| 1 | Sat 9 Aug | 10 2-0 v Tiverton TownTiverton Town 0-2 Chertsey Town | Southern League - Premier South |
| 2 | Tue 12 Aug | 100-1 v BerkhamstedChertsey Town 0-1 Berkhamsted | Southern League - Premier South |
| 3 | Sat 16 Aug | 100-1 v Farnham TownChertsey Town 0-1 Farnham Town | Southern League - Premier South |
| 4 | Sat 23 Aug | 100-0 v Yate TownYate Town 0-0 Chertsey Town | Southern League - Premier South |
| 5 | Mon 25 Aug | 103-3 v UxbridgeChertsey Town 3-3 Uxbridge | Southern League - Premier South |
| 6 | Sat 6 Sep | 100-1 v Poole TownPoole Town 1-0 Chertsey Town | Southern League - Premier South |
| 7 | Tue 9 Sep | 102-1 v Hanwell TownHanwell Town 1-2 Chertsey Town | Southern League - Premier South |
| 8 | Sat 13 Sep | 102-3 v Cray Valley PMChertsey Town 2-3 Cray Valley PM | Emirates FA Cup Second Qualifying Round |
| 9 | Sat 1 Nov | 101-4 v Wimborne TownWimborne Town 4-1 Chertsey Town | Southern League - Premier South |
| 10 | Sat 8 Nov | 100-0 v Dorchester TownDorchester Town 0-0 Chertsey Town | Southern League - Premier South |
| 11 | Sat 15 Nov | 104-0 v Evesham UnitedChertsey Town 4-0 Evesham United | Southern League - Premier South |
| 12 | Tue 18 Nov | 102-1 v Hanwell TownChertsey Town 2-1 Hanwell Town | Southern League - Premier South |
| 13 | Sat 22 Nov | 100-2 v Gloucester CityGloucester City 2-0 Chertsey Town | Southern League - Premier South |
| 14 | Wed 26 Nov | 101-1 v Havant & WaterloovilleHavant & Waterlooville 1-1 Chertsey Town | Southern League - Premier South |
| 15 | Sat 29 Nov | 10 1-0 v Plymouth ParkwayChertsey Town 1-0 Plymouth Parkway | Southern League - Premier South |
| 16 | Sat 6 Dec | 104-0 v WeymouthChertsey Town 4-0 Weymouth | Southern League - Premier South |
| 17 | Sat 13 Dec | 101-0 v Hungerford TownHungerford Town 0-1 Chertsey Town | Southern League - Premier South |
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