| 1 | Fri 28 Jul | 142-2 v Chesham UnitedChertsey Town 2-2 Chesham United | Friendly |
| 2 | Sat 12 Aug | 172-1 v Hanworth VillaChertsey Town 2-1 Hanworth Villa | Isthmian League - South Central Division |
| 3 | Sat 16 Sep | 122-3 v Raynes Park ValeRaynes Park Vale 3-2 Chertsey Town | Isthmian League - South Central Division |
| 4 | Sat 23 Sep | 72-4 v Hythe TownChertsey Town 2-4 Hythe Town | Isuzu FA Trophy Second Qualifying Round |
| 5 | Tue 26 Sep | 112-1 v SouthallChertsey Town 2-1 Southall | Velocity Cup Second Round |
| 6 | Sat 30 Sep | 163-0 v Ashford Town (Middx)Ashford Town (Middx) 0-3 Chertsey Town | Isthmian League - South Central Division |
| 7 | Tue 3 Oct | 161-1 v BinfieldBinfield 1-1 Chertsey Town | Isthmian League - South Central Division |
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