| 1 | 3/8/2019 | 1 1-2 v Dulwich HamletTonbridge Angels 1-2 Dulwich Hamlet | Vanarama National League South |
| 2 | 26/8/2019 | 12-4 v Welling UnitedWelling United 4-2 Tonbridge Angels | Vanarama National League South |
| 3 | 31/8/2019 | 11-1 v WeymouthTonbridge Angels 1-1 Weymouth | Vanarama National League South |
| 4 | 3/9/2019 | 13-2 v DartfordTonbridge Angels 3-2 Dartford | Vanarama National League South |
| 5 | 7/9/2019 | 11-2 v Chippenham TownChippenham Town 2-1 Tonbridge Angels | Vanarama National League South |
| 6 | 14/9/2019 | 10-2 v Hemel Hempstead TownTonbridge Angels 0-2 Hemel Hempstead Town | Vanarama National League South |
| 7 | 21/9/2019 | 11-2 v Eastbourne BoroughTonbridge Angels 1-2 Eastbourne Borough | Emirates FA Cup Second Qualifying Round |
| 8 | 28/9/2019 | 10-1 v Hampton & Richmond BoroughHampton & Richmond Borough 1-0 Tonbridge Angels | Vanarama National League South |
| 9 | 12/10/2019 | 15-1 v Braintree TownTonbridge Angels 5-1 Braintree Town | Vanarama National League South |
| 10 | 19/10/2019 | 11-2 v Chelmsford CityTonbridge Angels 1-2 Chelmsford City | Vanarama National League South |
| 11 | 26/10/2019 | 11-3 v WealdstoneWealdstone 3-1 Tonbridge Angels | Vanarama National League South |
| 12 | 2/11/2019 | 14-4 v Oxford CityTonbridge Angels 4-4 Oxford City | Vanarama National League South |
