aug | 51-0 v Lewisham BoroughStaplehurst Monarchs 1-0 Lewisham Borough | Southern Counties East League First Division |
| 5 | Mon 31 Aug | 50-4 v SC ThamesmeadStaplehurst Monarchs 0-4 SC Thamesmead | Southern Counties East League First Division |
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