| 1 | Tue 30 Jul | 23-1 v Corinthian-CasualsCorinthian-Casuals 1-3 Leatherhead | Friendly |
| 2 | Sat 10 Aug | 51-1 v SouthallSouthall 1-1 Leatherhead | Isthmian League - South Central Division |
| 3 | Sat 17 Aug | 22-0 v Sevenoaks TownSevenoaks Town 0-2 Leatherhead | Emirates FA Cup Preliminary Round |
| 4 | Sat 24 Aug | 52-3 v Hartley WintneyLeatherhead 2-3 Hartley Wintney | Isthmian League - South Central Division |
| 5 | Mon 26 Aug | 51-3 v WestfieldWestfield 3-1 Leatherhead | Isthmian League - South Central Division |
| 6 | Sat 31 Aug | 52-2 v Dulwich HamletDulwich Hamlet 2-2 Leatherhead | Emirates FA Cup First Qualifying Round |
| 7 | Tue 3 Sep | 51-0 v Dulwich HamletLeatherhead 1-0 Dulwich Hamlet | Emirates FA Cup First Qualifying Round Replay |
| 8 | Sat 7 Sep | 51-0 v Hayes & Yeading UnitedHayes & Yeading United 0-1 Leatherhead | Isuzu FA Trophy First Qualifying Round |
| 9 | Wed 11 Sep | 53-0 v GuernseyGuernsey 0-3 Leatherhead | Isthmian League - South Central Division |
| 10 | Sat 14 Sep | 50-2 v DartfordDartford 2-0 Leatherhead | Emirates FA Cup Second Qualifying Round |
| 11 | Sat 21 Sep | 32-1 v Sevenoaks TownSevenoaks Town 1-2 Leatherhead | Isuzu FA Trophy Second Qualifying Round |
| 12 | Sat 28 Sep | 5 0-1 v Hayes & Yeading UnitedLeatherhead 0-1 Hayes & Yeading United | Isthmian League - South Central Division |
| 13 | Tue 1 Oct | 21-2 v MoneyfieldsMoneyfields 2-1 Leatherhead | Isthmian League - South Central Division |
| 14 | Sat 5 Oct | 51-2 v Hastings UnitedLeatherhead 1-2 Hastings United | Isuzu FA Trophy Third Qualifying Round |
| 15 | Sat 12 Oct | 22-2 v Harrow BoroughHarrow Borough 2-2 Leatherhead | Isthmian League - South Central Division |
| 16 | Tue 15 Oct | 66-1 v Rayners LaneLeatherhead 6-1 Rayners Lane | Isthmian League - South Central Division |
| 17 | Sat 19 Oct | 64-1 v Farnham TownLeatherhead 4-1 Farnham Town | Isthmian League - South Central Division |
| 18 | Sat 26 Oct | 61-1 v Ascot UnitedAscot United 1-1 Leatherhead | Isthmian League - South Central Division |
| 19 | Tue 12 Nov | 32-1 v WestfieldLeatherhead 2-1 Westfield | Velocity Cup Third Round |
| 20 | Sat 16 Nov | 20-1 v MoneyfieldsLeatherhead 0-1 Moneyfields | Isthmian League - South Central Division |
| 21 | Sat 23 Nov | 22-2 v Hayes & Yeading UnitedHayes & Yeading United 2-2 Leatherhead | Isthmian League - South Central Division |
| 22 | Sat 30 Nov | 62-0 v Metropolitan PoliceMetropolitan Police 0-2 Leatherhead | Isthmian League - South Central Division |
| 23 | Tue 3 Dec | 62-1 v South Park (Reigate)Leatherhead 2-1 South Park (Reigate) | Isthmian League - South Central Division |
| 24 | Sat 14 Dec | 60-1 v Sutton Common RoversSutton Common Rovers 1-0 Leatherhead | Isthmian League - South Central Division |
| 25 | Mon 16 Dec | 61-1 v Carshalton AthleticCarshalton Athletic 1-1 Leatherhead | Velocity Cup Fourth Round |
| 26 | Sat 21 Dec | 6 3-2 v Badshot LeaLeatherhead 3-2 Badshot Lea | Isthmian League - South Central Division |
| 27 | Mon 23 Dec | 6 2-2 v BinfieldBinfield 2-2 Leatherhead | Isthmian League - South Central Division |
| 28 | Sat 28 Dec | 62-1 v SouthallLeatherhead 2-1 Southall | Isthmian League - South Central Division |
| 29 | Tue 14 Jan | 66-0 v KnaphillKnaphill 0-6 Leatherhead | Surrey Senior Cup Second Round |
| 30 | Sat 18 Jan | 61-1 v KingstonianKingstonian 1-1 Leatherhead | Isthmian League - South Central Division |
| 31 | Sat 25 Jan | 63-2 v Metropolitan PoliceLeatherhead 3-2 Metropolitan Police | Isthmian League - South Central Division |
| 32 | Sat 1 Feb | 61-1 v HorndeanHorndean 1-1 Leatherhead | Isthmian League - South Central Division |
| 33 | Tue 4 Feb | 61-2 v WestfieldLeatherhead 1-2 Westfield | Isthmian League - South Central Division |
| 34 | Sat 8 Feb | 65-3 v Rayners LaneRayners Lane 3-5 Leatherhead | Isthmian League - South Central Division |
| 35 | Sat 15 Feb | 23-0 v Harrow BoroughLeatherhead 3-0 Harrow Borough | Isthmian League - South Central Division |
| 36 | Tue 18 Feb | 22-2 v HendonLeatherhead 2-2 Hendon | Velocity Cup Quarter Final |
| 37 | Sat 22 Feb | 21-2 v Farnham TownFarnham Town 2-1 Leatherhead | Isthmian League - South Central Division |
| 38 | Sat 1 Mar | 33-0 v Ascot UnitedLeatherhead 3-0 Ascot United | Isthmian League - South Central Division |
| 39 | Tue 4 Mar | 31-0 v GuernseyLeatherhead 1-0 Guernsey | Isthmian League - South Central Division |
| 40 | Sat 8 Mar | 31-1 v Raynes Park ValeRaynes Park Vale 1-1 Leatherhead | Isthmian League - South Central Division |
| 41 | Tue 11 Mar | 50-0 v RedhillRedhill 0-0 Leatherhead | Surrey Senior Cup Quarter Final |
| 42 | Sat 15 Mar | 31-0 v Sutton Common RoversLeatherhead 1-0 Sutton Common Rovers | Isthmian League - South Central Division |
| 43 | Tue 18 Mar | 21-0 v Hanworth VillaHanworth Villa 0-1 Leatherhead | Isthmian League - South Central Division |
| 44 | Tue 25 Mar | 5 0-1 v UxbridgeLeatherhead 0-1 Uxbridge | Isthmian League - South Central Division |
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