| 1 | Sat 14 Sep | 30-1 v King's Lynn TownKing's Lynn Town 1-0 Cheshunt | Emirates FA Cup Second Qualifying Round |
| 2 | Sat 21 Sep | 123-4 v Hashtag UnitedCheshunt 3-4 Hashtag United | Isthmian League - Premier Division |
| 3 | Sat 5 Oct | 60-3 v Dover AthleticDover Athletic 3-0 Cheshunt | Isuzu FA Trophy Third Qualifying Round |
| 4 | Tue 15 Oct | 193-2 v Hastings UnitedHastings United 2-3 Cheshunt | Isthmian League - Premier Division |
| 5 | Tue 22 Oct | 151-1 v Potters Bar TownCheshunt 1-1 Potters Bar Town | Velocity Cup Third Round |
| 6 | Sat 9 Nov | 31-2 v DartfordDartford 2-1 Cheshunt | Isthmian League - Premier Division |
| 7 | Tue 19 Nov | 30-3 v Billericay TownBillericay Town 3-0 Cheshunt | Velocity Cup Fourth Round |
| 8 | Sat 23 Nov | 31-1 v Carshalton AthleticCarshalton Athletic 1-1 Cheshunt | Isthmian League - Premier Division |
| 9 | Sat 30 Nov | 31-1 v Dulwich HamletCheshunt 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 10 | Tue 10 Dec | 30-1 v Chatham TownCheshunt 0-1 Chatham Town | Isthmian League - Premier Division |
| 11 | Sat 14 Dec | 3 1-3 v HorshamHorsham 3-1 Cheshunt | Isthmian League - Premier Division |
| 12 | Thu 26 Dec | 161-0 v Wingate & FinchleyWingate & Finchley 0-1 Cheshunt | Isthmian League - Premier Division |
| 13 | Sat 28 Dec | 124-4 v Cray Valley PMCheshunt 4-4 Cray Valley PM | Isthmian League - Premier Division |
| 14 | Tue 14 Jan | 37-4 v WareCheshunt 7-4 Ware | Hertfordshire County Cup Quarter Final |
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