| 1 | Sat 27 Jul | 32-2 v Buckhurst HillBuckhurst Hill 2-2 Little Oakley | Essex Senior League |
| 2 | Tue 30 Jul | 31-1 v StanstedLittle Oakley 1-1 Stansted | Essex Senior League |
| 3 | Sat 3 Aug | 33-1 v Dunstable TownLittle Oakley 3-1 Dunstable Town | Emirates FA Cup Extra Preliminary Round |
| 4 | Sat 10 Aug | 33-0 v Sawbridgeworth TownLittle Oakley 3-0 Sawbridgeworth Town | Essex Senior League |
| 5 | Sat 17 Aug | 3 1-4 v BerkhamstedLittle Oakley 1-4 Berkhamsted | Emirates FA Cup Preliminary Round |
| 6 | Sat 24 Aug | 32-2 v Potton UnitedPotton United 2-2 Little Oakley | Isuzu FA Vase First Qualifying Round |
| 7 | Tue 3 Sep | 3 2-4 v Great Wakering RoversLittle Oakley 2-4 Great Wakering Rovers | Essex Senior League |
| 8 | Sat 7 Sep | 142-2 v Stanway RoversStanway Rovers 2-2 Little Oakley | Essex Senior League |
| 9 | Tue 10 Sep | 122-1 v RomfordRomford 1-2 Little Oakley | Essex Senior League |
| 10 | Tue 17 Sep | 61-2 v BenfleetBenfleet 2-1 Little Oakley | Essex Senior League |
| 11 | Sat 21 Sep | 62-0 v Athletic NewhamLittle Oakley 2-0 Athletic Newham | Essex Senior League |
| 12 | Sat 5 Oct | 3 1-2 v BarkingBarking 2-1 Little Oakley | Essex Senior League |
| 13 | Sat 26 Oct | 20-4 v TakeleyTakeley 4-0 Little Oakley | Essex Senior League |
| 14 | Sat 2 Nov | 32-1 v FrenfordFrenford 1-2 Little Oakley | Essex Senior League |
| 15 | Sat 16 Nov | 32-3 v Halstead TownHalstead Town 3-2 Little Oakley | Essex Senior League |
| 16 | Mon 18 Nov | 30-1 v RomfordLittle Oakley 0-1 Romford | Essex Senior League |
| 17 | Sat 30 Nov | 31-1 v IlfordLittle Oakley 1-1 Ilford | Essex Senior League |
| 18 | Tue 10 Dec | 30-2 v Waltham AbbeyWaltham Abbey 2-0 Little Oakley | Essex County Cup Fourth Qualifying Round |
| 19 | Sat 4 Jan | 170-4 v Athletic NewhamAthletic Newham 4-0 Little Oakley | Essex Senior League |
| 20 | Sat 19 Apr | 31-0 v Halstead TownLittle Oakley 1-0 Halstead Town | Essex Senior League |
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