| 1 | Sat 2 Aug | 61-1 v AFC Greenwich BoroughAFC Greenwich Borough 1-1 Chessington & Hook United | Southern Counties East League First Division |
| 2 | Sat 16 Aug | 60-0 v Staplehurst MonarchsChessington & Hook United 0-0 Staplehurst Monarchs | Southern Counties East League First Division |
| 3 | Sat 21 Mar | 123-1 v Sheppey SportsChessington & Hook United 3-1 Sheppey Sports | Southern Counties East League First Division |
| 4 | Tue 24 Mar | 53-3 v FC ElmsteadChessington & Hook United 3-3 FC Elmstead | Southern Counties East League First Division |
| 5 | Mon 30 Mar | 40-3 v Lordswood AFCChessington & Hook United 0-3 Lordswood AFC | Southern Counties East League First Division |
| 6 | Wed 1 Apr | 51-1 v GreenwaysChessington & Hook United 1-1 Greenways | Southern Counties East League First Division |
| 7 | Mon 6 Apr | 51-3 v CroydonChessington & Hook United 1-3 Croydon | Southern Counties East League First Division |
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