| 1 | Sat 19 Jul | 22-2 v Tonbridge AngelsLeatherhead 2-2 Tonbridge Angels | Friendly |
| 2 | Tue 22 Jul | 26-0 v MersthamLeatherhead 6-0 Merstham | Friendly |
| 3 | Tue 29 Jul | 21-4 v Farnham TownLeatherhead 1-4 Farnham Town | Friendly |
| 4 | Sat 2 Aug | 22-2 v Phoenix SportsLeatherhead 2-2 Phoenix Sports | Emirates FA Cup Extra Preliminary Round |
| 5 | Mon 4 Aug | 23-0 v Phoenix SportsPhoenix Sports 0-3 Leatherhead | Emirates FA Cup Extra Preliminary Round Replay |
| 6 | Sat 9 Aug | 23-0 v WestfieldWestfield 0-3 Leatherhead | Isthmian League - South Central Division |
| 7 | Tue 12 Aug | 23-0 v South Park (Reigate)Leatherhead 3-0 South Park (Reigate) | Isthmian League - South Central Division |
| 8 | Mon 25 Aug | 22-1 v KingstonianKingstonian 1-2 Leatherhead | Isthmian League - South Central Division |
| 9 | Sat 30 Aug | 22-0 v Bognor Regis TownBognor Regis Town 0-2 Leatherhead | Isthmian League - South Central Division |
| 10 | Tue 9 Sep | 2 3-5 v AFC WhyteleafeAFC Whyteleafe 5-3 Leatherhead | Velocity Cup First Round |
| 11 | Tue 16 Sep | 20-1 v Hartley WintneyLeatherhead 0-1 Hartley Wintney | Isthmian League - South Central Division |
| 12 | Sat 27 Sep | 23-2 v HorndeanLeatherhead 3-2 Horndean | Isthmian League - South Central Division |
| 13 | Tue 30 Sep | 23-2 v BinfieldBinfield 2-3 Leatherhead | Isthmian League - South Central Division |
| 14 | Sat 4 Oct | 24-1 v RamsgateLeatherhead 4-1 Ramsgate | Isuzu FA Trophy Third Qualifying Round |
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