| 1 | Sat 9 Aug | 14 4-2 v Welling UnitedCheshunt 4-2 Welling United | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 94-1 v Canvey IslandCanvey Island 1-4 Cheshunt | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 140-1 v Chatham TownChatham Town 1-0 Cheshunt | Isthmian League - Premier Division |
| 4 | Sat 23 Aug | 163-1 v Hashtag UnitedCheshunt 3-1 Hashtag United | Isthmian League - Premier Division |
| 5 | Mon 25 Aug | 142-1 v St Albans CitySt Albans City 1-2 Cheshunt | Isthmian League - Premier Division |
| 6 | Sat 6 Sep | 161-1 v Burgess Hill TownCheshunt 1-1 Burgess Hill Town | Isthmian League - Premier Division |
| 7 | Tue 9 Sep | 162-2 v Billericay TownCheshunt 2-2 Billericay Town | Isthmian League - Premier Division |
| 8 | Sat 20 Sep | 141-1 v Dulwich HamletCheshunt 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 9 | Sat 11 Oct | 201-1 v Cray Valley PMCheshunt 1-1 Cray Valley PM | Isthmian League - Premier Division |
| 10 | Tue 14 Oct | 91-1 v Billericay TownBillericay Town 1-1 Cheshunt | Isthmian League - Premier Division |
| 11 | Sat 18 Oct | 92-3 v Wingate & FinchleyCheshunt 2-3 Wingate & Finchley | Isthmian League - Premier Division |
| 12 | Sat 8 Nov | 141-1 v RamsgateRamsgate 1-1 Cheshunt | Isthmian League - Premier Division |
| 13 | Tue 18 Nov | 105-1 v St Albans CitySt Albans City 1-5 Cheshunt | Velocity Cup Third Round |
| 14 | Sat 22 Nov | 92-4 v Folkestone InvictaCheshunt 2-4 Folkestone Invicta | Isthmian League - Premier Division |
| 15 | Tue 25 Nov | 92-0 v Canvey IslandCheshunt 2-0 Canvey Island | Isthmian League - Premier Division |
| 16 | Sat 29 Nov | 91-3 v Welling UnitedWelling United 3-1 Cheshunt | Isthmian League - Premier Division |
| 17 | Tue 2 Dec | 91-4 v Wingate & FinchleyWingate & Finchley 4-1 Cheshunt | Velocity Cup Fourth Round |
| 18 | Tue 9 Dec | 142-2 v Brentwood TownBrentwood Town 2-2 Cheshunt | Isthmian League - Premier Division |
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