| 1 | Sat 29 Jul | 7 1-0 v BrentfordLeatherhead 1-0 Brentford | Friendly |
| 2 | Sat 12 Aug | 122-1 v SouthallLeatherhead 2-1 Southall | Isthmian League - South Central Division |
| 3 | Sat 19 Aug | 31-1 v South Park (Reigate)South Park (Reigate) 1-1 Leatherhead | Emirates FA Cup Preliminary Round |
| 4 | Tue 22 Aug | 22-1 v South Park (Reigate)Leatherhead 2-1 South Park (Reigate) | Emirates FA Cup Preliminary Round Replay |
| 5 | Sat 26 Aug | 22-1 v South Park (Reigate)South Park (Reigate) 1-2 Leatherhead | Isthmian League - South Central Division |
| 6 | Mon 28 Aug | 160-0 v WestfieldLeatherhead 0-0 Westfield | Isthmian League - South Central Division |
| 7 | Sat 2 Sep | 20-0 v HorshamLeatherhead 0-0 Horsham | Emirates FA Cup First Qualifying Round |
| 8 | Tue 5 Sep | 31-2 v HorshamHorsham 2-1 Leatherhead | Emirates FA Cup First Qualifying Round Replay |
| 9 | Sat 9 Sep | 36-1 v Herne BayHerne Bay 1-6 Leatherhead | Isuzu FA Trophy First Qualifying Round |
| 10 | Tue 12 Sep | 31-0 v Ascot UnitedAscot United 0-1 Leatherhead | Isthmian League - South Central Division |
| 11 | Sat 23 Sep | 33-1 v SouthallSouthall 1-3 Leatherhead | Isuzu FA Trophy Second Qualifying Round |
| 12 | Tue 26 Sep | 140-1 v ChipsteadLeatherhead 0-1 Chipstead | Velocity Cup Second Round |
| 13 | Sat 30 Sep | 35-0 v Thatcham TownLeatherhead 5-0 Thatcham Town | Isthmian League - South Central Division |
| 14 | Wed 4 Oct | 31-0 v Sutton Common RoversSutton Common Rovers 0-1 Leatherhead | Isthmian League - South Central Division |
| 15 | Sat 7 Oct | 3 1-3 v WestfieldWestfield 3-1 Leatherhead | Isuzu FA Trophy Third Qualifying Round |
| 16 | Tue 10 Oct | 30-1 v Chertsey TownLeatherhead 0-1 Chertsey Town | Isthmian League - South Central Division |
| 17 | Sat 14 Oct | 23-1 v UxbridgeUxbridge 1-3 Leatherhead | Isthmian League - South Central Division |
| 18 | Tue 17 Oct | 120-0 v NorthwoodLeatherhead 0-0 Northwood | Isthmian League - South Central Division |
| 19 | Tue 24 Oct | 23-1 v Abbey RangersLeatherhead 3-1 Abbey Rangers | Surrey Senior Cup First Round |
| 20 | Sat 28 Oct | 20-4 v MarlowMarlow 4-0 Leatherhead | Isthmian League - South Central Division |
| 21 | Tue 7 Nov | 114-0 v ChipsteadChipstead 0-4 Leatherhead | Isthmian League - South Central Division |
| 22 | Sat 18 Nov | 3 1-0 v Ashford Town (Middx)Leatherhead 1-0 Ashford Town (Middx) | Isthmian League - South Central Division |
| 23 | Tue 21 Nov | 31-2 v Badshot LeaLeatherhead 1-2 Badshot Lea | Isthmian League - South Central Division |
| 24 | Sat 25 Nov | 32-0 v BinfieldBinfield 0-2 Leatherhead | Isthmian League - South Central Division |
| 25 | Sat 2 Dec | 111-0 v GuernseyLeatherhead 1-0 Guernsey | Isthmian League - South Central Division |
| 26 | Sat 16 Dec | 121-1 v Hanworth VillaLeatherhead 1-1 Hanworth Villa | Isthmian League - South Central Division |
| 27 | Tue 26 Dec | 31-0 v Corinthian-CasualsLeatherhead 1-0 Corinthian-Casuals | Isthmian League - South Central Division |
| 28 | Sat 30 Dec | 111-0 v Ascot UnitedLeatherhead 1-0 Ascot United | Isthmian League - South Central Division |
| 29 | Mon 1 Jan | 110-3 v WestfieldWestfield 3-0 Leatherhead | Isthmian League - South Central Division |
| 30 | Tue 9 Jan | 114-1 v Raynes Park ValeLeatherhead 4-1 Raynes Park Vale | Isthmian League - South Central Division |
| 31 | Sat 13 Jan | 112-1 v NorthwoodNorthwood 1-2 Leatherhead | Isthmian League - South Central Division |
| 32 | Tue 23 Jan | 111-1 v Hartley WintneyHartley Wintney 1-1 Leatherhead | Isthmian League - South Central Division |
| 33 | Sat 27 Jan | 32-0 v Thatcham TownThatcham Town 0-2 Leatherhead | Isthmian League - South Central Division |
| 34 | Tue 30 Jan | 31-2 v Chertsey TownChertsey Town 2-1 Leatherhead | Isthmian League - South Central Division |
| 35 | Sat 3 Feb | 114-0 v UxbridgeLeatherhead 4-0 Uxbridge | Isthmian League - South Central Division |
| 36 | Tue 6 Feb | 30-4 v South Park (Reigate)Leatherhead 0-4 South Park (Reigate) | Surrey Senior Cup Third Round |
| 37 | Tue 13 Feb | 31-0 v Sutton Common RoversLeatherhead 1-0 Sutton Common Rovers | Isthmian League - South Central Division |
| 38 | Sat 17 Feb | 3 0-2 v MarlowLeatherhead 0-2 Marlow | Isthmian League - South Central Division |
| 39 | Sat 24 Feb | 3 1-0 v Raynes Park ValeRaynes Park Vale 0-1 Leatherhead | Isthmian League - South Central Division |
| 40 | Tue 27 Feb | 21-1 v ChipsteadLeatherhead 1-1 Chipstead | Isthmian League - South Central Division |
| 41 | Sat 9 Mar | 112-1 v Metropolitan PoliceLeatherhead 2-1 Metropolitan Police | Isthmian League - South Central Division |
| 42 | Sat 16 Mar | 2 4-1 v GuernseyGuernsey 1-4 Leatherhead | Isthmian League - South Central Division |
| 43 | Tue 19 Mar | 21-0 v Ashford Town (Middx)Ashford Town (Middx) 0-1 Leatherhead | Isthmian League - South Central Division |
| 44 | Sat 23 Mar | 32-0 v BinfieldLeatherhead 2-0 Binfield | Isthmian League - South Central Division |
| 45 | Sat 30 Mar | 65-1 v South Park (Reigate)Leatherhead 5-1 South Park (Reigate) | Isthmian League - South Central Division |
| 46 | Mon 1 Apr | 11 3-2 v Corinthian-CasualsCorinthian-Casuals 2-3 Leatherhead | Isthmian League - South Central Division |
| 47 | Sat 6 Apr | 60-1 v SouthallSouthall 1-0 Leatherhead | Isthmian League - South Central Division |
| 48 | Thu 18 Apr | 63-2 v Badshot LeaBadshot Lea 2-3 Leatherhead | Isthmian League - South Central Division |
| 49 | Sat 20 Apr | 61-2 v Hanworth VillaHanworth Villa 2-1 Leatherhead | Isthmian League - South Central Division |
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