| 2020-01-27 19:45:2127th January 2020 |   Three Bridges vs Whitehawk | - | Samba Youth League South | 2019-20 | Jubilee Field |
| 2020-01-23 19:45:4623rd January 2020 |  Whitehawk vs Eastbourne Borough | - | Samba Youth League South | 2019-20 | The TerraPura Ground |
| 2020-01-16 19:45:1716th January 2020 |  Hastings United vs Whitehawk | - | Samba Youth League South | 2019-20 | The Pilot Field |
| 2020-01-09 19:45:459th January 2020 |  Whitehawk vs Worthing | - | Samba Youth League South | 2019-20 | The TerraPura Ground |
| 2019-12-19 19:45:1719th December 2019 |  Whitehawk vs Burgess Hill Town | P - P | Samba Youth League South | 2019-20 | The TerraPura Ground |
| 2019-12-16 19:45:1916th December 2019 |  Whitehawk vs Shoreham | P - P | Samba Youth League South | 2019-20 | The TerraPura Ground |
| 2019-12-02 19:45:312nd December 2019 |  Lewes v Whitehawk | 2 - 1 | Sussex Bluefin Dennis Probee Youth Cup | 2019-20 | The Dripping Pan |
| 2019-11-14 19:45:1314th November 2019 | Lewes vs Whitehawk | 2 - 1 | Anderson Travel Youth League Cup | 2019-20 | The Dripping Pan |
| 2019-10-10 19:45:3710th October 2019 | Whitehawk vs Three Bridges | 0 - 1 | Samba Youth League South | 2019-20 | The TerraPura Ground |
| 2019-09-24 19:45:4024th September 2019 | Eastbourne Borough vs Whitehawk | 3 - 3 | Samba Youth League South | 2019-20 | Priory Lane |
| 2019-09-09 19:45:479th September 2019 |  South Park vs Whitehawk | 0 - 2 | Anderson Travel Youth League Cup | 2019-20 | Whitehall Lane |
| 2019-09-02 19:45:412nd September 2019 |  Whitehawk vs Walton Casuals | 1 - 3 | FA Youth Cup | 2019-20 | The TerraPura Ground |
| 2019-08-29 19:45:3529th August 2019 | Whitehawk vs Hastings United | 5 - 1 | Samba Youth League South | 2019-20 | The TerraPura Ground |
