| 1 | 10/8/2019 | 81-1 v LewesLewes 1-1 Enfield Town | BetVictor Isthmian Premier Division |
| 2 | 13/8/2019 | 85-0 v Bishop's StortfordEnfield Town 5-0 Bishop's Stortford | BetVictor Isthmian Premier Division |
| 3 | 17/8/2019 | 71-4 v HorshamEnfield Town 1-4 Horsham | BetVictor Isthmian Premier Division |
| 4 | 24/8/2019 | 82-1 v LeatherheadLeatherhead 1-2 Enfield Town | BetVictor Isthmian Premier Division |
| 5 | 26/8/2019 | 82-2 v Potters Bar TownEnfield Town 2-2 Potters Bar Town | BetVictor Isthmian Premier Division |
| 6 | 31/8/2019 | 71-0 v Bowers & PitseaBowers & Pitsea 0-1 Enfield Town | BetVictor Isthmian Premier Division |
| 7 | 7/9/2019 | 71-0 v AFC Rushden & DiamondsEnfield Town 1-0 AFC Rushden & Diamonds | Emirates FA Cup First Qualifying Round |
| 8 | 14/9/2019 | 103-1 v Corinthian-CasualsEnfield Town 3-1 Corinthian-Casuals | BetVictor Isthmian Premier Division |
| 9 | 21/9/2019 | 82-0 v Braintree TownEnfield Town 2-0 Braintree Town | Emirates FA Cup Second Qualifying Round |
| 10 | 28/9/2019 | 82-0 v MersthamEnfield Town 2-0 Merstham | BetVictor Isthmian Premier Division |
| 11 | 1/10/2019 | 102-0 v Brightlingsea RegentBrightlingsea Regent 0-2 Enfield Town | BetVictor Isthmian Premier Division |
| 12 | 5/10/2019 | 100-1 v Chichester CityChichester City 1-0 Enfield Town | Emirates FA Cup Third Qualifying Round |
| 13 | 12/10/2019 | 85-3 v Cray WanderersCray Wanderers 3-5 Enfield Town | BetVictor Isthmian Premier Division |
