| 1 | Tue 19 Nov | 180-3 v Billericay TownBillericay Town 3-0 Cheshunt | Velocity Cup Fourth Round |
| 2 | Sat 23 Nov | 151-1 v Carshalton AthleticCarshalton Athletic 1-1 Cheshunt | Isthmian League - Premier Division |
| 3 | Sat 30 Nov | 181-1 v Dulwich HamletCheshunt 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 4 | Tue 10 Dec | 190-1 v Chatham TownCheshunt 0-1 Chatham Town | Isthmian League - Premier Division |
| 5 | Sat 14 Dec | 18 1-3 v HorshamHorsham 3-1 Cheshunt | Isthmian League - Premier Division |
| 6 | Sat 21 Dec | 181-2 v Dover AthleticCheshunt 1-2 Dover Athletic | Isthmian League - Premier Division |
| 7 | Thu 26 Dec | 101-0 v Wingate & FinchleyWingate & Finchley 0-1 Cheshunt | Isthmian League - Premier Division |
| 8 | Sat 28 Dec | 10 4-4 v Cray Valley PMCheshunt 4-4 Cray Valley PM | Isthmian League - Premier Division |
| 9 | Sat 4 Jan | 102-2 v LewesLewes 2-2 Cheshunt | Isthmian League - Premier Division |
| 10 | Tue 7 Jan | 104-0 v Folkestone InvictaFolkestone Invicta 0-4 Cheshunt | Isthmian League - Premier Division |
| 11 | Tue 14 Jan | 107-4 v WareCheshunt 7-4 Ware | Hertfordshire County Cup Quarter Final |
| 12 | Sat 18 Jan | 101-4 v WhitehawkCheshunt 1-4 Whitehawk | Isthmian League - Premier Division |
| 13 | Sat 25 Jan | 102-1 v Potters Bar TownPotters Bar Town 1-2 Cheshunt | Isthmian League - Premier Division |
| 14 | Tue 28 Jan | 101-0 v Canvey IslandCanvey Island 0-1 Cheshunt | Isthmian League - Premier Division |
| 15 | Sat 1 Feb | 100-1 v Hashtag UnitedHashtag United 1-0 Cheshunt | Isthmian League - Premier Division |
| 16 | Tue 4 Feb | 102-2 v HendonCheshunt 2-2 Hendon | Isthmian League - Premier Division |
| 17 | Sat 8 Feb | 102-1 v Hastings UnitedCheshunt 2-1 Hastings United | Isthmian League - Premier Division |
| 18 | Sat 15 Feb | 101-2 v Cray WanderersCray Wanderers 2-1 Cheshunt | Isthmian League - Premier Division |
| 19 | Sat 22 Feb | 10 3-0 v DartfordCheshunt 3-0 Dartford | Isthmian League - Premier Division |
| 20 | Sat 1 Mar | 101-4 v Chatham TownChatham Town 4-1 Cheshunt | Isthmian League - Premier Division |
| 21 | Tue 18 Mar | 101-2 v Potters Bar TownCheshunt 1-2 Potters Bar Town | Hertfordshire County Cup Semi Final |
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