| 1 | Sat 12 Aug | 62-1 v Hanworth VillaChertsey Town 2-1 Hanworth Villa | Isthmian League - South Central Division | 1 |
| 2 | Sat 30 Sep | 83-0 v Ashford Town (Middx)Ashford Town (Middx) 0-3 Chertsey Town | Isthmian League - South Central Division | 1 |
| 3 | Tue 7 Nov | 4 2-2 v WestfieldChertsey Town 2-2 Westfield | Velocity Cup Third Round | 1 |
| 4 | Sat 2 Dec | 86-0 v Corinthian-CasualsCorinthian-Casuals 0-6 Chertsey Town | Isthmian League - South Central Division | 1 |
| 5 | Tue 26 Dec | 4 2-2 v Thatcham TownChertsey Town 2-2 Thatcham Town | Isthmian League - South Central Division | 1 |
| 6 | Sat 13 Jan | 44-1 v Raynes Park ValeChertsey Town 4-1 Raynes Park Vale | Isthmian League - South Central Division | 2 |
| 7 | Tue 30 Jan | 42-1 v LeatherheadChertsey Town 2-1 Leatherhead | Isthmian League - South Central Division | 2 |
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