| 1 | Tue 3 Feb | 122-2 v Virginia WaterVirginia Water 2-2 Chessington & Hook United | Southern Combination Cup Second Round |
| 2 | Tue 24 Feb | 144-1 v Welling TownChessington & Hook United 4-1 Welling Town | Southern Counties East League First Division |
| 3 | Mon 30 Mar | 110-3 v Lordswood AFCChessington & Hook United 0-3 Lordswood AFC | Southern Counties East League First Division |
| 4 | Wed 1 Apr | 71-1 v GreenwaysChessington & Hook United 1-1 Greenways | Southern Counties East League First Division |
| 5 | Mon 6 Apr | 141-3 v CroydonChessington & Hook United 1-3 Croydon | Southern Counties East League First Division |
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