| 1 | Mon 25 Aug | 203-3 v UxbridgeChertsey Town 3-3 Uxbridge | Southern League - Premier South |
| 2 | Sat 6 Sep | 20 0-1 v Poole TownPoole Town 1-0 Chertsey Town | Southern League - Premier South |
| 3 | Tue 9 Sep | 20 2-1 v Hanwell TownHanwell Town 1-2 Chertsey Town | Southern League - Premier South |
| 4 | Sat 13 Sep | 202-3 v Cray Valley PMChertsey Town 2-3 Cray Valley PM | Emirates FA Cup Second Qualifying Round |
| 5 | Tue 14 Oct | 201-2 v Basingstoke TownBasingstoke Town 2-1 Chertsey Town | Southern League - Premier South |
| 6 | Sat 18 Oct | 201-1 v Bracknell TownChertsey Town 1-1 Bracknell Town | Southern League - Premier South |
| 7 | Tue 21 Oct | 20 1-1 v SholingChertsey Town 1-1 Sholing | Southern League - Premier South |
| 8 | Sat 1 Nov | 201-4 v Wimborne TownWimborne Town 4-1 Chertsey Town | Southern League - Premier South |
| 9 | Sat 8 Nov | 200-0 v Dorchester TownDorchester Town 0-0 Chertsey Town | Southern League - Premier South |
| 10 | Sat 15 Nov | 204-0 v Evesham UnitedChertsey Town 4-0 Evesham United | Southern League - Premier South |
| 11 | Tue 18 Nov | 20 2-1 v Hanwell TownChertsey Town 2-1 Hanwell Town | Southern League - Premier South |
| 12 | Sat 22 Nov | 200-2 v Gloucester CityGloucester City 2-0 Chertsey Town | Southern League - Premier South |
| 13 | Wed 26 Nov | 201-1 v Havant & WaterloovilleHavant & Waterlooville 1-1 Chertsey Town | Southern League - Premier South |
| 14 | Sat 29 Nov | 201-0 v Plymouth ParkwayChertsey Town 1-0 Plymouth Parkway | Southern League - Premier South |
| 15 | Sat 6 Dec | 20 4-0 v WeymouthChertsey Town 4-0 Weymouth | Southern League - Premier South |
| 16 | Sat 13 Dec | 20 1-0 v Hungerford TownHungerford Town 0-1 Chertsey Town | Southern League - Premier South |
| 17 | Sat 20 Dec | 202-1 v BerkhamstedBerkhamsted 1-2 Chertsey Town | Southern League - Premier South |
| 18 | Sat 27 Dec | 200-1 v Walton & HershamChertsey Town 0-1 Walton & Hersham | Southern League - Premier South |
| 19 | Sat 3 Jan | 201-0 v UxbridgeUxbridge 0-1 Chertsey Town | Southern League - Premier South |
| 20 | Sat 10 Jan | 204-3 v Tiverton TownChertsey Town 4-3 Tiverton Town | Southern League - Premier South |
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