| 1 | Sat 10 Aug | 143-2 v Bognor Regis TownCheshunt 3-2 Bognor Regis Town | Isthmian League - Premier Division |
| 2 | Sat 24 Aug | 9 1-1 v Billericay TownCheshunt 1-1 Billericay Town | Isthmian League - Premier Division |
| 3 | Mon 26 Aug | 90-2 v HendonHendon 2-0 Cheshunt | Isthmian League - Premier Division |
| 4 | Sun 1 Sep | 9 2-1 v Great Yarmouth TownGreat Yarmouth Town 1-2 Cheshunt | Emirates FA Cup First Qualifying Round |
| 5 | Sat 7 Sep | 92-3 v Chichester CityCheshunt 2-3 Chichester City | Isthmian League - Premier Division |
| 6 | Sat 14 Sep | 90-1 v King's Lynn TownKing's Lynn Town 1-0 Cheshunt | Emirates FA Cup Second Qualifying Round |
| 7 | Sat 21 Sep | 93-4 v Hashtag UnitedCheshunt 3-4 Hashtag United | Isthmian League - Premier Division |
| 8 | Sat 5 Oct | 90-3 v Dover AthleticDover Athletic 3-0 Cheshunt | Isuzu FA Trophy Third Qualifying Round |
| 9 | Sat 12 Oct | 90-1 v Potters Bar TownCheshunt 0-1 Potters Bar Town | Isthmian League - Premier Division |
| 10 | Tue 15 Oct | 163-2 v Hastings UnitedHastings United 2-3 Cheshunt | Isthmian League - Premier Division |
| 11 | Tue 22 Oct | 91-1 v Potters Bar TownCheshunt 1-1 Potters Bar Town | Velocity Cup Third Round |
| 12 | Sat 26 Oct | 160-1 v Cray WanderersCheshunt 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 13 | Tue 29 Oct | 11 0-1 v Canvey IslandCheshunt 0-1 Canvey Island | Isthmian League - Premier Division |
| 14 | Sat 2 Nov | 114-0 v Bognor Regis TownBognor Regis Town 0-4 Cheshunt | Isthmian League - Premier Division |
| 15 | Sat 9 Nov | 111-2 v DartfordDartford 2-1 Cheshunt | Isthmian League - Premier Division |
| 16 | Tue 19 Nov | 100-3 v Billericay TownBillericay Town 3-0 Cheshunt | Velocity Cup Fourth Round |
| 17 | Sat 23 Nov | 111-1 v Carshalton AthleticCarshalton Athletic 1-1 Cheshunt | Isthmian League - Premier Division |
| 18 | Sat 30 Nov | 11 1-1 v Dulwich HamletCheshunt 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 19 | Tue 10 Dec | 110-1 v Chatham TownCheshunt 0-1 Chatham Town | Isthmian League - Premier Division |
| 20 | Sat 14 Dec | 91-3 v HorshamHorsham 3-1 Cheshunt | Isthmian League - Premier Division |
| 21 | Tue 17 Dec | 91-0 v Bowers & PitseaCheshunt 1-0 Bowers & Pitsea | Isthmian League - Premier Division |
| 22 | Sat 21 Dec | 91-2 v Dover AthleticCheshunt 1-2 Dover Athletic | Isthmian League - Premier Division |
| 23 | Thu 26 Dec | 91-0 v Wingate & FinchleyWingate & Finchley 0-1 Cheshunt | Isthmian League - Premier Division |
| 24 | Sat 28 Dec | 94-4 v Cray Valley PMCheshunt 4-4 Cray Valley PM | Isthmian League - Premier Division |
| 25 | Sat 4 Jan | 92-2 v LewesLewes 2-2 Cheshunt | Isthmian League - Premier Division |
| 26 | Tue 7 Jan | 94-0 v Folkestone InvictaFolkestone Invicta 0-4 Cheshunt | Isthmian League - Premier Division |
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