| 1 | Sat 12 Oct | 192-2 v Harrow BoroughHarrow Borough 2-2 Leatherhead | Isthmian League - South Central Division |
| 2 | Tue 15 Oct | 106-1 v Rayners LaneLeatherhead 6-1 Rayners Lane | Isthmian League - South Central Division |
| 3 | Sat 19 Oct | 104-1 v Farnham TownLeatherhead 4-1 Farnham Town | Isthmian League - South Central Division |
| 4 | Tue 22 Oct | 94-0 v Ashford Town (Middx)Leatherhead 4-0 Ashford Town (Middx) | Isthmian League - South Central Division |
| 5 | Sat 26 Oct | 91-1 v Ascot UnitedAscot United 1-1 Leatherhead | Isthmian League - South Central Division |
| 6 | Sat 2 Nov | 110-1 v Raynes Park ValeLeatherhead 0-1 Raynes Park Vale | Isthmian League - South Central Division |
| 7 | Sat 9 Nov | 9 2-2 v Ashford Town (Middx)Ashford Town (Middx) 2-2 Leatherhead | Isthmian League - South Central Division |
| 8 | Tue 12 Nov | 92-1 v WestfieldLeatherhead 2-1 Westfield | Velocity Cup Third Round |
| 9 | Sat 30 Nov | 92-0 v Metropolitan PoliceMetropolitan Police 0-2 Leatherhead | Isthmian League - South Central Division |
| 10 | Tue 3 Dec | 92-1 v South Park (Reigate)Leatherhead 2-1 South Park (Reigate) | Isthmian League - South Central Division |
| 11 | Sat 14 Dec | 90-1 v Sutton Common RoversSutton Common Rovers 1-0 Leatherhead | Isthmian League - South Central Division |
| 12 | Mon 16 Dec | 181-1 v Carshalton AthleticCarshalton Athletic 1-1 Leatherhead | Velocity Cup Fourth Round |
| 13 | Sat 21 Dec | 203-2 v Badshot LeaLeatherhead 3-2 Badshot Lea | Isthmian League - South Central Division |
| 14 | Mon 23 Dec | 202-2 v BinfieldBinfield 2-2 Leatherhead | Isthmian League - South Central Division |
| 15 | Sat 28 Dec | 112-1 v SouthallLeatherhead 2-1 Southall | Isthmian League - South Central Division |
| 16 | Tue 14 Jan | 116-0 v KnaphillKnaphill 0-6 Leatherhead | Surrey Senior Cup Second Round |
| 17 | Sat 18 Jan | 111-1 v KingstonianKingstonian 1-1 Leatherhead | Isthmian League - South Central Division |
| 18 | Tue 21 Jan | 92-1 v HorndeanLeatherhead 2-1 Horndean | Isthmian League - South Central Division |
| 19 | Sat 25 Jan | 103-2 v Metropolitan PoliceLeatherhead 3-2 Metropolitan Police | Isthmian League - South Central Division |
| 20 | Sat 1 Feb | 191-1 v HorndeanHorndean 1-1 Leatherhead | Isthmian League - South Central Division |
| 21 | Tue 4 Feb | 111-2 v WestfieldLeatherhead 1-2 Westfield | Isthmian League - South Central Division |
| 22 | Sat 8 Feb | 115-3 v Rayners LaneRayners Lane 3-5 Leatherhead | Isthmian League - South Central Division |
| 23 | Sat 12 Apr | 112-1 v Hanworth VillaLeatherhead 2-1 Hanworth Villa | Isthmian League - South Central Division |
| 24 | Tue 15 Apr | 112-4 v Walton & HershamLeatherhead 2-4 Walton & Hersham | Surrey Senior Cup Semi Final |
| 25 | Sat 19 Apr | 111-3 v South Park (Reigate)South Park (Reigate) 3-1 Leatherhead | Isthmian League - South Central Division |
| 26 | Mon 21 Apr | 114-1 v BinfieldLeatherhead 4-1 Binfield | Isthmian League - South Central Division |
| 27 | Sat 26 Apr | 112-0 v Hartley WintneyHartley Wintney 0-2 Leatherhead | Isthmian League - South Central Division |
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