| 1 | Sat 12 Aug | 12-1 v SouthallLeatherhead 2-1 Southall | Isthmian League - South Central Division |
| 2 | Sat 19 Aug | 11-1 v South Park (Reigate)South Park (Reigate) 1-1 Leatherhead | Emirates FA Cup Preliminary Round |
| 3 | Tue 22 Aug | 12-1 v South Park (Reigate)Leatherhead 2-1 South Park (Reigate) | Emirates FA Cup Preliminary Round Replay |
| 4 | Sat 26 Aug | 12-1 v South Park (Reigate)South Park (Reigate) 1-2 Leatherhead | Isthmian League - South Central Division |
| 5 | Sat 23 Sep | 13-1 v SouthallSouthall 1-3 Leatherhead | Isuzu FA Trophy Second Qualifying Round |
| 6 | Sat 30 Sep | 15-0 v Thatcham TownLeatherhead 5-0 Thatcham Town | Isthmian League - South Central Division |
| 7 | Wed 4 Oct | 11-0 v Sutton Common RoversSutton Common Rovers 0-1 Leatherhead | Isthmian League - South Central Division |
| 8 | Sat 7 Oct | 11-3 v WestfieldWestfield 3-1 Leatherhead | Isuzu FA Trophy Third Qualifying Round |
| 9 | Tue 10 Oct | 10-1 v Chertsey TownLeatherhead 0-1 Chertsey Town | Isthmian League - South Central Division |
| 10 | Sat 14 Oct | 13-1 v UxbridgeUxbridge 1-3 Leatherhead | Isthmian League - South Central Division |
| 11 | Tue 17 Oct | 10-0 v NorthwoodLeatherhead 0-0 Northwood | Isthmian League - South Central Division |
| 12 | Tue 24 Oct | 13-1 v Abbey RangersLeatherhead 3-1 Abbey Rangers | Surrey Senior Cup First Round |
| 13 | Sat 28 Oct | 10-4 v MarlowMarlow 4-0 Leatherhead | Isthmian League - South Central Division |
| 14 | Tue 7 Nov | 14-0 v ChipsteadChipstead 0-4 Leatherhead | Isthmian League - South Central Division |
| 15 | Sat 11 Nov | 14-0 v Metropolitan PoliceMetropolitan Police 0-4 Leatherhead | Isthmian League - South Central Division |
| 16 | Sat 18 Nov | 11-0 v Ashford Town (Middx)Leatherhead 1-0 Ashford Town (Middx) | Isthmian League - South Central Division |
| 17 | Tue 21 Nov | 11-2 v Badshot LeaLeatherhead 1-2 Badshot Lea | Isthmian League - South Central Division |
| 18 | Sat 25 Nov | 1 2-0 v BinfieldBinfield 0-2 Leatherhead | Isthmian League - South Central Division |
| 19 | Sat 16 Dec | 11-1 v Hanworth VillaLeatherhead 1-1 Hanworth Villa | Isthmian League - South Central Division |
| 20 | Tue 26 Dec | 11-0 v Corinthian-CasualsLeatherhead 1-0 Corinthian-Casuals | Isthmian League - South Central Division |
| 21 | Sat 30 Dec | 11-0 v Ascot UnitedLeatherhead 1-0 Ascot United | Isthmian League - South Central Division |
| 22 | Mon 1 Jan | 10-3 v WestfieldWestfield 3-0 Leatherhead | Isthmian League - South Central Division |
| 23 | Tue 9 Jan | 14-1 v Raynes Park ValeLeatherhead 4-1 Raynes Park Vale | Isthmian League - South Central Division |
| 24 | Sat 13 Jan | 12-1 v NorthwoodNorthwood 1-2 Leatherhead | Isthmian League - South Central Division |
| 25 | Tue 23 Jan | 11-1 v Hartley WintneyHartley Wintney 1-1 Leatherhead | Isthmian League - South Central Division |
| 26 | Sat 27 Jan | 12-0 v Thatcham TownThatcham Town 0-2 Leatherhead | Isthmian League - South Central Division |
| 27 | Tue 30 Jan | 11-2 v Chertsey TownChertsey Town 2-1 Leatherhead | Isthmian League - South Central Division |
| 28 | Sat 3 Feb | 14-0 v UxbridgeLeatherhead 4-0 Uxbridge | Isthmian League - South Central Division |
| 29 | Tue 6 Feb | 10-4 v South Park (Reigate)Leatherhead 0-4 South Park (Reigate) | Surrey Senior Cup Third Round |
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