| 1 | Fri 28 Jul | 42-2 v Chesham UnitedChertsey Town 2-2 Chesham United | Friendly |
| 2 | Sat 12 Aug | 42-1 v Hanworth VillaChertsey Town 2-1 Hanworth Villa | Isthmian League - South Central Division |
| 3 | Sat 19 Aug | 43-1 v Snodland TownSnodland Town 1-3 Chertsey Town | Emirates FA Cup Preliminary Round |
| 4 | Sat 26 Aug | 40-0 v WestfieldWestfield 0-0 Chertsey Town | Isthmian League - South Central Division |
| 5 | Mon 28 Aug | 42-1 v Hartley WintneyChertsey Town 2-1 Hartley Wintney | Isthmian League - South Central Division |
| 6 | Sat 2 Sep | 41-2 v Hayes & Yeading UnitedHayes & Yeading United 2-1 Chertsey Town | Emirates FA Cup First Qualifying Round |
| 7 | Sat 9 Sep | 61-1 v Hanworth VillaHanworth Villa 1-1 Chertsey Town | Isuzu FA Trophy First Qualifying Round |
| 8 | Sat 16 Sep | 62-3 v Raynes Park ValeRaynes Park Vale 3-2 Chertsey Town | Isthmian League - South Central Division |
| 9 | Sat 23 Sep | 6 2-4 v Hythe TownChertsey Town 2-4 Hythe Town | Isuzu FA Trophy Second Qualifying Round |
| 10 | Tue 10 Oct | 161-0 v LeatherheadLeatherhead 0-1 Chertsey Town | Isthmian League - South Central Division |
| 11 | Sat 14 Oct | 193-0 v Metropolitan PoliceChertsey Town 3-0 Metropolitan Police | Isthmian League - South Central Division |
| 12 | Tue 7 Nov | 62-2 v WestfieldChertsey Town 2-2 Westfield | Velocity Cup Third Round |
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