| 1 | 12/10/2019 | 115-3 v Cray WanderersCray Wanderers 3-5 Enfield Town | BetVictor Isthmian Premier Division |
| 2 | 19/10/2019 | 72-1 v CheshuntEnfield Town 2-1 Cheshunt | BetVictor Isthmian Premier Division |
| 3 | 22/10/2019 | 111-1 v HornchurchEnfield Town 1-1 Hornchurch | BetVictor Isthmian Premier Division |
| 4 | 26/10/2019 | 141-1 v Bishop's StortfordBishop's Stortford 1-1 Enfield Town | Buildbase FA Trophy First Qualifying Round |
| 5 | 29/10/2019 | 114-2 v Bishop's StortfordEnfield Town 4-2 Bishop's Stortford | Buildbase FA Trophy First Qualifying Round |
| 6 | 9/11/2019 | 75-0 v Thatcham TownEnfield Town 5-0 Thatcham Town | Buildbase FA Trophy Second Qualifying Round |
| 7 | 16/11/2019 | 111-3 v Folkestone InvictaEnfield Town 1-3 Folkestone Invicta | BetVictor Isthmian Premier Division |
| 8 | 20/11/2019 | 110-0 v KingstonianKingstonian 0-0 Enfield Town | BetVictor Isthmian Premier Division |
| 9 | 23/11/2019 | 74-3 v Maldon & TiptreeEnfield Town 4-3 Maldon & Tiptree | Buildbase FA Trophy Third Qualifying Round |
| 10 | 26/11/2019 | 142-1 v Carshalton AthleticEnfield Town 2-1 Carshalton Athletic | BetVictor Isthmian Premier Division |
| 11 | 30/11/2019 | 142-2 v Wingate & FinchleyEnfield Town 2-2 Wingate & Finchley | BetVictor Isthmian Premier Division |
| 12 | 14/12/2019 | 140-2 v Ebbsfleet UnitedEnfield Town 0-2 Ebbsfleet United | Buildbase FA Trophy First Round |
| 13 | 17/12/2019 | 142-3 v WorthingWorthing 3-2 Enfield Town | BetVictor Isthmian Premier Division |
| 14 | 7/1/2020 | 115-1 v Staines TownEnfield Town 5-1 Staines Town | Velocity Trophy |
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