| 1 | 3/8/2019 | 2 1-2 v Dulwich HamletTonbridge Angels 1-2 Dulwich Hamlet | Vanarama National League South |
| 2 | 6/8/2019 | 20-2 v Eastbourne BoroughEastbourne Borough 2-0 Tonbridge Angels | Vanarama National League South |
| 3 | 10/8/2019 | 21-3 v Dorking WanderersDorking Wanderers 3-1 Tonbridge Angels | Vanarama National League South |
| 4 | 13/8/2019 | 151-0 v Concord RangersTonbridge Angels 1-0 Concord Rangers | Vanarama National League South |
| 5 | 17/8/2019 | 2 0-0 v Bath CityBath City 0-0 Tonbridge Angels | Vanarama National League South |
| 6 | 26/8/2019 | 22-4 v Welling UnitedWelling United 4-2 Tonbridge Angels | Vanarama National League South |
| 7 | 31/8/2019 | 21-1 v WeymouthTonbridge Angels 1-1 Weymouth | Vanarama National League South |
| 8 | 3/9/2019 | 23-2 v DartfordTonbridge Angels 3-2 Dartford | Vanarama National League South |
| 9 | 7/9/2019 | 21-2 v Chippenham TownChippenham Town 2-1 Tonbridge Angels | Vanarama National League South |
| 10 | 14/9/2019 | 20-2 v Hemel Hempstead TownTonbridge Angels 0-2 Hemel Hempstead Town | Vanarama National League South |
| 11 | 21/9/2019 | 21-2 v Eastbourne BoroughTonbridge Angels 1-2 Eastbourne Borough | Emirates FA Cup Second Qualifying Round |
| 12 | 12/10/2019 | 145-1 v Braintree TownTonbridge Angels 5-1 Braintree Town | Vanarama National League South |
| 13 | 19/10/2019 | 141-2 v Chelmsford CityTonbridge Angels 1-2 Chelmsford City | Vanarama National League South |
| 14 | 26/10/2019 | 21-3 v WealdstoneWealdstone 3-1 Tonbridge Angels | Vanarama National League South |
| 15 | 2/11/2019 | 164-4 v Oxford CityTonbridge Angels 4-4 Oxford City | Vanarama National League South |
