| 1 | Sat 9 Aug | 12-0 v Tiverton TownTiverton Town 0-2 Chertsey Town | Southern League - Premier South |
| 2 | Tue 12 Aug | 10-1 v BerkhamstedChertsey Town 0-1 Berkhamsted | Southern League - Premier South |
| 3 | Sat 16 Aug | 10-1 v Farnham TownChertsey Town 0-1 Farnham Town | Southern League - Premier South |
| 4 | Sat 23 Aug | 10-0 v Yate TownYate Town 0-0 Chertsey Town | Southern League - Premier South |
| 5 | Mon 25 Aug | 13-3 v UxbridgeChertsey Town 3-3 Uxbridge | Southern League - Premier South |
| 6 | Sat 6 Sep | 10-1 v Poole TownPoole Town 1-0 Chertsey Town | Southern League - Premier South |
| 7 | Sat 4 Oct | 11-2 v TilburyChertsey Town 1-2 Tilbury | Isuzu FA Trophy Third Qualifying Round |
| 8 | Tue 7 Oct | 13-3 v LeatherheadChertsey Town 3-3 Leatherhead | Surrey Senior Cup First Round |
| 9 | Sat 11 Oct | 12-0 v Taunton TownTaunton Town 0-2 Chertsey Town | Southern League - Premier South |
| 10 | Tue 14 Oct | 1 1-2 v Basingstoke TownBasingstoke Town 2-1 Chertsey Town | Southern League - Premier South |
| 11 | Sat 18 Oct | 11-1 v Bracknell TownChertsey Town 1-1 Bracknell Town | Southern League - Premier South |
| 12 | Tue 21 Oct | 11-1 v SholingChertsey Town 1-1 Sholing | Southern League - Premier South |
| 13 | Sat 1 Nov | 11-4 v Wimborne TownWimborne Town 4-1 Chertsey Town | Southern League - Premier South |
| 14 | Sat 8 Nov | 10-0 v Dorchester TownDorchester Town 0-0 Chertsey Town | Southern League - Premier South |
| 15 | Sat 15 Nov | 1 4-0 v Evesham UnitedChertsey Town 4-0 Evesham United | Southern League - Premier South |
| 16 | Tue 18 Nov | 12-1 v Hanwell TownChertsey Town 2-1 Hanwell Town | Southern League - Premier South |
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