| 1 | Sat 27 Jul | 102-2 v Buckhurst HillBuckhurst Hill 2-2 Little Oakley | Essex Senior League |
| 2 | Tue 30 Jul | 41-1 v StanstedLittle Oakley 1-1 Stansted | Essex Senior League |
| 3 | Sat 3 Aug | 43-1 v Dunstable TownLittle Oakley 3-1 Dunstable Town | Emirates FA Cup Extra Preliminary Round |
| 4 | Sat 10 Aug | 43-0 v Sawbridgeworth TownLittle Oakley 3-0 Sawbridgeworth Town | Essex Senior League |
| 5 | Sat 17 Aug | 17 1-4 v BerkhamstedLittle Oakley 1-4 Berkhamsted | Emirates FA Cup Preliminary Round |
| 6 | Tue 3 Sep | 42-4 v Great Wakering RoversLittle Oakley 2-4 Great Wakering Rovers | Essex Senior League |
| 7 | Sat 7 Sep | 32-2 v Stanway RoversStanway Rovers 2-2 Little Oakley | Essex Senior League |
| 8 | Tue 10 Sep | 32-1 v RomfordRomford 1-2 Little Oakley | Essex Senior League |
| 9 | Tue 17 Sep | 31-2 v BenfleetBenfleet 2-1 Little Oakley | Essex Senior League |
| 10 | Sat 21 Sep | 3 2-0 v Athletic NewhamLittle Oakley 2-0 Athletic Newham | Essex Senior League |
| 11 | Sat 28 Sep | 32-1 v White EnsignLittle Oakley 2-1 White Ensign | Essex Senior League |
| 12 | Sat 12 Oct | 33-3 v West EssexLittle Oakley 3-3 West Essex | Essex Senior League |
| 13 | Sat 26 Oct | 3 0-4 v TakeleyTakeley 4-0 Little Oakley | Essex Senior League |
| 14 | Mon 18 Nov | 4 0-1 v RomfordLittle Oakley 0-1 Romford | Essex Senior League |
| 15 | Sat 30 Nov | 4 1-1 v IlfordLittle Oakley 1-1 Ilford | Essex Senior League |
| 16 | Tue 10 Dec | 140-2 v Waltham AbbeyWaltham Abbey 2-0 Little Oakley | Essex County Cup Fourth Qualifying Round |
| 17 | Thu 26 Dec | 34-1 v FC ClactonFC Clacton 1-4 Little Oakley | Essex Senior League |
| 18 | Sat 18 Jan | 3 1-0 v Hullbridge SportsLittle Oakley 1-0 Hullbridge Sports | Essex Senior League |
| 19 | Wed 22 Jan | 3 0-0 v White EnsignWhite Ensign 0-0 Little Oakley | Essex Senior League |
| 20 | Sat 25 Jan | 31-1 v BarkingLittle Oakley 1-1 Barking | Essex Senior League |
| 21 | Sat 1 Feb | 3 0-1 v West EssexWest Essex 1-0 Little Oakley | Essex Senior League |
| 22 | Fri 14 Mar | 140-2 v Woodford TownWoodford Town 2-0 Little Oakley | Essex Senior League |
| 23 | Tue 18 Mar | 33-3 v Sawbridgeworth TownSawbridgeworth Town 3-3 Little Oakley | Essex Senior League |
| 24 | Sat 5 Apr | 40-1 v FrenfordLittle Oakley 0-1 Frenford | Essex Senior League |
| 25 | Tue 8 Apr | 40-0 v StanstedStansted 0-0 Little Oakley | Essex Senior League |
| 26 | Sat 12 Apr | 32-2 v FC ClactonLittle Oakley 2-2 FC Clacton | Essex Senior League |
| 27 | Sat 19 Apr | 161-0 v Halstead TownLittle Oakley 1-0 Halstead Town | Essex Senior League |
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