| 1 | Sat 21 Sep | 13-4 v Hashtag UnitedCheshunt 3-4 Hashtag United | Isthmian League - Premier Division |
| 2 | Sat 12 Oct | 1 0-1 v Potters Bar TownCheshunt 0-1 Potters Bar Town | Isthmian League - Premier Division |
| 3 | Tue 15 Oct | 13-2 v Hastings UnitedHastings United 2-3 Cheshunt | Isthmian League - Premier Division |
| 4 | Sat 19 Oct | 12-0 v WhitehawkWhitehawk 0-2 Cheshunt | Isthmian League - Premier Division |
| 5 | Sat 26 Oct | 10-1 v Cray WanderersCheshunt 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 6 | Tue 29 Oct | 10-1 v Canvey IslandCheshunt 0-1 Canvey Island | Isthmian League - Premier Division |
| 7 | Sat 2 Nov | 14-0 v Bognor Regis TownBognor Regis Town 0-4 Cheshunt | Isthmian League - Premier Division |
| 8 | Sat 9 Nov | 11-2 v DartfordDartford 2-1 Cheshunt | Isthmian League - Premier Division |
| 9 | Sat 23 Nov | 11-1 v Carshalton AthleticCarshalton Athletic 1-1 Cheshunt | Isthmian League - Premier Division |
| 10 | Sat 30 Nov | 11-1 v Dulwich HamletCheshunt 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 11 | Tue 10 Dec | 10-1 v Chatham TownCheshunt 0-1 Chatham Town | Isthmian League - Premier Division |
| 12 | Sat 14 Dec | 11-3 v HorshamHorsham 3-1 Cheshunt | Isthmian League - Premier Division |
| 13 | Tue 17 Dec | 11-0 v Bowers & PitseaCheshunt 1-0 Bowers & Pitsea | Isthmian League - Premier Division |
| 14 | Sat 21 Dec | 1 1-2 v Dover AthleticCheshunt 1-2 Dover Athletic | Isthmian League - Premier Division |
| 15 | Thu 26 Dec | 11-0 v Wingate & FinchleyWingate & Finchley 0-1 Cheshunt | Isthmian League - Premier Division |
| 16 | Sat 28 Dec | 14-4 v Cray Valley PMCheshunt 4-4 Cray Valley PM | Isthmian League - Premier Division |
| 17 | Sat 4 Jan | 12-2 v LewesLewes 2-2 Cheshunt | Isthmian League - Premier Division |
| 18 | Tue 7 Jan | 14-0 v Folkestone InvictaFolkestone Invicta 0-4 Cheshunt | Isthmian League - Premier Division |
| 19 | Sat 18 Jan | 11-4 v WhitehawkCheshunt 1-4 Whitehawk | Isthmian League - Premier Division |
| 20 | Sat 1 Mar | 11-4 v Chatham TownChatham Town 4-1 Cheshunt | Isthmian League - Premier Division |
| 21 | Sat 8 Mar | 10-1 v Carshalton AthleticCheshunt 0-1 Carshalton Athletic | Isthmian League - Premier Division |
| 22 | Sat 15 Mar | 11-0 v Dulwich HamletDulwich Hamlet 0-1 Cheshunt | Isthmian League - Premier Division |
| 23 | Tue 18 Mar | 11-2 v Potters Bar TownCheshunt 1-2 Potters Bar Town | Hertfordshire County Cup Semi Final |
| 24 | Sat 22 Mar | 11-0 v Folkestone InvictaCheshunt 1-0 Folkestone Invicta | Isthmian League - Premier Division |
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