| 1 | Mon 5 Aug | 72-1 v Leyton OrientCheshunt 2-1 Leyton Orient | Friendly |
| 2 | Sat 10 Aug | 153-2 v Bognor Regis TownCheshunt 3-2 Bognor Regis Town | Isthmian League - Premier Division |
| 3 | Tue 13 Aug | 151-1 v Bowers & PitseaBowers & Pitsea 1-1 Cheshunt | Isthmian League - Premier Division |
| 4 | Sat 17 Aug | 182-4 v Cray Valley PMCray Valley PM 4-2 Cheshunt | Isthmian League - Premier Division |
| 5 | Sat 24 Aug | 181-1 v Billericay TownCheshunt 1-1 Billericay Town | Isthmian League - Premier Division |
| 6 | Mon 26 Aug | 180-2 v HendonHendon 2-0 Cheshunt | Isthmian League - Premier Division |
| 7 | Sat 7 Sep | 182-3 v Chichester CityCheshunt 2-3 Chichester City | Isthmian League - Premier Division |
| 8 | Sat 14 Sep | 180-1 v King's Lynn TownKing's Lynn Town 1-0 Cheshunt | Emirates FA Cup Second Qualifying Round |
| 9 | Sat 21 Sep | 183-4 v Hashtag UnitedCheshunt 3-4 Hashtag United | Isthmian League - Premier Division |
| 10 | Sat 5 Oct | 180-3 v Dover AthleticDover Athletic 3-0 Cheshunt | Isuzu FA Trophy Third Qualifying Round |
| 11 | Sat 12 Oct | 180-1 v Potters Bar TownCheshunt 0-1 Potters Bar Town | Isthmian League - Premier Division |
| 12 | Tue 15 Oct | 183-2 v Hastings UnitedHastings United 2-3 Cheshunt | Isthmian League - Premier Division |
| 13 | Sat 19 Oct | 182-0 v WhitehawkWhitehawk 0-2 Cheshunt | Isthmian League - Premier Division |
| 14 | Tue 22 Oct | 181-1 v Potters Bar TownCheshunt 1-1 Potters Bar Town | Velocity Cup Third Round |
| 15 | Sat 26 Oct | 180-1 v Cray WanderersCheshunt 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 16 | Tue 29 Oct | 180-1 v Canvey IslandCheshunt 0-1 Canvey Island | Isthmian League - Premier Division |
| 17 | Sat 2 Nov | 144-0 v Bognor Regis TownBognor Regis Town 0-4 Cheshunt | Isthmian League - Premier Division |
| 18 | Sat 9 Nov | 151-2 v DartfordDartford 2-1 Cheshunt | Isthmian League - Premier Division |
| 19 | Tue 19 Nov | 70-3 v Billericay TownBillericay Town 3-0 Cheshunt | Velocity Cup Fourth Round |
| 20 | Sat 23 Nov | 181-1 v Carshalton AthleticCarshalton Athletic 1-1 Cheshunt | Isthmian League - Premier Division |
| 21 | Sat 30 Nov | 151-1 v Dulwich HamletCheshunt 1-1 Dulwich Hamlet | Isthmian League - Premier Division |
| 22 | Sat 14 Dec | 151-3 v HorshamHorsham 3-1 Cheshunt | Isthmian League - Premier Division |
| 23 | Sat 21 Dec | 111-2 v Dover AthleticCheshunt 1-2 Dover Athletic | Isthmian League - Premier Division |
| 24 | Tue 14 Jan | 117-4 v WareCheshunt 7-4 Ware | Hertfordshire County Cup Quarter Final |
| 25 | Sat 25 Jan | 192-1 v Potters Bar TownPotters Bar Town 1-2 Cheshunt | Isthmian League - Premier Division |
| 26 | Tue 28 Jan | 161-0 v Canvey IslandCanvey Island 0-1 Cheshunt | Isthmian League - Premier Division |
| 27 | Sat 1 Feb | 80-1 v Hashtag UnitedHashtag United 1-0 Cheshunt | Isthmian League - Premier Division |
| 28 | Sat 1 Mar | 181-4 v Chatham TownChatham Town 4-1 Cheshunt | Isthmian League - Premier Division |
| 29 | Tue 18 Mar | 71-2 v Potters Bar TownCheshunt 1-2 Potters Bar Town | Hertfordshire County Cup Semi Final |
Football Web Pages