| 1 | 9/11/2019 | 81-6 v Cray WanderersCray Wanderers 6-1 Cheshunt | BetVictor Isthmian Premier Division |
| 2 | 16/11/2019 | 8 0-1 v Carshalton AthleticCheshunt 0-1 Carshalton Athletic | BetVictor Isthmian Premier Division |
| 3 | 30/11/2019 | 111-1 v Brightlingsea RegentBrightlingsea Regent 1-1 Cheshunt | BetVictor Isthmian Premier Division |
| 4 | 7/12/2019 | 80-1 v Bishop's StortfordCheshunt 0-1 Bishop's Stortford | BetVictor Isthmian Premier Division |
| 5 | 17/12/2019 | 143-1 v Colney HeathCheshunt 3-1 Colney Heath | Hertfordshire County Cup Second Round |
| 6 | 28/12/2019 | 141-3 v Corinthian-CasualsCorinthian-Casuals 3-1 Cheshunt | BetVictor Isthmian Premier Division |
| 7 | 4/1/2020 | 43-1 v KingstonianCheshunt 3-1 Kingstonian | BetVictor Isthmian Premier Division |
| 8 | 7/1/2020 | 42-1 v BarkingBarking 1-2 Cheshunt | Velocity Trophy |
| 9 | 11/1/2020 | 42-1 v Wingate & FinchleyWingate & Finchley 1-2 Cheshunt | BetVictor Isthmian Premier Division |
| 10 | 28/1/2020 | 121-1 v Bowers & PitseaCheshunt 1-1 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 11 | 1/2/2020 | 121-3 v LeatherheadCheshunt 1-3 Leatherhead | BetVictor Isthmian Premier Division |
| 12 | 4/2/2020 | 120-3 v HornchurchHornchurch 3-0 Cheshunt | BetVictor Isthmian Premier Division |
| 13 | 8/2/2020 | 26-1 v LewesLewes 1-6 Cheshunt | BetVictor Isthmian Premier Division |
| 14 | 11/2/2020 | 23-1 v WorthingWorthing 1-3 Cheshunt | Velocity Trophy Quarter Final |
| 15 | 18/2/2020 | 52-0 v London ColneyLondon Colney 0-2 Cheshunt | Hertfordshire County Cup Quarter Final |
| 16 | 22/2/2020 | 2 0-2 v HorshamHorsham 2-0 Cheshunt | BetVictor Isthmian Premier Division |
| 17 | 3/3/2020 | 160-1 v Hemel Hempstead TownCheshunt 0-1 Hemel Hempstead Town | Hertfordshire County Cup Semi Final |
| 18 | 11/3/2020 | 44-2 v KingstonianKingstonian 2-4 Cheshunt | BetVictor Isthmian Premier Division |
