| 1 | Tue 31 Jul 2018 | 31-2 v VCD AthleticVCD Athletic 2-1 Leatherhead | Friendly |
| 2 | Wed 15 Aug 2018 | 51-1 v WhitehawkLeatherhead 1-1 Whitehawk | Bostik League Premier Division |
| 3 | Sat 18 Aug 2018 | 32-1 v Haringey BoroughLeatherhead 2-1 Haringey Borough | Bostik League Premier Division |
| 4 | Sat 25 Aug 2018 | 31-1 v Bishop's StortfordBishop's Stortford 1-1 Leatherhead | Bostik League Premier Division |
| 5 | Mon 27 Aug 2018 | 31-2 v Carshalton AthleticCarshalton Athletic 2-1 Leatherhead | Bostik League Premier Division |
| 6 | Sat 1 Sep 2018 | 31-3 v Harlow TownLeatherhead 1-3 Harlow Town | Bostik League Premier Division |
| 7 | Sat 8 Sep 2018 | 22-0 v Herne BayLeatherhead 2-0 Herne Bay | Emirates FA Cup First Qualifying Round |
| 8 | Wed 12 Sep 2018 | 50-1 v WorthingLeatherhead 0-1 Worthing | Velocity Trophy First Round |
| 9 | Sat 15 Sep 2018 | 141-0 v Potters Bar TownPotters Bar Town 0-1 Leatherhead | Bostik League Premier Division |
| 10 | Sat 22 Sep 2018 | 126-0 v Haverhill RoversHaverhill Rovers 0-6 Leatherhead | Emirates FA Cup Second Qualifying Round |
| 11 | Sat 29 Sep 2018 | 121-1 v WorthingWorthing 1-1 Leatherhead | Bostik League Premier Division |
| 12 | Sat 6 Oct 2018 | 21-1 v Hanwell TownLeatherhead 1-1 Hanwell Town | Emirates FA Cup Third Qualifying Round |
| 13 | Sat 27 Oct 2018 | 21-5 v Folkestone InvictaFolkestone Invicta 5-1 Leatherhead | Buildbase FA Trophy First Qualifying Round |
| 14 | Sat 3 Nov 2018 | 172-2 v Bognor Regis TownLeatherhead 2-2 Bognor Regis Town | Bostik League Premier Division |
| 15 | Mon 5 Nov 2018 | 32-2 v Carshalton AthleticCarshalton Athletic 2-2 Leatherhead | Surrey Senior Cup First Round |
| 16 | Wed 14 Nov 2018 | 42-1 v KingstonianLeatherhead 2-1 Kingstonian | Bostik League Premier Division |
| 17 | Sat 17 Nov 2018 | 44-1 v Enfield TownLeatherhead 4-1 Enfield Town | Bostik League Premier Division |
| 18 | Wed 21 Nov 2018 | 23-0 v Burgess Hill TownLeatherhead 3-0 Burgess Hill Town | Bostik League Premier Division |
| 19 | Sat 24 Nov 2018 | 152-0 v Tonbridge AngelsTonbridge Angels 0-2 Leatherhead | Bostik League Premier Division |
| 20 | Wed 28 Nov 2018 | 151-2 v Corinthian-CasualsLeatherhead 1-2 Corinthian-Casuals | Bostik League Premier Division |
| 21 | Sat 1 Dec 2018 | 30-1 v LewesLewes 1-0 Leatherhead | Bostik League Premier Division |
| 22 | Sat 8 Dec 2018 | 30-1 v Brightlingsea RegentLeatherhead 0-1 Brightlingsea Regent | Bostik League Premier Division |
| 23 | Tue 11 Dec 2018 | 32-0 v MersthamMerstham 0-2 Leatherhead | Bostik League Premier Division |
| 24 | Sat 15 Dec 2018 | 32-2 v Harlow TownHarlow Town 2-2 Leatherhead | Bostik League Premier Division |
| 25 | Sat 22 Dec 2018 | 30-2 v Folkestone InvictaFolkestone Invicta 2-0 Leatherhead | Bostik League Premier Division |
| 26 | Wed 26 Dec 2018 | 41-0 v Carshalton AthleticLeatherhead 1-0 Carshalton Athletic | Bostik League Premier Division |
| 27 | Sat 5 Jan 2019 | 32-1 v Potters Bar TownLeatherhead 2-1 Potters Bar Town | Bostik League Premier Division |
| 28 | Sat 26 Jan 2019 | 51-1 v MargateMargate 1-1 Leatherhead | Bostik League Premier Division |
| 29 | Sat 2 Feb 2019 | 142-1 v Wingate & FinchleyLeatherhead 2-1 Wingate & Finchley | Bostik League Premier Division |
| 30 | Tue 5 Feb 2019 | 122-0 v WhitehawkWhitehawk 0-2 Leatherhead | Bostik League Premier Division |
| 31 | Sat 23 Mar 2019 | 174-0 v Bognor Regis TownBognor Regis Town 0-4 Leatherhead | Bostik League Premier Division |
| 32 | Sat 30 Mar 2019 | 171-0 v Enfield TownEnfield Town 0-1 Leatherhead | Bostik League Premier Division |
| 33 | Sat 6 Apr 2019 | 171-0 v Tonbridge AngelsLeatherhead 1-0 Tonbridge Angels | Bostik League Premier Division |
| 34 | Sat 20 Apr 2019 | 120-1 v Brightlingsea RegentBrightlingsea Regent 1-0 Leatherhead | Bostik League Premier Division |
| 35 | Mon 22 Apr 2019 | 70-3 v Dorking WanderersLeatherhead 0-3 Dorking Wanderers | Bostik League Premier Division |
| 36 | Sat 27 Apr 2019 | 164-0 v KingstonianKingstonian 0-4 Leatherhead | Bostik League Premier Division |
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