| 1 | Sat 11 Oct | 242-0 v Taunton TownTaunton Town 0-2 Chertsey Town | Southern League - Premier South |
| 2 | Tue 14 Oct | 21-2 v Basingstoke TownBasingstoke Town 2-1 Chertsey Town | Southern League - Premier South |
| 3 | Sat 18 Oct | 2 1-1 v Bracknell TownChertsey Town 1-1 Bracknell Town | Southern League - Premier South |
| 4 | Tue 21 Oct | 2 1-1 v SholingChertsey Town 1-1 Sholing | Southern League - Premier South |
| 5 | Sat 1 Nov | 2 1-4 v Wimborne TownWimborne Town 4-1 Chertsey Town | Southern League - Premier South |
| 6 | Sat 15 Nov | 24-0 v Evesham UnitedChertsey Town 4-0 Evesham United | Southern League - Premier South |
| 7 | Tue 18 Nov | 22-1 v Hanwell TownChertsey Town 2-1 Hanwell Town | Southern League - Premier South |
| 8 | Sat 22 Nov | 20-2 v Gloucester CityGloucester City 2-0 Chertsey Town | Southern League - Premier South |
| 9 | Wed 26 Nov | 21-1 v Havant & WaterloovilleHavant & Waterlooville 1-1 Chertsey Town | Southern League - Premier South |
| 10 | Sat 29 Nov | 21-0 v Plymouth ParkwayChertsey Town 1-0 Plymouth Parkway | Southern League - Premier South |
| 11 | Sat 6 Dec | 24-0 v WeymouthChertsey Town 4-0 Weymouth | Southern League - Premier South |
| 12 | Sat 13 Dec | 21-0 v Hungerford TownHungerford Town 0-1 Chertsey Town | Southern League - Premier South |
| 13 | Sat 20 Dec | 2 2-1 v BerkhamstedBerkhamsted 1-2 Chertsey Town | Southern League - Premier South |
| 14 | Sat 27 Dec | 20-1 v Walton & HershamChertsey Town 0-1 Walton & Hersham | Southern League - Premier South |
| 15 | Sat 3 Jan | 21-0 v UxbridgeUxbridge 0-1 Chertsey Town | Southern League - Premier South |
| 16 | Sat 10 Jan | 24-3 v Tiverton TownChertsey Town 4-3 Tiverton Town | Southern League - Premier South |
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