| 1 | Sat 9 Aug | 82-0 v Tiverton TownTiverton Town 0-2 Chertsey Town | Southern League - Premier South |
| 2 | Tue 12 Aug | 80-1 v BerkhamstedChertsey Town 0-1 Berkhamsted | Southern League - Premier South |
| 3 | Sat 16 Aug | 80-1 v Farnham TownChertsey Town 0-1 Farnham Town | Southern League - Premier South |
| 4 | Sat 23 Aug | 80-0 v Yate TownYate Town 0-0 Chertsey Town | Southern League - Premier South |
| 5 | Mon 25 Aug | 83-3 v UxbridgeChertsey Town 3-3 Uxbridge | Southern League - Premier South |
| 6 | Sat 6 Sep | 80-1 v Poole TownPoole Town 1-0 Chertsey Town | Southern League - Premier South |
| 7 | Tue 9 Sep | 82-1 v Hanwell TownHanwell Town 1-2 Chertsey Town | Southern League - Premier South |
| 8 | Sat 13 Sep | 82-3 v Cray Valley PMChertsey Town 2-3 Cray Valley PM | Emirates FA Cup Second Qualifying Round |
| 9 | Sat 20 Sep | 81-3 v Gosport BoroughChertsey Town 1-3 Gosport Borough | Southern League - Premier South |
| 10 | Tue 23 Sep | 82-0 v Havant & WaterloovilleChertsey Town 2-0 Havant & Waterlooville | Southern League - Premier South |
| 11 | Sat 4 Oct | 8 1-2 v TilburyChertsey Town 1-2 Tilbury | Isuzu FA Trophy Third Qualifying Round |
| 12 | Tue 7 Oct | 83-3 v LeatherheadChertsey Town 3-3 Leatherhead | Surrey Senior Cup First Round |
| 13 | Sat 11 Oct | 82-0 v Taunton TownTaunton Town 0-2 Chertsey Town | Southern League - Premier South |
| 14 | Tue 14 Oct | 81-2 v Basingstoke TownBasingstoke Town 2-1 Chertsey Town | Southern League - Premier South |
| 15 | Sat 18 Oct | 81-1 v Bracknell TownChertsey Town 1-1 Bracknell Town | Southern League - Premier South |
| 16 | Tue 21 Oct | 81-1 v SholingChertsey Town 1-1 Sholing | Southern League - Premier South |
| 17 | Sat 8 Nov | 80-0 v Dorchester TownDorchester Town 0-0 Chertsey Town | Southern League - Premier South |
| 18 | Sat 15 Nov | 84-0 v Evesham UnitedChertsey Town 4-0 Evesham United | Southern League - Premier South |
| 19 | Tue 18 Nov | 82-1 v Hanwell TownChertsey Town 2-1 Hanwell Town | Southern League - Premier South |
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