| 1 | 10/8/2019 | 121-4 v East Thurrock UnitedEast Thurrock United 4-1 Cheshunt | BetVictor Isthmian Premier Division |
| 2 | 13/8/2019 | 152-0 v Potters Bar TownCheshunt 2-0 Potters Bar Town | BetVictor Isthmian Premier Division |
| 3 | 17/8/2019 | 70-1 v Haringey BoroughCheshunt 0-1 Haringey Borough | BetVictor Isthmian Premier Division |
| 4 | 24/8/2019 | 151-0 v Stowmarket TownCheshunt 1-0 Stowmarket Town | Emirates FA Cup Preliminary Round |
| 5 | 7/9/2019 | 151-0 v Brightlingsea RegentCheshunt 1-0 Brightlingsea Regent | Emirates FA Cup First Qualifying Round |
| 6 | 17/9/2019 | 17 2-1 v Bognor Regis TownBognor Regis Town 1-2 Cheshunt | BetVictor Isthmian Premier Division |
| 7 | 21/9/2019 | 111-4 v Maidstone UnitedMaidstone United 4-1 Cheshunt | Emirates FA Cup Second Qualifying Round |
| 8 | 1/10/2019 | 151-0 v Wingate & FinchleyCheshunt 1-0 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 9 | 12/10/2019 | 111-2 v WorthingCheshunt 1-2 Worthing | BetVictor Isthmian Premier Division |
| 10 | 15/10/2019 | 112-4 v Folkestone InvictaFolkestone Invicta 4-2 Cheshunt | BetVictor Isthmian Premier Division |
| 11 | 19/10/2019 | 161-2 v Enfield TownEnfield Town 2-1 Cheshunt | BetVictor Isthmian Premier Division |
| 12 | 16/11/2019 | 110-1 v Carshalton AthleticCheshunt 0-1 Carshalton Athletic | BetVictor Isthmian Premier Division |
