| 1 | Tue 15 Aug | 150-1 v Billericay TownCheshunt 0-1 Billericay Town | Isthmian League - Premier Division |
| 2 | Fri 25 Aug | 142-1 v MargateMargate 1-2 Cheshunt | Isthmian League - Premier Division |
| 3 | Sat 2 Sep | 140-1 v Royston TownRoyston Town 1-0 Cheshunt | Emirates FA Cup First Qualifying Round |
| 4 | Sat 9 Sep | 100-1 v HorshamHorsham 1-0 Cheshunt | Isthmian League - Premier Division |
| 5 | Sat 16 Sep | 153-1 v Bognor Regis TownCheshunt 3-1 Bognor Regis Town | Isthmian League - Premier Division |
| 6 | Sat 18 Nov | 141-1 v Canvey IslandCanvey Island 1-1 Cheshunt | Isthmian League - Premier Division |
| 7 | Sat 6 Jan | 14 2-3 v Hastings UnitedCheshunt 2-3 Hastings United | Isthmian League - Premier Division |
| 8 | Sat 13 Jan | 162-3 v Chatham TownChatham Town 3-2 Cheshunt | Isthmian League - Premier Division |
| 9 | Tue 23 Jan | 101-1 v Billericay TownCheshunt 1-1 Billericay Town | Velocity Cup Fourth Round |
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