| 1 | Sat 12 Aug | 6 1-1 v Hastings UnitedHastings United 1-1 Cheshunt | Isthmian League - Premier Division |
| 2 | Tue 15 Aug | 60-1 v Billericay TownCheshunt 0-1 Billericay Town | Isthmian League - Premier Division |
| 3 | Sat 19 Aug | 191-2 v Chatham TownCheshunt 1-2 Chatham Town | Isthmian League - Premier Division |
| 4 | Sat 2 Sep | 60-1 v Royston TownRoyston Town 1-0 Cheshunt | Emirates FA Cup First Qualifying Round |
| 5 | Sat 16 Sep | 63-1 v Bognor Regis TownCheshunt 3-1 Bognor Regis Town | Isthmian League - Premier Division |
| 6 | Sat 23 Sep | 6 1-2 v Cray WanderersCray Wanderers 2-1 Cheshunt | Isthmian League - Premier Division |
| 7 | Sat 30 Sep | 62-1 v Dulwich HamletCheshunt 2-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 8 | Sat 7 Oct | 60-1 v Dulwich HamletCheshunt 0-1 Dulwich Hamlet | Isuzu FA Trophy Third Qualifying Round |
| 9 | Sat 21 Oct | 20-2 v Haringey BoroughCheshunt 0-2 Haringey Borough | Isthmian League - Premier Division |
| 10 | Tue 24 Oct | 51-1 v Potters Bar TownPotters Bar Town 1-1 Cheshunt | Isthmian League - Premier Division |
| 11 | Sat 11 Nov | 60-6 v HornchurchCheshunt 0-6 Hornchurch | Isthmian League - Premier Division |
| 12 | Tue 21 Nov | 55-4 v KingstonianCheshunt 5-4 Kingstonian | Isthmian League - Premier Division |
| 13 | Sat 25 Nov | 21-1 v Hashtag UnitedCheshunt 1-1 Hashtag United | Isthmian League - Premier Division |
| 14 | Sat 2 Dec | 2 4-1 v Carshalton AthleticCarshalton Athletic 1-4 Cheshunt | Isthmian League - Premier Division |
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