| 1 | Tue 30 Jul | 21-1 v StanstedLittle Oakley 1-1 Stansted | Essex Senior League |
| 2 | Sat 3 Aug | 23-1 v Dunstable TownLittle Oakley 3-1 Dunstable Town | Emirates FA Cup Extra Preliminary Round |
| 3 | Sat 10 Aug | 23-0 v Sawbridgeworth TownLittle Oakley 3-0 Sawbridgeworth Town | Essex Senior League |
| 4 | Sat 17 Aug | 2 1-4 v BerkhamstedLittle Oakley 1-4 Berkhamsted | Emirates FA Cup Preliminary Round |
| 5 | Sat 24 Aug | 2 2-2 v Potton UnitedPotton United 2-2 Little Oakley | Isuzu FA Vase First Qualifying Round |
| 6 | Tue 3 Sep | 2 2-4 v Great Wakering RoversLittle Oakley 2-4 Great Wakering Rovers | Essex Senior League |
| 7 | Sat 7 Sep | 22-2 v Stanway RoversStanway Rovers 2-2 Little Oakley | Essex Senior League |
| 8 | Tue 10 Sep | 22-1 v RomfordRomford 1-2 Little Oakley | Essex Senior League |
| 9 | Tue 17 Sep | 21-2 v BenfleetBenfleet 2-1 Little Oakley | Essex Senior League |
| 10 | Sat 21 Sep | 22-0 v Athletic NewhamLittle Oakley 2-0 Athletic Newham | Essex Senior League |
| 11 | Sat 28 Sep | 22-1 v White EnsignLittle Oakley 2-1 White Ensign | Essex Senior League |
| 12 | Sat 5 Oct | 21-2 v BarkingBarking 2-1 Little Oakley | Essex Senior League |
| 13 | Sat 12 Oct | 23-3 v West EssexLittle Oakley 3-3 West Essex | Essex Senior League |
| 14 | Sat 2 Nov | 22-1 v FrenfordFrenford 1-2 Little Oakley | Essex Senior League |
| 15 | Sat 16 Nov | 22-3 v Halstead TownHalstead Town 3-2 Little Oakley | Essex Senior League |
| 16 | Mon 18 Nov | 20-1 v RomfordLittle Oakley 0-1 Romford | Essex Senior League |
| 17 | Sat 30 Nov | 21-1 v IlfordLittle Oakley 1-1 Ilford | Essex Senior League |
| 18 | Tue 10 Dec | 2 0-2 v Waltham AbbeyWaltham Abbey 2-0 Little Oakley | Essex County Cup Fourth Qualifying Round |
| 19 | Thu 26 Dec | 24-1 v FC ClactonFC Clacton 1-4 Little Oakley | Essex Senior League |
| 20 | Sat 4 Jan | 20-4 v Athletic NewhamAthletic Newham 4-0 Little Oakley | Essex Senior League |
| 21 | Sat 18 Jan | 21-0 v Hullbridge SportsLittle Oakley 1-0 Hullbridge Sports | Essex Senior League |
| 22 | Wed 22 Jan | 20-0 v White EnsignWhite Ensign 0-0 Little Oakley | Essex Senior League |
| 23 | Sat 25 Jan | 21-1 v BarkingLittle Oakley 1-1 Barking | Essex Senior League |
| 24 | Sat 1 Feb | 20-1 v West EssexWest Essex 1-0 Little Oakley | Essex Senior League |
| 25 | Tue 4 Feb | 2 4-1 v Saffron Walden TownLittle Oakley 4-1 Saffron Walden Town | Essex Senior League |
| 26 | Sat 15 Feb | 22-0 v TakeleyLittle Oakley 2-0 Takeley | Essex Senior League |
| 27 | Tue 25 Feb | 23-1 v Woodford TownLittle Oakley 3-1 Woodford Town | Essex Senior League |
| 28 | Sat 1 Mar | 17 3-0 v IlfordIlford 0-3 Little Oakley | Essex Senior League |
| 29 | Sat 8 Mar | 22-1 v Buckhurst HillLittle Oakley 2-1 Buckhurst Hill | Essex Senior League |
| 30 | Fri 14 Mar | 20-2 v Woodford TownWoodford Town 2-0 Little Oakley | Essex Senior League |
| 31 | Tue 18 Mar | 23-3 v Sawbridgeworth TownSawbridgeworth Town 3-3 Little Oakley | Essex Senior League |
| 32 | Sat 22 Mar | 6 1-2 v Stanway RoversLittle Oakley 1-2 Stanway Rovers | Essex Senior League |
| 33 | Sat 29 Mar | 17 1-0 v Hullbridge SportsHullbridge Sports 0-1 Little Oakley | Essex Senior League |
| 34 | Tue 1 Apr | 20-1 v Great Wakering RoversGreat Wakering Rovers 1-0 Little Oakley | Essex Senior League |
| 35 | Sat 5 Apr | 2 0-1 v FrenfordLittle Oakley 0-1 Frenford | Essex Senior League |
| 36 | Sat 19 Apr | 21-0 v Halstead TownLittle Oakley 1-0 Halstead Town | Essex Senior League |
| 37 | Tue 22 Apr | 25-1 v BenfleetLittle Oakley 5-1 Benfleet | Essex Senior League |
| 38 | Sat 26 Apr | 2 4-2 v Saffron Walden TownSaffron Walden Town 2-4 Little Oakley | Essex Senior League |
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