| 1 | Tue 3 Sep | 21-0 v Dulwich HamletLeatherhead 1-0 Dulwich Hamlet | Emirates FA Cup First Qualifying Round Replay |
| 2 | Sat 7 Sep | 21-0 v Hayes & Yeading UnitedHayes & Yeading United 0-1 Leatherhead | Isuzu FA Trophy First Qualifying Round |
| 3 | Wed 11 Sep | 23-0 v GuernseyGuernsey 0-3 Leatherhead | Isthmian League - South Central Division |
| 4 | Sat 14 Sep | 20-2 v DartfordDartford 2-0 Leatherhead | Emirates FA Cup Second Qualifying Round |
| 5 | Tue 17 Sep | 21-0 v South Park (Reigate)Leatherhead 1-0 South Park (Reigate) | Velocity Cup Second Round |
| 6 | Sat 21 Sep | 22-1 v Sevenoaks TownSevenoaks Town 1-2 Leatherhead | Isuzu FA Trophy Second Qualifying Round |
| 7 | Sat 28 Sep | 20-1 v Hayes & Yeading UnitedLeatherhead 0-1 Hayes & Yeading United | Isthmian League - South Central Division |
| 8 | Sat 5 Oct | 21-2 v Hastings UnitedLeatherhead 1-2 Hastings United | Isuzu FA Trophy Third Qualifying Round |
| 9 | Sat 12 Oct | 122-2 v Harrow BoroughHarrow Borough 2-2 Leatherhead | Isthmian League - South Central Division |
| 10 | Tue 15 Oct | 36-1 v Rayners LaneLeatherhead 6-1 Rayners Lane | Isthmian League - South Central Division |
| 11 | Tue 22 Oct | 24-0 v Ashford Town (Middx)Leatherhead 4-0 Ashford Town (Middx) | Isthmian League - South Central Division |
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