| 1 | Tue 25 Jul | 22-2 v WalthamstowWalthamstow 2-2 Cheshunt | Friendly |
| 2 | Sat 2 Sep | 20-1 v Royston TownRoyston Town 1-0 Cheshunt | Emirates FA Cup First Qualifying Round |
| 3 | Sat 9 Sep | 30-1 v HorshamHorsham 1-0 Cheshunt | Isthmian League - Premier Division |
| 4 | Sat 16 Sep | 3 3-1 v Bognor Regis TownCheshunt 3-1 Bognor Regis Town | Isthmian League - Premier Division |
| 5 | Sat 23 Sep | 81-2 v Cray WanderersCray Wanderers 2-1 Cheshunt | Isthmian League - Premier Division |
| 6 | Sat 30 Sep | 112-1 v Dulwich HamletCheshunt 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 7 | Sat 7 Oct | 7 0-1 v Dulwich HamletCheshunt 0-1 Dulwich Hamlet | Isuzu FA Trophy Third Qualifying Round |
| 8 | Sat 14 Oct | 31-2 v Folkestone InvictaFolkestone Invicta 2-1 Cheshunt | Isthmian League - Premier Division |
| 9 | Sat 21 Oct | 110-2 v Haringey BoroughCheshunt 0-2 Haringey Borough | Isthmian League - Premier Division |
| 10 | Tue 24 Oct | 111-1 v Potters Bar TownPotters Bar Town 1-1 Cheshunt | Isthmian League - Premier Division |
| 11 | Sat 11 Nov | 11 0-6 v HornchurchCheshunt 0-6 Hornchurch | Isthmian League - Premier Division |
| 12 | Sat 18 Nov | 3 1-1 v Canvey IslandCanvey Island 1-1 Cheshunt | Isthmian League - Premier Division |
| 13 | Sat 25 Nov | 31-1 v Hashtag UnitedCheshunt 1-1 Hashtag United | Isthmian League - Premier Division |
| 14 | Sat 2 Dec | 84-1 v Carshalton AthleticCarshalton Athletic 1-4 Cheshunt | Isthmian League - Premier Division |
| 15 | Sat 16 Dec | 81-2 v LewesLewes 2-1 Cheshunt | Isthmian League - Premier Division |
| 16 | Tue 26 Dec | 21-2 v Enfield TownCheshunt 1-2 Enfield Town | Isthmian League - Premier Division |
| 17 | Mon 1 Jan | 22-3 v Wingate & FinchleyWingate & Finchley 3-2 Cheshunt | Isthmian League - Premier Division |
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