| 1 | Sat 9 Aug 2014 | 92-2 v Peacehaven & TelscombeLeatherhead 2-2 Peacehaven & Telscombe | Ryman League Premier Division |
| 2 | Wed 20 Aug 2014 | 91-2 v KingstonianLeatherhead 1-2 Kingstonian | Ryman League Premier Division |
| 3 | Sat 23 Aug 2014 | 92-1 v AFC HornchurchLeatherhead 2-1 AFC Hornchurch | Ryman League Premier Division |
| 4 | Wed 3 Sep 2014 | 90-1 v Billericay TownLeatherhead 0-1 Billericay Town | Ryman League Premier Division |
| 5 | Sat 6 Sep 2014 | 91-2 v Tonbridge AngelsLeatherhead 1-2 Tonbridge Angels | Ryman League Premier Division |
| 6 | Sat 13 Sep 2014 | 91-2 v Faversham TownLeatherhead 1-2 Faversham Town | FA Cup First Qualifying Round |
| 7 | Sat 20 Sep 2014 | 90-2 v Enfield TownLeatherhead 0-2 Enfield Town | Ryman League Premier Division |
| 8 | Tue 30 Sep 2014 | 125-1 v Hampton & Richmond BoroughHampton & Richmond Borough 1-5 Leatherhead | Ryman League Premier Division |
| 9 | Sat 4 Oct 2014 | 121-2 v Witham TownLeatherhead 1-2 Witham Town | Ryman League Premier Division |
| 10 | Sat 18 Oct 2014 | 92-0 v Wingate & FinchleyLeatherhead 2-0 Wingate & Finchley | Ryman League Premier Division |
| 11 | Sat 25 Oct 2014 | 90-1 v MargateMargate 1-0 Leatherhead | Ryman League Premier Division |
| 12 | Sat 1 Nov 2014 | 91-1 v Canvey IslandCanvey Island 1-1 Leatherhead | FA Trophy First Qualifying Round |
| 13 | Wed 5 Nov 2014 | 92-2 v Canvey IslandLeatherhead 2-2 Canvey Island | FA Trophy First Qualifying Round Replay |
| 14 | Sat 8 Nov 2014 | 90-1 v LewesLeatherhead 0-1 Lewes | Ryman League Premier Division |
| 15 | Sat 15 Nov 2014 | 94-1 v WhyteleafeWhyteleafe 1-4 Leatherhead | FA Trophy Second Qualifying Round |
| 16 | Sat 29 Nov 2014 | 92-3 v Burgess Hill TownBurgess Hill Town 3-2 Leatherhead | FA Trophy Third Qualifying Round |
| 17 | Sat 6 Dec 2014 | 122-2 v KingstonianKingstonian 2-2 Leatherhead | Ryman League Premier Division |
| 18 | Tue 9 Dec 2014 | 91-2 v Maidstone UnitedMaidstone United 2-1 Leatherhead | Ryman League Premier Division |
| 19 | Sat 13 Dec 2014 | 123-1 v Grays AthleticLeatherhead 3-1 Grays Athletic | Ryman League Premier Division |
| 20 | Sat 20 Dec 2014 | 122-1 v LeistonLeiston 1-2 Leatherhead | Ryman League Premier Division |
| 21 | Fri 26 Dec 2014 | 120-1 v VCD AthleticLeatherhead 0-1 VCD Athletic | Ryman League Premier Division |
| 22 | Thu 1 Jan 2015 | 121-4 v Dulwich HamletDulwich Hamlet 4-1 Leatherhead | Ryman League Premier Division |
| 23 | Wed 7 Jan 2015 | 94-3 v Bognor Regis TownLeatherhead 4-3 Bognor Regis Town | Ryman League Premier Division |
| 24 | Sat 10 Jan 2015 | 91-1 v Metropolitan PoliceLeatherhead 1-1 Metropolitan Police | Ryman League Premier Division |
| 25 | Sat 17 Jan 2015 | 90-2 v Billericay TownBillericay Town 2-0 Leatherhead | Ryman League Premier Division |
| 26 | Sat 24 Jan 2015 | 93-0 v Tonbridge AngelsTonbridge Angels 0-3 Leatherhead | Ryman League Premier Division |
| 27 | Sat 7 Feb 2015 | 93-2 v Witham TownWitham Town 2-3 Leatherhead | Ryman League Premier Division |
| 28 | Sat 14 Feb 2015 | 93-1 v Hampton & Richmond BoroughLeatherhead 3-1 Hampton & Richmond Borough | Ryman League Premier Division |
| 29 | Wed 25 Feb 2015 | 124-0 v Bury TownLeatherhead 4-0 Bury Town | Ryman League Premier Division |
| 30 | Sat 28 Feb 2015 | 122-1 v East Thurrock UnitedLeatherhead 2-1 East Thurrock United | Ryman League Premier Division |
| 31 | Tue 3 Mar 2015 | 123-1 v AFC HornchurchAFC Hornchurch 1-3 Leatherhead | Ryman League Premier Division |
| 32 | Sat 7 Mar 2015 | 121-0 v Canvey IslandLeatherhead 1-0 Canvey Island | Ryman League Premier Division |
| 33 | Sat 14 Mar 2015 | 91-3 v Enfield TownEnfield Town 3-1 Leatherhead | Ryman League Premier Division |
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