| 1 | Tue 23 Jan | 51-1 v Billericay TownCheshunt 1-1 Billericay Town | Velocity Cup Fourth Round |
| 2 | Sat 27 Jan | 52-0 v WhitehawkCheshunt 2-0 Whitehawk | Isthmian League - Premier Division |
| 3 | Tue 30 Jan | 52-4 v Potters Bar TownCheshunt 2-4 Potters Bar Town | Isthmian League - Premier Division |
| 4 | Sat 3 Feb | 50-1 v HornchurchHornchurch 1-0 Cheshunt | Isthmian League - Premier Division |
| 5 | Tue 6 Feb | 50-2 v WhitehawkWhitehawk 2-0 Cheshunt | Isthmian League - Premier Division |
| 6 | Sat 10 Feb | 51-1 v Bognor Regis TownBognor Regis Town 1-1 Cheshunt | Isthmian League - Premier Division |
| 7 | Sat 17 Feb | 50-1 v Cray WanderersCheshunt 0-1 Cray Wanderers | Isthmian League - Premier Division |
| 8 | Tue 20 Feb | 52-3 v BerkhamstedCheshunt 2-3 Berkhamsted | Hertfordshire County Cup Quarter Final |
| 9 | Sat 24 Feb | 52-4 v Dulwich HamletDulwich Hamlet 4-2 Cheshunt | Isthmian League - Premier Division |
| 10 | Wed 28 Feb | 5 1-1 v KingstonianKingstonian 1-1 Cheshunt | Isthmian League - Premier Division |
| 11 | Sat 16 Mar | 122-1 v Concord RangersCheshunt 2-1 Concord Rangers | Isthmian League - Premier Division |
| 12 | Tue 19 Mar | 113-2 v Folkestone InvictaCheshunt 3-2 Folkestone Invicta | Isthmian League - Premier Division |
| 13 | Sat 23 Mar | 71-0 v Carshalton AthleticCheshunt 1-0 Carshalton Athletic | Isthmian League - Premier Division |
| 14 | Tue 26 Mar | 50-1 v MargateCheshunt 0-1 Margate | Isthmian League - Premier Division |
| 15 | Mon 1 Apr | 120-3 v Enfield TownEnfield Town 3-0 Cheshunt | Isthmian League - Premier Division |
| 16 | Sat 6 Apr | 64-0 v LewesCheshunt 4-0 Lewes | Isthmian League - Premier Division |
| 17 | Sat 13 Apr | 6 1-2 v Billericay TownBillericay Town 2-1 Cheshunt | Isthmian League - Premier Division |
| 18 | Sat 20 Apr | 61-3 v Canvey IslandCheshunt 1-3 Canvey Island | Isthmian League - Premier Division |
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