| 1 | Tue 25 Jul | 72-2 v WalthamstowWalthamstow 2-2 Cheshunt | Friendly |
| 2 | Sat 12 Aug | 71-1 v Hastings UnitedHastings United 1-1 Cheshunt | Isthmian League - Premier Division |
| 3 | Tue 15 Aug | 70-1 v Billericay TownCheshunt 0-1 Billericay Town | Isthmian League - Premier Division |
| 4 | Sat 19 Aug | 181-2 v Chatham TownCheshunt 1-2 Chatham Town | Isthmian League - Premier Division |
| 5 | Fri 25 Aug | 72-1 v MargateMargate 1-2 Cheshunt | Isthmian League - Premier Division |
| 6 | Mon 28 Aug | 140-1 v Wingate & FinchleyCheshunt 0-1 Wingate & Finchley | Isthmian League - Premier Division |
| 7 | Sat 2 Sep | 70-1 v Royston TownRoyston Town 1-0 Cheshunt | Emirates FA Cup First Qualifying Round |
| 8 | Sat 16 Sep | 113-1 v Bognor Regis TownCheshunt 3-1 Bognor Regis Town | Isthmian League - Premier Division |
| 9 | Sat 23 Sep | 151-2 v Cray WanderersCray Wanderers 2-1 Cheshunt | Isthmian League - Premier Division |
| 10 | Sat 7 Oct | 100-1 v Dulwich HamletCheshunt 0-1 Dulwich Hamlet | Isuzu FA Trophy Third Qualifying Round |
| 11 | Sat 13 Jan | 111-3 v Heybridge SwiftsGrays Athletic 1-3 Heybridge Swifts | Isthmian League - North Division |
| 12 | Tue 23 Jan | 74-1 v Ipswich WanderersIpswich Wanderers 1-4 Grays Athletic | Isthmian League - North Division |
| 13 | Sat 27 Jan | 70-2 v Lowestoft TownLowestoft Town 2-0 Grays Athletic | Isthmian League - North Division |
| 14 | Tue 30 Jan | 3 3-1 v Witham TownGrays Athletic 3-1 Witham Town | Isthmian League - North Division |
| 15 | Sat 3 Feb | 7 1-1 v WroxhamGrays Athletic 1-1 Wroxham | Isthmian League - North Division |
| 16 | Fri 9 Feb | 152-3 v New SalamisNew Salamis 3-2 Grays Athletic | Isthmian League - North Division |
| 17 | Sat 17 Feb | 70-4 v WalthamstowGrays Athletic 0-4 Walthamstow | Isthmian League - North Division |
| 18 | Sat 24 Feb | 11 2-3 v Felixstowe & Walton UnitedFelixstowe & Walton United 3-2 Grays Athletic | Isthmian League - North Division |
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