| 1 | Sat 9 Aug | 104-2 v Welling UnitedCheshunt 4-2 Welling United | Isthmian League - Premier Division |
| 2 | Tue 12 Aug | 104-1 v Canvey IslandCanvey Island 1-4 Cheshunt | Isthmian League - Premier Division |
| 3 | Sat 16 Aug | 100-1 v Chatham TownChatham Town 1-0 Cheshunt | Isthmian League - Premier Division |
| 4 | Sat 23 Aug | 103-1 v Hashtag UnitedCheshunt 3-1 Hashtag United | Isthmian League - Premier Division |
| 5 | Sat 27 Sep | 140-2 v DartfordDartford 2-0 Cheshunt | Isthmian League - Premier Division |
| 6 | Sat 18 Oct | 142-3 v Wingate & FinchleyCheshunt 2-3 Wingate & Finchley | Isthmian League - Premier Division |
| 7 | Sat 8 Nov | 12 1-1 v RamsgateRamsgate 1-1 Cheshunt | Isthmian League - Premier Division |
| 8 | Tue 18 Nov | 85-1 v St Albans CitySt Albans City 1-5 Cheshunt | Velocity Cup Third Round |
| 9 | Sat 22 Nov | 122-4 v Folkestone InvictaCheshunt 2-4 Folkestone Invicta | Isthmian League - Premier Division |
| 10 | Tue 25 Nov | 42-0 v Canvey IslandCheshunt 2-0 Canvey Island | Isthmian League - Premier Division |
| 11 | Sat 29 Nov | 41-3 v Welling UnitedWelling United 3-1 Cheshunt | Isthmian League - Premier Division |
| 12 | Tue 9 Dec | 42-2 v Brentwood TownBrentwood Town 2-2 Cheshunt | Isthmian League - Premier Division |
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