| 1 | Sat 8 Nov | 110-1 v Lewisham BoroughLewisham Borough 1-0 Chessington & Hook United | Southern Counties East League First Division |
| 2 | Sat 13 Dec | 71-2 v Staplehurst MonarchsStaplehurst Monarchs 2-1 Chessington & Hook United | Southern Counties East League First Division |
| 3 | Sat 3 Jan | 94-8 v Sheppey SportsSheppey Sports 8-4 Chessington & Hook United | Southern Counties East League First Division |
| 4 | Tue 24 Feb | 174-1 v Welling TownChessington & Hook United 4-1 Welling Town | Southern Counties East League First Division |
| 5 | Sat 14 Mar | 153-2 v Banstead AthleticBanstead Athletic 2-3 Chessington & Hook United | Southern Counties East League First Division |
| 6 | Thu 26 Mar | 70-12 v CobhamCobham 12-0 Chessington & Hook United | Southern Combination Cup Quarter Final |
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