| 1 | Sat 30 Aug | 90-1 v GreenwaysGreenways 1-0 Chessington & Hook United | Southern Counties East League First Division |
| 2 | Sat 6 Sep | 90-3 v Lordswood AFCLordswood AFC 3-0 Chessington & Hook United | Southern Counties East League First Division |
| 3 | Sat 1 Nov | 102-5 v Halls AFCChessington & Hook United 2-5 Halls AFC | Southern Counties East League First Division |
| 4 | Sat 3 Jan | 174-8 v Sheppey SportsSheppey Sports 8-4 Chessington & Hook United | Southern Counties East League First Division |
| 5 | Tue 24 Feb | 154-1 v Welling TownChessington & Hook United 4-1 Welling Town | Southern Counties East League First Division |
| 6 | Sat 21 Mar | 163-1 v Sheppey SportsChessington & Hook United 3-1 Sheppey Sports | Southern Counties East League First Division |
| 7 | Tue 24 Mar | 153-3 v FC ElmsteadChessington & Hook United 3-3 FC Elmstead | Southern Counties East League First Division |
| 8 | Sat 28 Mar | 110-7 v SE DonsSE Dons 7-0 Chessington & Hook United | Southern Counties East League First Division |
| 9 | Mon 30 Mar | 90-3 v Lordswood AFCChessington & Hook United 0-3 Lordswood AFC | Southern Counties East League First Division |
| 10 | Wed 1 Apr | 161-1 v GreenwaysChessington & Hook United 1-1 Greenways | Southern Counties East League First Division |
| 11 | Sat 4 Apr | 93-3 v Lydd TownChessington & Hook United 3-3 Lydd Town | Southern Counties East League First Division |
| 12 | Mon 6 Apr | 111-3 v CroydonChessington & Hook United 1-3 Croydon | Southern Counties East League First Division |
| 13 | Sat 18 Apr | 172-3 v Lewisham BoroughChessington & Hook United 2-3 Lewisham Borough | Southern Counties East League First Division |
| 14 | Mon 20 Apr | 153-0 v Bridon RopesChessington & Hook United 3-0 Bridon Ropes | Southern Counties East League First Division |
| 15 | Wed 22 Apr | 61-6 v AFC Greenwich BoroughChessington & Hook United 1-6 AFC Greenwich Borough | Southern Counties East League First Division |
| 16 | Sat 25 Apr | 61-2 v FC ElmsteadFC Elmstead 2-1 Chessington & Hook United | Southern Counties East League First Division |
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