| 1 | Sat 28 Sep | 143-2 v Ashford UnitedChertsey Town 3-2 Ashford United | Emirates FA Cup Third Qualifying Round |
| 2 | Tue 22 Oct | 154-0 v SholingChertsey Town 4-0 Sholing | Southern League - Premier South |
| 3 | Sat 26 Oct | 23-0 v UxbridgeUxbridge 0-3 Chertsey Town | Isuzu FA Trophy First Round |
| 4 | Sat 2 Nov | 23-1 v Wimborne TownWimborne Town 1-3 Chertsey Town | Southern League - Premier South |
| 5 | Tue 5 Nov | 24-1 v Camberley TownCamberley Town 1-4 Chertsey Town | Surrey Senior Cup First Round |
| 6 | Sat 16 Nov | 23-2 v Bath CityBath City 2-3 Chertsey Town | Isuzu FA Trophy Second Round |
| 7 | Wed 11 Dec | 21-0 v Dagenham & RedbridgeChertsey Town 1-0 Dagenham & Redbridge | Isuzu FA Trophy Third Round |
| 8 | Thu 26 Dec | 22-1 v Hanwell TownHanwell Town 1-2 Chertsey Town | Southern League - Premier South |
| 9 | Mon 21 Apr | 20-2 v Hanwell TownChertsey Town 0-2 Hanwell Town | Southern League - Premier South |
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