| 1 | Sat 12 Oct | 52-2 v Harrow BoroughHarrow Borough 2-2 Leatherhead | Isthmian League - South Central Division |
| 2 | Tue 15 Oct | 56-1 v Rayners LaneLeatherhead 6-1 Rayners Lane | Isthmian League - South Central Division |
| 3 | Sat 19 Oct | 54-1 v Farnham TownLeatherhead 4-1 Farnham Town | Isthmian League - South Central Division |
| 4 | Tue 22 Oct | 54-0 v Ashford Town (Middx)Leatherhead 4-0 Ashford Town (Middx) | Isthmian League - South Central Division |
| 5 | Sat 26 Oct | 51-1 v Ascot UnitedAscot United 1-1 Leatherhead | Isthmian League - South Central Division |
| 6 | Sat 2 Nov | 50-1 v Raynes Park ValeLeatherhead 0-1 Raynes Park Vale | Isthmian League - South Central Division |
| 7 | Sat 9 Nov | 52-2 v Ashford Town (Middx)Ashford Town (Middx) 2-2 Leatherhead | Isthmian League - South Central Division |
| 8 | Tue 12 Nov | 52-1 v WestfieldLeatherhead 2-1 Westfield | Velocity Cup Third Round |
| 9 | Sat 16 Nov | 50-1 v MoneyfieldsLeatherhead 0-1 Moneyfields | Isthmian League - South Central Division |
| 10 | Sat 23 Nov | 52-2 v Hayes & Yeading UnitedHayes & Yeading United 2-2 Leatherhead | Isthmian League - South Central Division |
| 11 | Sat 30 Nov | 52-0 v Metropolitan PoliceMetropolitan Police 0-2 Leatherhead | Isthmian League - South Central Division |
| 12 | Tue 3 Dec | 52-1 v South Park (Reigate)Leatherhead 2-1 South Park (Reigate) | Isthmian League - South Central Division |
| 13 | Sat 14 Dec | 50-1 v Sutton Common RoversSutton Common Rovers 1-0 Leatherhead | Isthmian League - South Central Division |
| 14 | Mon 16 Dec | 51-1 v Carshalton AthleticCarshalton Athletic 1-1 Leatherhead | Velocity Cup Fourth Round |
| 15 | Mon 23 Dec | 52-2 v BinfieldBinfield 2-2 Leatherhead | Isthmian League - South Central Division |
| 16 | Sat 28 Dec | 52-1 v SouthallLeatherhead 2-1 Southall | Isthmian League - South Central Division |
| 17 | Sat 1 Feb | 51-1 v HorndeanHorndean 1-1 Leatherhead | Isthmian League - South Central Division |
| 18 | Tue 4 Feb | 51-2 v WestfieldLeatherhead 1-2 Westfield | Isthmian League - South Central Division |
| 19 | Tue 18 Feb | 52-2 v HendonLeatherhead 2-2 Hendon | Velocity Cup Quarter Final |
| 20 | Sat 22 Feb | 151-2 v Farnham TownFarnham Town 2-1 Leatherhead | Isthmian League - South Central Division |
| 21 | Sat 1 Mar | 53-0 v Ascot UnitedLeatherhead 3-0 Ascot United | Isthmian League - South Central Division |
| 22 | Tue 4 Mar | 5 1-0 v GuernseyLeatherhead 1-0 Guernsey | Isthmian League - South Central Division |
| 23 | Sat 8 Mar | 51-1 v Raynes Park ValeRaynes Park Vale 1-1 Leatherhead | Isthmian League - South Central Division |
| 24 | Sat 15 Mar | 51-0 v Sutton Common RoversLeatherhead 1-0 Sutton Common Rovers | Isthmian League - South Central Division |
| 25 | Tue 18 Mar | 51-0 v Hanworth VillaHanworth Villa 0-1 Leatherhead | Isthmian League - South Central Division |
| 26 | Sat 22 Mar | 54-0 v Badshot LeaBadshot Lea 0-4 Leatherhead | Isthmian League - South Central Division |
| 27 | Sat 29 Mar | 53-2 v KingstonianLeatherhead 3-2 Kingstonian | Isthmian League - South Central Division |
| 28 | Sat 5 Apr | 50-10 v UxbridgeUxbridge 10-0 Leatherhead | Isthmian League - South Central Division |
| 29 | Sat 12 Apr | 52-1 v Hanworth VillaLeatherhead 2-1 Hanworth Villa | Isthmian League - South Central Division |
| 30 | Sat 19 Apr | 51-3 v South Park (Reigate)South Park (Reigate) 3-1 Leatherhead | Isthmian League - South Central Division |
| 31 | Sat 26 Apr | 52-0 v Hartley WintneyHartley Wintney 0-2 Leatherhead | Isthmian League - South Central Division |
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