| 1 | Sat 21 Sep | 122-1 v Sevenoaks TownSevenoaks Town 1-2 Leatherhead | Isuzu FA Trophy Second Qualifying Round |
| 2 | Sat 28 Sep | 160-1 v Hayes & Yeading UnitedLeatherhead 0-1 Hayes & Yeading United | Isthmian League - South Central Division |
| 3 | Sat 5 Oct | 161-2 v Hastings UnitedLeatherhead 1-2 Hastings United | Isuzu FA Trophy Third Qualifying Round |
| 4 | Tue 15 Oct | 126-1 v Rayners LaneLeatherhead 6-1 Rayners Lane | Isthmian League - South Central Division |
| 5 | Sat 19 Oct | 124-1 v Farnham TownLeatherhead 4-1 Farnham Town | Isthmian League - South Central Division |
| 6 | Tue 22 Oct | 124-0 v Ashford Town (Middx)Leatherhead 4-0 Ashford Town (Middx) | Isthmian League - South Central Division |
| 7 | Sat 26 Oct | 121-1 v Ascot UnitedAscot United 1-1 Leatherhead | Isthmian League - South Central Division |
| 8 | Sat 2 Nov | 120-1 v Raynes Park ValeLeatherhead 0-1 Raynes Park Vale | Isthmian League - South Central Division |
| 9 | Sat 9 Nov | 72-2 v Ashford Town (Middx)Ashford Town (Middx) 2-2 Leatherhead | Isthmian League - South Central Division |
| 10 | Sat 30 Nov | 72-0 v Metropolitan PoliceMetropolitan Police 0-2 Leatherhead | Isthmian League - South Central Division |
| 11 | Tue 3 Dec | 72-1 v South Park (Reigate)Leatherhead 2-1 South Park (Reigate) | Isthmian League - South Central Division |
| 12 | Sat 14 Dec | 180-1 v Sutton Common RoversSutton Common Rovers 1-0 Leatherhead | Isthmian League - South Central Division |
| 13 | Sat 21 Dec | 183-2 v Badshot LeaLeatherhead 3-2 Badshot Lea | Isthmian League - South Central Division |
| 14 | Mon 23 Dec | 182-2 v BinfieldBinfield 2-2 Leatherhead | Isthmian League - South Central Division |
| 15 | Sat 28 Dec | 72-1 v SouthallLeatherhead 2-1 Southall | Isthmian League - South Central Division |
| 16 | Tue 14 Jan | 76-0 v KnaphillKnaphill 0-6 Leatherhead | Surrey Senior Cup Second Round |
| 17 | Sat 18 Jan | 71-1 v KingstonianKingstonian 1-1 Leatherhead | Isthmian League - South Central Division |
| 18 | Tue 21 Jan | 72-1 v HorndeanLeatherhead 2-1 Horndean | Isthmian League - South Central Division |
| 19 | Sat 25 Jan | 73-2 v Metropolitan PoliceLeatherhead 3-2 Metropolitan Police | Isthmian League - South Central Division |
| 20 | Sat 1 Feb | 121-1 v HorndeanHorndean 1-1 Leatherhead | Isthmian League - South Central Division |
| 21 | Tue 4 Feb | 71-2 v WestfieldLeatherhead 1-2 Westfield | Isthmian League - South Central Division |
| 22 | Sat 8 Feb | 185-3 v Rayners LaneRayners Lane 3-5 Leatherhead | Isthmian League - South Central Division |
| 23 | Sat 15 Feb | 183-0 v Harrow BoroughLeatherhead 3-0 Harrow Borough | Isthmian League - South Central Division |
| 24 | Sat 22 Feb | 121-2 v Farnham TownFarnham Town 2-1 Leatherhead | Isthmian League - South Central Division |
| 25 | Sat 1 Mar | 73-0 v Ascot UnitedLeatherhead 3-0 Ascot United | Isthmian League - South Central Division |
| 26 | Tue 4 Mar | 71-0 v GuernseyLeatherhead 1-0 Guernsey | Isthmian League - South Central Division |
| 27 | Sat 8 Mar | 71-1 v Raynes Park ValeRaynes Park Vale 1-1 Leatherhead | Isthmian League - South Central Division |
| 28 | Tue 11 Mar | 70-0 v RedhillRedhill 0-0 Leatherhead | Surrey Senior Cup Quarter Final |
| 29 | Sat 15 Mar | 71-0 v Sutton Common RoversLeatherhead 1-0 Sutton Common Rovers | Isthmian League - South Central Division |
| 30 | Sat 22 Mar | 164-0 v Badshot LeaBadshot Lea 0-4 Leatherhead | Isthmian League - South Central Division |
| 31 | Tue 25 Mar | 160-1 v UxbridgeLeatherhead 0-1 Uxbridge | Isthmian League - South Central Division |
| 32 | Sat 5 Apr | 120-10 v UxbridgeUxbridge 10-0 Leatherhead | Isthmian League - South Central Division |
| 33 | Tue 15 Apr | 182-4 v Walton & HershamLeatherhead 2-4 Walton & Hersham | Surrey Senior Cup Semi Final |
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