| 1 | Sat 23 Nov 2019 | 14 2-1 v Bognor Regis TownTonbridge Angels 2-1 Bognor Regis Town | Buildbase FA Trophy Third Qualifying Round |
| 2 | Tue 3 Dec 2019 | 15 0-1 v Hungerford TownHungerford Town 1-0 Tonbridge Angels | Vanarama National League South |
| 3 | Sat 7 Dec 2019 | 83-2 v Billericay TownTonbridge Angels 3-2 Billericay Town | Vanarama National League South |
| 4 | Sat 14 Dec 2019 | 82-2 v Hampton & Richmond BoroughTonbridge Angels 2-2 Hampton & Richmond Borough | Buildbase FA Trophy First Round |
| 5 | Tue 17 Dec 2019 | 10 0-2 v Hampton & Richmond BoroughHampton & Richmond Borough 2-0 Tonbridge Angels | Buildbase FA Trophy First Round |
| 6 | Sat 21 Dec 2019 | 121-1 v Hemel Hempstead TownHemel Hempstead Town 1-1 Tonbridge Angels | Vanarama National League South |
| 7 | Sat 28 Dec 2019 | 100-3 v DartfordDartford 3-0 Tonbridge Angels | Vanarama National League South |
| 8 | Wed 1 Jan 2020 | 4 2-2 v Maidstone UnitedMaidstone United 2-2 Tonbridge Angels | Vanarama National League South |
| 9 | Sat 4 Jan 2020 | 4 3-2 v Chippenham TownTonbridge Angels 3-2 Chippenham Town | Vanarama National League South |
| 10 | Tue 11 Feb 2020 | 121-3 v Folkestone InvictaFolkestone Invicta 3-1 Tonbridge Angels | Kent Senior Cup Second Round |
| 11 | Mon 17 Feb 2020 | 81-3 v Chelmsford CityChelmsford City 3-1 Tonbridge Angels | Vanarama National League South |
| 12 | Sat 22 Feb 2020 | 123-0 v Oxford CityOxford City 0-3 Tonbridge Angels | Vanarama National League South |
| 13 | Sat 29 Feb 2020 | 121-0 v Dulwich HamletDulwich Hamlet 0-1 Tonbridge Angels | Vanarama National League South |
| 14 | Sat 14 Mar 2020 | 83-3 v Concord RangersConcord Rangers 3-3 Tonbridge Angels | Vanarama National League South |
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