| 1 | Sat 9 Aug | 54-2 v Welling UnitedCheshunt 4-2 Welling United | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 54-1 v Canvey IslandCanvey Island 1-4 Cheshunt | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 5 0-1 v Chatham TownChatham Town 1-0 Cheshunt | Isthmian League - Premier Division |
| 4 | Sat 23 Aug | 53-1 v Hashtag UnitedCheshunt 3-1 Hashtag United | Isthmian League - Premier Division |
| 5 | Mon 25 Aug | 5 2-1 v St Albans CitySt Albans City 1-2 Cheshunt | Isthmian League - Premier Division |
| 6 | Sat 6 Sep | 51-1 v Burgess Hill TownCheshunt 1-1 Burgess Hill Town | Isthmian League - Premier Division |
| 7 | Tue 9 Sep | 52-2 v Billericay TownCheshunt 2-2 Billericay Town | Isthmian League - Premier Division |
| 8 | Sat 20 Sep | 121-1 v Dulwich HamletCheshunt 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 9 | Sat 27 Sep | 5 0-2 v DartfordDartford 2-0 Cheshunt | Isthmian League - Premier Division |
| 10 | Sat 11 Oct | 121-1 v Cray Valley PMCheshunt 1-1 Cray Valley PM | Isthmian League - Premier Division |
| 11 | Tue 28 Oct | 51-2 v LewesLewes 2-1 Cheshunt | Isthmian League - Premier Division |
| 12 | Sat 8 Nov | 51-1 v RamsgateRamsgate 1-1 Cheshunt | Isthmian League - Premier Division |
| 13 | Tue 18 Nov | 55-1 v St Albans CitySt Albans City 1-5 Cheshunt | Velocity Cup Third Round |
| 14 | Sat 22 Nov | 52-4 v Folkestone InvictaCheshunt 2-4 Folkestone Invicta | Isthmian League - Premier Division |
| 15 | Tue 25 Nov | 52-0 v Canvey IslandCheshunt 2-0 Canvey Island | Isthmian League - Premier Division |
| 16 | Sat 29 Nov | 5 1-3 v Welling UnitedWelling United 3-1 Cheshunt | Isthmian League - Premier Division |
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