| 1 | Sat 10 Aug 2019 | 9 1-1 v HorshamHorsham 1-1 Leatherhead |
| 2 | Tue 13 Aug 2019 | 92-3 v Haringey BoroughLeatherhead 2-3 Haringey Borough |
| 3 | Sat 17 Aug 2019 | 91-1 v Folkestone InvictaFolkestone Invicta 1-1 Leatherhead |
| 4 | Sat 24 Aug 2019 | 91-2 v Enfield TownLeatherhead 1-2 Enfield Town |
| 5 | Mon 26 Aug 2019 | 110-1 v Carshalton AthleticCarshalton Athletic 1-0 Leatherhead |
| 6 | Sat 31 Aug 2019 | 91-4 v LewesLeatherhead 1-4 Lewes |
| 7 | Sat 14 Sep 2019 | 105-5 v WorthingWorthing 5-5 Leatherhead |
| 8 | Sat 28 Sep 2019 | 101-0 v Bowers & PitseaLeatherhead 1-0 Bowers & Pitsea |
| 9 | Tue 1 Oct 2019 | 121-5 v Bognor Regis TownBognor Regis Town 5-1 Leatherhead |
| 10 | Sat 5 Oct 2019 | 113-0 v CheshuntLeatherhead 3-0 Cheshunt |
| 11 | Sat 12 Oct 2019 | 114-1 v MersthamMerstham 1-4 Leatherhead |
| 12 | Sat 19 Oct 2019 | 112-1 v HornchurchLeatherhead 2-1 Hornchurch |
| 13 | Sat 2 Nov 2019 | 111-0 v Bishop's StortfordBishop's Stortford 0-1 Leatherhead |
| 14 | Tue 12 Nov 2019 | 112-1 v Corinthian-CasualsLeatherhead 2-1 Corinthian-Casuals |
| 15 | Sat 16 Nov 2019 | 170-3 v East Thurrock UnitedEast Thurrock United 3-0 Leatherhead |
| 16 | Sat 7 Dec 2019 | 124-0 v MersthamKingstonian 4-0 Merstham |
| 17 | Sat 28 Dec 2019 | 122-1 v Potters Bar TownPotters Bar Town 1-2 Kingstonian |
| 18 | Wed 1 Jan 2020 | 122-1 v Bishop's StortfordBishop's Stortford 1-2 Kingstonian |
| 19 | Sat 4 Jan 2020 | 121-3 v CheshuntCheshunt 3-1 Kingstonian |
| 20 | Sat 18 Jan 2020 | 93-3 v East Thurrock UnitedEast Thurrock United 3-3 Kingstonian |
| 21 | Sat 25 Jan 2020 | 93-1 v Carshalton AthleticKingstonian 3-1 Carshalton Athletic |
| 22 | Wed 29 Jan 2020 | 90-0 v East Thurrock UnitedKingstonian 0-0 East Thurrock United |
| 23 | Sat 1 Feb 2020 | 9 1-1 v Bognor Regis TownBognor Regis Town 1-1 Kingstonian |
| 24 | Wed 5 Feb 2020 | 91-1 v HorshamKingstonian 1-1 Horsham |
| 25 | Sat 8 Feb 2020 | 92-1 v Brightlingsea RegentKingstonian 2-1 Brightlingsea Regent |
| 26 | Tue 11 Feb 2020 | 91-1 v LeatherheadLeatherhead 1-1 Kingstonian |
| 27 | Sat 15 Feb 2020 | 9 0-0 v Cray WanderersCray Wanderers 0-0 Kingstonian |
| 28 | Sat 22 Feb 2020 | 9 0-0 v WorthingKingstonian 0-0 Worthing |
| 29 | Wed 26 Feb 2020 | 93-1 v Corinthian-CasualsKingstonian 3-1 Corinthian-Casuals |
| 30 | Sat 7 Mar 2020 | 92-1 v LewesLewes 1-2 Kingstonian |
| 31 | Wed 11 Mar 2020 | 92-4 v CheshuntKingstonian 2-4 Cheshunt |
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