| 1 | Sat 13 Dec | 161-2 v Staplehurst MonarchsStaplehurst Monarchs 2-1 Chessington & Hook United | Southern Counties East League First Division |
| 2 | Sat 3 Jan | 154-8 v Sheppey SportsSheppey Sports 8-4 Chessington & Hook United | Southern Counties East League First Division |
| 3 | Sat 31 Jan | 42-2 v Tooting BecTooting Bec 2-2 Chessington & Hook United | Southern Counties East League First Division |
| 4 | Tue 3 Feb | 42-2 v Virginia WaterVirginia Water 2-2 Chessington & Hook United | Southern Combination Cup Second Round |
| 5 | Sat 14 Feb | 40-11 v CroydonCroydon 11-0 Chessington & Hook United | Southern Counties East League First Division |
| 6 | Tue 24 Feb | 164-1 v Welling TownChessington & Hook United 4-1 Welling Town | Southern Counties East League First Division |
| 7 | Sat 14 Mar | 53-2 v Banstead AthleticBanstead Athletic 2-3 Chessington & Hook United | Southern Counties East League First Division |
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