| 1 | Sat 9 Aug | 15 2-0 v Tiverton TownTiverton Town 0-2 Chertsey Town | Southern League - Premier South |
| 2 | Tue 12 Aug | 150-1 v BerkhamstedChertsey Town 0-1 Berkhamsted | Southern League - Premier South |
| 3 | Sat 6 Sep | 150-1 v Poole TownPoole Town 1-0 Chertsey Town | Southern League - Premier South |
| 4 | Tue 9 Sep | 152-1 v Hanwell TownHanwell Town 1-2 Chertsey Town | Southern League - Premier South |
| 5 | Sat 13 Sep | 15 2-3 v Cray Valley PMChertsey Town 2-3 Cray Valley PM | Emirates FA Cup Second Qualifying Round |
| 6 | Sat 20 Sep | 151-3 v Gosport BoroughChertsey Town 1-3 Gosport Borough | Southern League - Premier South |
| 7 | Tue 23 Sep | 152-0 v Havant & WaterloovilleChertsey Town 2-0 Havant & Waterlooville | Southern League - Premier South |
| 8 | Tue 7 Oct | 153-3 v LeatherheadChertsey Town 3-3 Leatherhead | Surrey Senior Cup First Round |
| 9 | Sat 11 Oct | 152-0 v Taunton TownTaunton Town 0-2 Chertsey Town | Southern League - Premier South |
| 10 | Tue 14 Oct | 151-2 v Basingstoke TownBasingstoke Town 2-1 Chertsey Town | Southern League - Premier South |
| 11 | Sat 18 Oct | 151-1 v Bracknell TownChertsey Town 1-1 Bracknell Town | Southern League - Premier South |
| 12 | Tue 21 Oct | 151-1 v SholingChertsey Town 1-1 Sholing | Southern League - Premier South |
| 13 | Sat 1 Nov | 151-4 v Wimborne TownWimborne Town 4-1 Chertsey Town | Southern League - Premier South |
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