| 1 | Sat 9 Aug | 52-0 v Tiverton TownTiverton Town 0-2 Chertsey Town | Southern League - Premier South |
| 2 | Tue 12 Aug | 50-1 v BerkhamstedChertsey Town 0-1 Berkhamsted | Southern League - Premier South |
| 3 | Sat 16 Aug | 50-1 v Farnham TownChertsey Town 0-1 Farnham Town | Southern League - Premier South |
| 4 | Sat 23 Aug | 5 0-0 v Yate TownYate Town 0-0 Chertsey Town | Southern League - Premier South |
| 5 | Sat 6 Sep | 5 0-1 v Poole TownPoole Town 1-0 Chertsey Town | Southern League - Premier South |
| 6 | Tue 9 Sep | 5 2-1 v Hanwell TownHanwell Town 1-2 Chertsey Town | Southern League - Premier South |
| 7 | Sat 13 Sep | 52-3 v Cray Valley PMChertsey Town 2-3 Cray Valley PM | Emirates FA Cup Second Qualifying Round |
| 8 | Sat 20 Sep | 51-3 v Gosport BoroughChertsey Town 1-3 Gosport Borough | Southern League - Premier South |
| 9 | Tue 7 Oct | 53-3 v LeatherheadChertsey Town 3-3 Leatherhead | Surrey Senior Cup First Round |
| 10 | Sat 18 Oct | 5 1-1 v Bracknell TownChertsey Town 1-1 Bracknell Town | Southern League - Premier South |
| 11 | Tue 21 Oct | 51-1 v SholingChertsey Town 1-1 Sholing | Southern League - Premier South |
| 12 | Sat 1 Nov | 51-4 v Wimborne TownWimborne Town 4-1 Chertsey Town | Southern League - Premier South |
| 13 | Sat 8 Nov | 50-0 v Dorchester TownDorchester Town 0-0 Chertsey Town | Southern League - Premier South |
| 14 | Sat 15 Nov | 54-0 v Evesham UnitedChertsey Town 4-0 Evesham United | Southern League - Premier South |
| 15 | Tue 18 Nov | 52-1 v Hanwell TownChertsey Town 2-1 Hanwell Town | Southern League - Premier South |
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