| 1 | Sun 1 Sep | 32-1 v Great Yarmouth TownGreat Yarmouth Town 1-2 Cheshunt | Emirates FA Cup First Qualifying Round |
| 2 | Sat 7 Sep | 52-3 v Chichester CityCheshunt 2-3 Chichester City | Isthmian League - Premier Division |
| 3 | Sat 14 Sep | 60-1 v King's Lynn TownKing's Lynn Town 1-0 Cheshunt | Emirates FA Cup Second Qualifying Round |
| 4 | Sat 21 Sep | 6 3-4 v Hashtag UnitedCheshunt 3-4 Hashtag United | Isthmian League - Premier Division |
| 5 | Sat 5 Oct | 30-3 v Dover AthleticDover Athletic 3-0 Cheshunt | Isuzu FA Trophy Third Qualifying Round |
| 6 | Sat 12 Oct | 30-1 v Potters Bar TownCheshunt 0-1 Potters Bar Town | Isthmian League - Premier Division |
| 7 | Tue 15 Oct | 33-2 v Hastings UnitedHastings United 2-3 Cheshunt | Isthmian League - Premier Division |
| 8 | Sat 19 Oct | 3 2-0 v WhitehawkWhitehawk 0-2 Cheshunt | Isthmian League - Premier Division |
| 9 | Tue 22 Oct | 31-1 v Potters Bar TownCheshunt 1-1 Potters Bar Town | Velocity Cup Third Round |
| 10 | Sat 26 Oct | 30-1 v Cray WanderersCheshunt 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 11 | Tue 29 Oct | 30-1 v Canvey IslandCheshunt 0-1 Canvey Island | Isthmian League - Premier Division |
| 12 | Sat 2 Nov | 34-0 v Bognor Regis TownBognor Regis Town 0-4 Cheshunt | Isthmian League - Premier Division |
| 13 | Sat 15 Feb | 42-1 v CheshuntCray Wanderers 2-1 Cheshunt | Isthmian League - Premier Division |
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