| 1 | Sat 3 Aug 2019 | 2 1-2 v Dulwich HamletTonbridge Angels 1-2 Dulwich Hamlet | Vanarama National League South |
| 2 | Tue 6 Aug 2019 | 20-2 v Eastbourne BoroughEastbourne Borough 2-0 Tonbridge Angels | Vanarama National League South |
| 3 | Sat 10 Aug 2019 | 21-3 v Dorking WanderersDorking Wanderers 3-1 Tonbridge Angels | Vanarama National League South |
| 4 | Sat 17 Aug 2019 | 2 0-0 v Bath CityBath City 0-0 Tonbridge Angels | Vanarama National League South |
| 5 | Mon 26 Aug 2019 | 22-4 v Welling UnitedWelling United 4-2 Tonbridge Angels | Vanarama National League South |
| 6 | Sat 31 Aug 2019 | 21-1 v WeymouthTonbridge Angels 1-1 Weymouth | Vanarama National League South |
| 7 | Tue 3 Sep 2019 | 23-2 v DartfordTonbridge Angels 3-2 Dartford | Vanarama National League South |
| 8 | Sat 7 Sep 2019 | 21-2 v Chippenham TownChippenham Town 2-1 Tonbridge Angels | Vanarama National League South |
| 9 | Sat 14 Sep 2019 | 20-2 v Hemel Hempstead TownTonbridge Angels 0-2 Hemel Hempstead Town | Vanarama National League South |
| 10 | Sat 21 Sep 2019 | 21-2 v Eastbourne BoroughTonbridge Angels 1-2 Eastbourne Borough | Emirates FA Cup Second Qualifying Round |
| 11 | Sat 19 Oct 2019 | 141-2 v Chelmsford CityTonbridge Angels 1-2 Chelmsford City | Vanarama National League South |
| 12 | Sat 26 Oct 2019 | 21-3 v WealdstoneWealdstone 3-1 Tonbridge Angels | Vanarama National League South |
| 13 | Sat 16 Nov 2019 | 2 2-1 v St Albans CityTonbridge Angels 2-1 St Albans City | Vanarama National League South |
| 14 | Sat 23 Nov 2019 | 22-1 v Bognor Regis TownTonbridge Angels 2-1 Bognor Regis Town | Buildbase FA Trophy Third Qualifying Round |
| 15 | Sat 30 Nov 2019 | 20-0 v Slough TownSlough Town 0-0 Tonbridge Angels | Vanarama National League South |
| 16 | Tue 3 Dec 2019 | 2 0-1 v Hungerford TownHungerford Town 1-0 Tonbridge Angels | Vanarama National League South |
| 17 | Sat 7 Dec 2019 | 23-2 v Billericay TownTonbridge Angels 3-2 Billericay Town | Vanarama National League South |
| 18 | Sat 14 Dec 2019 | 22-2 v Hampton & Richmond BoroughTonbridge Angels 2-2 Hampton & Richmond Borough | Buildbase FA Trophy First Round |
| 19 | Tue 17 Dec 2019 | 20-2 v Hampton & Richmond BoroughHampton & Richmond Borough 2-0 Tonbridge Angels | Buildbase FA Trophy First Round |
| 20 | Sat 21 Dec 2019 | 21-1 v Hemel Hempstead TownHemel Hempstead Town 1-1 Tonbridge Angels | Vanarama National League South |
| 21 | Sat 28 Dec 2019 | 20-3 v DartfordDartford 3-0 Tonbridge Angels | Vanarama National League South |
| 22 | Wed 1 Jan 2020 | 22-2 v Maidstone UnitedMaidstone United 2-2 Tonbridge Angels | Vanarama National League South |
| 23 | Sat 4 Jan 2020 | 23-2 v Chippenham TownTonbridge Angels 3-2 Chippenham Town | Vanarama National League South |
| 24 | Sat 11 Jan 2020 | 21-0 v Braintree TownBraintree Town 0-1 Tonbridge Angels | Vanarama National League South |
| 25 | Tue 11 Feb 2020 | 21-3 v Folkestone InvictaFolkestone Invicta 3-1 Tonbridge Angels | Kent Senior Cup Second Round |
| 26 | Sat 15 Feb 2020 | 21-1 v Hungerford TownTonbridge Angels 1-1 Hungerford Town | Vanarama National League South |
| 27 | Mon 17 Feb 2020 | 121-3 v Chelmsford CityChelmsford City 3-1 Tonbridge Angels | Vanarama National League South |
| 28 | Sat 22 Feb 2020 | 23-0 v Oxford CityOxford City 0-3 Tonbridge Angels | Vanarama National League South |
| 29 | Sat 29 Feb 2020 | 21-0 v Dulwich HamletDulwich Hamlet 0-1 Tonbridge Angels | Vanarama National League South |
| 30 | Sat 14 Mar 2020 | 23-3 v Concord RangersConcord Rangers 3-3 Tonbridge Angels | Vanarama National League South |
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