| 1 | Tue 13 Aug | 101-1 v CheshuntBowers & Pitsea 1-1 Cheshunt | Isthmian League - Premier Division |
| 2 | Sun 1 Sep | 102-1 v Great Yarmouth TownGreat Yarmouth Town 1-2 Cheshunt | Emirates FA Cup First Qualifying Round |
| 3 | Sat 9 Nov | 161-2 v DartfordDartford 2-1 Cheshunt | Isthmian League - Premier Division |
| 4 | Tue 19 Nov | 11 0-3 v Billericay TownBillericay Town 3-0 Cheshunt | Velocity Cup Fourth Round |
| 5 | Sat 23 Nov | 91-1 v Carshalton AthleticCarshalton Athletic 1-1 Cheshunt | Isthmian League - Premier Division |
| 6 | Sat 30 Nov | 91-1 v Dulwich HamletCheshunt 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 7 | Tue 17 Dec | 161-0 v Bowers & PitseaCheshunt 1-0 Bowers & Pitsea | Isthmian League - Premier Division |
| 8 | Sat 21 Dec | 101-2 v Dover AthleticCheshunt 1-2 Dover Athletic | Isthmian League - Premier Division |
| 9 | Thu 26 Dec | 141-0 v Wingate & FinchleyWingate & Finchley 0-1 Cheshunt | Isthmian League - Premier Division |
| 10 | Sat 28 Dec | 114-4 v Cray Valley PMCheshunt 4-4 Cray Valley PM | Isthmian League - Premier Division |
| 11 | Sat 4 Jan | 142-2 v LewesLewes 2-2 Cheshunt | Isthmian League - Premier Division |
| 12 | Tue 7 Jan | 144-0 v Folkestone InvictaFolkestone Invicta 0-4 Cheshunt | Isthmian League - Premier Division |
| 13 | Tue 14 Jan | 97-4 v WareCheshunt 7-4 Ware | Hertfordshire County Cup Quarter Final |
| 14 | Sat 18 Jan | 91-4 v WhitehawkCheshunt 1-4 Whitehawk | Isthmian League - Premier Division |
| 15 | Sat 25 Jan | 112-1 v Potters Bar TownPotters Bar Town 1-2 Cheshunt | Isthmian League - Premier Division |
| 16 | Tue 28 Jan | 111-0 v Canvey IslandCanvey Island 0-1 Cheshunt | Isthmian League - Premier Division |
| 17 | Sat 1 Feb | 90-1 v Hashtag UnitedHashtag United 1-0 Cheshunt | Isthmian League - Premier Division |
| 18 | Tue 4 Feb | 122-2 v HendonCheshunt 2-2 Hendon | Isthmian League - Premier Division |
| 19 | Sat 8 Feb | 112-1 v Hastings UnitedCheshunt 2-1 Hastings United | Isthmian League - Premier Division |
| 20 | Sat 15 Feb | 111-2 v Cray WanderersCray Wanderers 2-1 Cheshunt | Isthmian League - Premier Division |
| 21 | Sat 1 Mar | 141-4 v Chatham TownChatham Town 4-1 Cheshunt | Isthmian League - Premier Division |
| 22 | Tue 18 Mar | 111-2 v Potters Bar TownCheshunt 1-2 Potters Bar Town | Hertfordshire County Cup Semi Final |
| 23 | Sat 29 Mar | 141-2 v HorshamCheshunt 1-2 Horsham | Isthmian League - Premier Division |
| 24 | Sat 5 Apr | 161-2 v Dover AthleticDover Athletic 2-1 Cheshunt | Isthmian League - Premier Division |
| 25 | Mon 21 Apr | 113-1 v Wingate & FinchleyCheshunt 3-1 Wingate & Finchley | Isthmian League - Premier Division |
| 26 | Sat 26 Apr | 112-4 v Billericay TownBillericay Town 4-2 Cheshunt | Isthmian League - Premier Division |
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