| 1 | Sat 15 Aug 2020 | 31-0 v VCD AthleticVCD Athletic 0-1 Leatherhead | Friendly |
| 2 | Sat 22 Aug 2020 | 114-0 v Epsom & EwellLeatherhead 4-0 Epsom & Ewell | Friendly |
| 3 | Mon 31 Aug 2020 | 30-2 v Dorking WanderersLeatherhead 0-2 Dorking Wanderers | Friendly |
| 4 | Wed 2 Sep 2020 | 170-0 v FarnboroughFarnborough 0-0 Leatherhead | Friendly |
| 5 | Sat 5 Sep 2020 | 35-0 v Staines TownLeatherhead 5-0 Staines Town | Friendly |
| 6 | Tue 8 Sep 2020 | 144-3 v WhyteleafeWhyteleafe 3-4 Leatherhead | Friendly |
| 7 | Sat 19 Sep 2020 | 81-1 v HorshamLeatherhead 1-1 Horsham | Isthmian League - Premier Division |
| 8 | Tue 22 Sep 2020 | 30-0 v Chertsey TownChertsey Town 0-0 Leatherhead | Emirates FA Cup First Qualifying Round |
| 9 | Mon 28 Sep 2020 | 151-0 v Haringey BoroughHaringey Borough 0-1 Leatherhead | Isthmian League - Premier Division |
| 10 | Sat 3 Oct 2020 | 150-0 v MargateLeatherhead 0-0 Margate | Isthmian League - Premier Division |
| 11 | Tue 6 Oct 2020 | 154-3 v WorthingLeatherhead 4-3 Worthing | Isthmian League - Premier Division |
| 12 | Tue 20 Oct 2020 | 160-3 v Brightlingsea RegentBrightlingsea Regent 3-0 Leatherhead | Isthmian League - Premier Division |
| 13 | Sat 24 Oct 2020 | 110-0 v Corinthian-CasualsCorinthian-Casuals 0-0 Leatherhead | Isthmian League - Premier Division |
| 14 | Sat 31 Oct 2020 | 2 3-1 v Potters Bar TownLeatherhead 3-1 Potters Bar Town | Buildbase FA Trophy Third Qualifying Round |
| 15 | Tue 8 Dec 2020 | 8 0-1 v Felixstowe & Walton UnitedLeatherhead 0-1 Felixstowe & Walton United | Buildbase FA Trophy First Round |
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