| 1 | Sat 28 Dec | 144-4 v Cray Valley PMCheshunt 4-4 Cray Valley PM | Isthmian League - Premier Division |
| 2 | Sat 4 Jan | 182-2 v LewesLewes 2-2 Cheshunt | Isthmian League - Premier Division |
| 3 | Tue 7 Jan | 184-0 v Folkestone InvictaFolkestone Invicta 0-4 Cheshunt | Isthmian League - Premier Division |
| 4 | Tue 14 Jan | 87-4 v WareCheshunt 7-4 Ware | Hertfordshire County Cup Quarter Final |
| 5 | Sat 18 Jan | 181-4 v WhitehawkCheshunt 1-4 Whitehawk | Isthmian League - Premier Division |
| 6 | Sat 1 Feb | 180-1 v Hashtag UnitedHashtag United 1-0 Cheshunt | Isthmian League - Premier Division |
| 7 | Tue 4 Feb | 162-2 v HendonCheshunt 2-2 Hendon | Isthmian League - Premier Division |
| 8 | Sat 8 Feb | 142-1 v Hastings UnitedCheshunt 2-1 Hastings United | Isthmian League - Premier Division |
| 9 | Sat 15 Feb | 161-2 v Cray WanderersCray Wanderers 2-1 Cheshunt | Isthmian League - Premier Division |
| 10 | Sat 22 Feb | 113-0 v DartfordCheshunt 3-0 Dartford | Isthmian League - Premier Division |
| 11 | Sat 1 Mar | 111-4 v Chatham TownChatham Town 4-1 Cheshunt | Isthmian League - Premier Division |
| 12 | Sat 8 Mar | 110-1 v Carshalton AthleticCheshunt 0-1 Carshalton Athletic | Isthmian League - Premier Division |
| 13 | Sat 15 Mar | 181-0 v Dulwich HamletDulwich Hamlet 0-1 Cheshunt | Isthmian League - Premier Division |
| 14 | Tue 18 Mar | 181-2 v Potters Bar TownCheshunt 1-2 Potters Bar Town | Hertfordshire County Cup Semi Final |
| 15 | Sat 22 Mar | 111-0 v Folkestone InvictaCheshunt 1-0 Folkestone Invicta | Isthmian League - Premier Division |
| 16 | Sat 29 Mar | 111-2 v HorshamCheshunt 1-2 Horsham | Isthmian League - Premier Division |
| 17 | Sat 5 Apr | 181-2 v Dover AthleticDover Athletic 2-1 Cheshunt | Isthmian League - Premier Division |
| 18 | Sat 12 Apr | 111-2 v LewesCheshunt 1-2 Lewes | Isthmian League - Premier Division |
| 19 | Fri 18 Apr | 150-4 v Chichester CityChichester City 4-0 Cheshunt | Isthmian League - Premier Division |
| 20 | Mon 21 Apr | 103-1 v Wingate & FinchleyCheshunt 3-1 Wingate & Finchley | Isthmian League - Premier Division |
| 21 | Sat 26 Apr | 192-4 v Billericay TownBillericay Town 4-2 Cheshunt | Isthmian League - Premier Division |
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