| 1 | 12/9/2018 | 20-1 v WorthingLeatherhead 0-1 Worthing | Velocity Trophy First Round |
| 2 | 15/9/2018 | 21-0 v Potters Bar TownPotters Bar Town 0-1 Leatherhead | Bostik League Premier Division |
| 3 | 22/9/2018 | 26-0 v Haverhill RoversHaverhill Rovers 0-6 Leatherhead | Emirates FA Cup Second Qualifying Round |
| 4 | 29/9/2018 | 21-1 v WorthingWorthing 1-1 Leatherhead | Bostik League Premier Division |
| 5 | 9/10/2018 | 2 0-0 v Hanwell TownHanwell Town 0-0 Leatherhead | Emirates FA Cup Third Qualifying Round |
| 6 | 13/10/2018 | 20-1 v Wingate & FinchleyWingate & Finchley 1-0 Leatherhead | Bostik League Premier Division |
| 7 | 20/10/2018 | 21-1 v Hitchin TownHitchin Town 1-1 Leatherhead | Emirates FA Cup Fourth Qualifying Round |
| 8 | 24/10/2018 | 2 1-2 v Hitchin TownLeatherhead 1-2 Hitchin Town | Emirates FA Cup Fourth Qualifying Round |
| 9 | 27/10/2018 | 31-5 v Folkestone InvictaFolkestone Invicta 5-1 Leatherhead | Buildbase FA Trophy First Qualifying Round |
| 10 | 3/11/2018 | 32-2 v Bognor Regis TownLeatherhead 2-2 Bognor Regis Town | Bostik League Premier Division |
| 11 | 10/11/2018 | 30-1 v MargateLeatherhead 0-1 Margate | Bostik League Premier Division |
| 12 | 14/11/2018 | 32-1 v KingstonianLeatherhead 2-1 Kingstonian | Bostik League Premier Division |
| 13 | 17/11/2018 | 34-1 v Enfield TownLeatherhead 4-1 Enfield Town | Bostik League Premier Division |
| 14 | 21/11/2018 | 33-0 v Burgess Hill TownLeatherhead 3-0 Burgess Hill Town | Bostik League Premier Division |
| 15 | 24/11/2018 | 3 2-0 v Tonbridge AngelsTonbridge Angels 0-2 Leatherhead | Bostik League Premier Division |
| 16 | 28/11/2018 | 31-2 v Corinthian-CasualsLeatherhead 1-2 Corinthian-Casuals | Bostik League Premier Division |
| 17 | 22/12/2018 | 140-2 v Folkestone InvictaFolkestone Invicta 2-0 Leatherhead | Bostik League Premier Division |
| 18 | 29/12/2018 | 20-2 v Dorking WanderersDorking Wanderers 2-0 Leatherhead | Bostik League Premier Division |
