| 1 | Sat 10 Aug 2019 | 2 1-4 v East Thurrock UnitedEast Thurrock United 4-1 Cheshunt |
| 2 | Tue 13 Aug 2019 | 7 2-0 v Potters Bar TownCheshunt 2-0 Potters Bar Town |
| 3 | Sat 31 Aug 2019 | 162-3 v Bishop's StortfordBishop's Stortford 3-2 Cheshunt |
| 4 | Sat 14 Sep 2019 | 31-2 v MargateCheshunt 1-2 Margate |
| 5 | Tue 17 Sep 2019 | 32-1 v Bognor Regis TownBognor Regis Town 1-2 Cheshunt |
| 6 | Tue 1 Oct 2019 | 31-0 v Wingate & FinchleyCheshunt 1-0 Wingate & Finchley |
| 7 | Sat 5 Oct 2019 | 30-3 v LeatherheadLeatherhead 3-0 Cheshunt |
| 8 | Sat 12 Oct 2019 | 2 1-2 v WorthingCheshunt 1-2 Worthing |
| 9 | Tue 15 Oct 2019 | 22-4 v Folkestone InvictaFolkestone Invicta 4-2 Cheshunt |
| 10 | Sat 19 Oct 2019 | 31-2 v Enfield TownEnfield Town 2-1 Cheshunt |
| 11 | Sat 2 Nov 2019 | 30-2 v LewesCheshunt 0-2 Lewes |
| 12 | Sat 9 Nov 2019 | 71-6 v Cray WanderersCray Wanderers 6-1 Cheshunt |
| 13 | Sat 16 Nov 2019 | 3 0-1 v Carshalton AthleticCheshunt 0-1 Carshalton Athletic |
| 14 | Sat 23 Nov 2019 | 33-0 v MersthamCheshunt 3-0 Merstham |
| 15 | Sat 30 Nov 2019 | 3 1-1 v Brightlingsea RegentBrightlingsea Regent 1-1 Cheshunt |
| 16 | Sat 28 Dec 2019 | 21-3 v Corinthian-CasualsCorinthian-Casuals 3-1 Cheshunt |
| 17 | Sat 4 Jan 2020 | 23-1 v KingstonianCheshunt 3-1 Kingstonian |
| 18 | Sat 7 Mar 2020 | 30-2 v Carshalton AthleticCarshalton Athletic 2-0 Cheshunt |
| 19 | Wed 11 Mar 2020 | 2 4-2 v KingstonianKingstonian 2-4 Cheshunt |
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