| 1 | 14/9/2019 | 173-1 v Corinthian-CasualsEnfield Town 3-1 Corinthian-Casuals | BetVictor Isthmian Premier Division |
| 2 | 21/9/2019 | 15 2-0 v Braintree TownEnfield Town 2-0 Braintree Town | Emirates FA Cup Second Qualifying Round |
| 3 | 28/9/2019 | 7 2-0 v MersthamEnfield Town 2-0 Merstham | BetVictor Isthmian Premier Division |
| 4 | 1/10/2019 | 142-0 v Brightlingsea RegentBrightlingsea Regent 0-2 Enfield Town | BetVictor Isthmian Premier Division |
| 5 | 5/10/2019 | 150-1 v Chichester CityChichester City 1-0 Enfield Town | Emirates FA Cup Third Qualifying Round |
| 6 | 12/10/2019 | 155-3 v Cray WanderersCray Wanderers 3-5 Enfield Town | BetVictor Isthmian Premier Division |
| 7 | 15/10/2019 | 80-1 v NorthwoodEnfield Town 0-1 Northwood | Middlesex County Cup First Round |
| 8 | 12/11/2019 | 124-2 v Broadfields UnitedEnfield Town 4-2 Broadfields United | Middlesex County Cup Second Round |
| 9 | 16/11/2019 | 15 1-3 v Folkestone InvictaEnfield Town 1-3 Folkestone Invicta | BetVictor Isthmian Premier Division |
| 10 | 23/11/2019 | 174-3 v Maldon & TiptreeEnfield Town 4-3 Maldon & Tiptree | Buildbase FA Trophy Third Qualifying Round |
| 11 | 7/12/2019 | 150-4 v Bowers & PitseaEnfield Town 0-4 Bowers & Pitsea | BetVictor Isthmian Premier Division |
| 12 | 14/12/2019 | 110-2 v Ebbsfleet UnitedEnfield Town 0-2 Ebbsfleet United | Buildbase FA Trophy First Round |
| 13 | 17/12/2019 | 112-3 v WorthingWorthing 3-2 Enfield Town | BetVictor Isthmian Premier Division |
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