| 1 | Sat 9 Aug | 14 2-0 v Tiverton TownTiverton Town 0-2 Chertsey Town | Southern League - Premier South |
| 2 | Tue 12 Aug | 140-1 v BerkhamstedChertsey Town 0-1 Berkhamsted | Southern League - Premier South |
| 3 | Sat 16 Aug | 140-1 v Farnham TownChertsey Town 0-1 Farnham Town | Southern League - Premier South |
| 4 | Mon 25 Aug | 143-3 v UxbridgeChertsey Town 3-3 Uxbridge | Southern League - Premier South |
| 5 | Sat 6 Sep | 140-1 v Poole TownPoole Town 1-0 Chertsey Town | Southern League - Premier South |
| 6 | Tue 9 Sep | 142-1 v Hanwell TownHanwell Town 1-2 Chertsey Town | Southern League - Premier South |
| 7 | Sat 13 Sep | 14 2-3 v Cray Valley PMChertsey Town 2-3 Cray Valley PM | Emirates FA Cup Second Qualifying Round |
| 8 | Sat 20 Sep | 141-3 v Gosport BoroughChertsey Town 1-3 Gosport Borough | Southern League - Premier South |
| 9 | Tue 23 Sep | 142-0 v Havant & WaterloovilleChertsey Town 2-0 Havant & Waterlooville | Southern League - Premier South |
| 10 | Sat 4 Oct | 141-2 v TilburyChertsey Town 1-2 Tilbury | Isuzu FA Trophy Third Qualifying Round |
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