| 1 | Sat 2 Nov | 12-1 v FrenfordFrenford 1-2 Little Oakley | Essex Senior League |
| 2 | Sat 16 Nov | 12-3 v Halstead TownHalstead Town 3-2 Little Oakley | Essex Senior League |
| 3 | Mon 18 Nov | 10-1 v RomfordLittle Oakley 0-1 Romford | Essex Senior League |
| 4 | Sat 30 Nov | 11-1 v IlfordLittle Oakley 1-1 Ilford | Essex Senior League |
| 5 | Tue 10 Dec | 10-2 v Waltham AbbeyWaltham Abbey 2-0 Little Oakley | Essex County Cup Fourth Qualifying Round |
| 6 | Thu 26 Dec | 14-1 v FC ClactonFC Clacton 1-4 Little Oakley | Essex Senior League |
| 7 | Sat 4 Jan | 10-4 v Athletic NewhamAthletic Newham 4-0 Little Oakley | Essex Senior League |
| 8 | Sat 18 Jan | 11-0 v Hullbridge SportsLittle Oakley 1-0 Hullbridge Sports | Essex Senior League |
| 9 | Wed 22 Jan | 10-0 v White EnsignWhite Ensign 0-0 Little Oakley | Essex Senior League |
| 10 | Sat 25 Jan | 11-1 v BarkingLittle Oakley 1-1 Barking | Essex Senior League |
| 11 | Tue 4 Feb | 14-1 v Saffron Walden TownLittle Oakley 4-1 Saffron Walden Town | Essex Senior League |
| 12 | Sat 15 Feb | 12-0 v TakeleyLittle Oakley 2-0 Takeley | Essex Senior League |
| 13 | Tue 25 Feb | 13-1 v Woodford TownLittle Oakley 3-1 Woodford Town | Essex Senior League |
| 14 | Sat 1 Mar | 13-0 v IlfordIlford 0-3 Little Oakley | Essex Senior League |
| 15 | Sat 29 Mar | 11-0 v Hullbridge SportsHullbridge Sports 0-1 Little Oakley | Essex Senior League |
| 16 | Tue 1 Apr | 10-1 v Great Wakering RoversGreat Wakering Rovers 1-0 Little Oakley | Essex Senior League |
| 17 | Sat 5 Apr | 10-1 v FrenfordLittle Oakley 0-1 Frenford | Essex Senior League |
| 18 | Tue 8 Apr | 10-0 v StanstedStansted 0-0 Little Oakley | Essex Senior League |
| 19 | Sat 12 Apr | 12-2 v FC ClactonLittle Oakley 2-2 FC Clacton | Essex Senior League |
| 20 | Sat 19 Apr | 11-0 v Halstead TownLittle Oakley 1-0 Halstead Town | Essex Senior League |
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