| 1 | Tue 29 Jul | 201-4 v Farnham TownLeatherhead 1-4 Farnham Town | Friendly |
| 2 | Sat 2 Aug | 202-2 v Phoenix SportsLeatherhead 2-2 Phoenix Sports | Emirates FA Cup Extra Preliminary Round |
| 3 | Mon 4 Aug | 203-0 v Phoenix SportsPhoenix Sports 0-3 Leatherhead | Emirates FA Cup Extra Preliminary Round Replay |
| 4 | Sat 9 Aug | 203-0 v WestfieldWestfield 0-3 Leatherhead | Isthmian League - South Central Division |
| 5 | Sat 30 Aug | 202-0 v Bognor Regis TownBognor Regis Town 0-2 Leatherhead | Isthmian League - South Central Division |
| 6 | Tue 9 Sep | 203-5 v AFC WhyteleafeAFC Whyteleafe 5-3 Leatherhead | Velocity Cup First Round |
| 7 | Sat 13 Sep | 112-2 v HendonLeatherhead 2-2 Hendon | Isthmian League - South Central Division |
| 8 | Tue 16 Sep | 110-1 v Hartley WintneyLeatherhead 0-1 Hartley Wintney | Isthmian League - South Central Division |
| 9 | Sat 27 Sep | 113-2 v HorndeanLeatherhead 3-2 Horndean | Isthmian League - South Central Division |
| 10 | Tue 30 Sep | 113-2 v BinfieldBinfield 2-3 Leatherhead | Isthmian League - South Central Division |
| 11 | Sat 4 Oct | 114-1 v RamsgateLeatherhead 4-1 Ramsgate | Isuzu FA Trophy Third Qualifying Round |
| 12 | Tue 7 Oct | 113-3 v Chertsey TownChertsey Town 3-3 Leatherhead | Surrey Senior Cup First Round |
| 13 | Sat 11 Oct | 111-0 v Harrow BoroughLeatherhead 1-0 Harrow Borough | Isthmian League - South Central Division |
| 14 | Tue 14 Oct | 110-0 v Hartley WintneyHartley Wintney 0-0 Leatherhead | Isthmian League - South Central Division |
| 15 | Sat 18 Oct | 112-1 v Hanworth VillaLeatherhead 2-1 Hanworth Villa | Isthmian League - South Central Division |
| 16 | Sat 1 Nov | 114-0 v Ascot UnitedLeatherhead 4-0 Ascot United | Isthmian League - South Central Division |
| 17 | Tue 4 Nov | 113-1 v Egham TownEgham Town 1-3 Leatherhead | Isthmian League - South Central Division |
| 18 | Sat 8 Nov | 112-1 v Fareham TownFareham Town 1-2 Leatherhead | Isthmian League - South Central Division |
| 19 | Tue 11 Nov | 112-0 v South Park (Reigate)South Park (Reigate) 0-2 Leatherhead | Isthmian League - South Central Division |
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