| 2019-11-19 19:45:5419th November 2019 |   Three Bridges vs Whitehawk | 19:45:5419:45 | BetVictor South East Division | 2019-20 | Jubilee Field |
| 2019-11-23 15:00:1823rd November 2019 |  Ashford United vs Whitehawk | 15:00:1815:00 | BetVictor South East Division | 2019-20 | The Homelands Stadium |
| 2019-11-30 15:00:5730th November 2019 |  Whitehawk vs Cray Valley PM | 15:00:5715:00 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-12-03 19:30:503rd December 2019 |  East Grinstead Town vs Whitehawk | 19:30:5019:30 | BetVictor South East Division | 2019-20 | The GAC Stadium |
| 2019-12-07 15:00:507th December 2019 |  Whitehawk vs Ramsgate | 15:00:5015:00 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-12-10 19:45:5010th December 2019 |  Whitehawk vs Whyteleafe | 19:45:5019:45 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-12-14 15:00:3514th December 2019 |  Sittingbourne vs Whitehawk | 15:00:3515:00 | BetVictor South East Division | 2019-20 | TEC Stadium |
| 2019-12-21 15:00:1721st December 2019 |  Whitehawk vs Chichester City | 15:00:1715:00 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-12-28 15:00:0028th December 2019 |  Haywards Heath Town vs Whitehawk | 15:00:0015:00 | BetVictor South East Division | 2019-20 | Hanbury Park |
| 2020-01-04 15:00:054th January 2020 |  Whitehawk vs Hythe Town | 15:00:0515:00 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-01-12 14:00:3912th January 2020 |  Guernsey vs Whitehawk | 14:00:3914:00 | BetVictor South East Division | 2019-20 | Footes Lane |
| 2020-01-18 15:00:2918th January 2020 | Whyteleafe vs Whitehawk | 15:00:2915:00 | BetVictor South East Division | 2019-20 | Church Road |
| 2020-01-25 15:00:2725th January 2020 |  Whitehawk vs Faversham Town | 15:00:2715:00 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-02-01 15:00:241st February 2020 |  Phoenix Sports vs Whitehawk | 15:00:2415:00 | BetVictor South East Division | 2019-20 | The May Place Ground |
| 2020-02-04 19:45:184th February 2020 |  Whitehawk vs Hastings United | 19:45:1819:45 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-02-08 15:00:118th February 2020 | Whitehawk vs Sittingbourne | 15:00:1115:00 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-02-15 15:00:2715th February 2020 | Ramsgate vs Whitehawk | 15:00:2715:00 | BetVictor South East Division | 2019-20 | Southwood Stadium |
| 2020-02-22 19:00:2822nd February 2020 | Whitehawk vs East Grinstead Town | 19:00:2819:00 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-02-29 15:00:1029th February 2020 |  Burgess Hill Town vs Whitehawk | 15:00:1015:00 | BetVictor South East Division | 2019-20 | The Green Elephant Stadium |
| 2020-03-07 15:00:137th March 2020 | Whitehawk vs Three Bridges | 15:00:1315:00 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-03-14 15:00:1814th March 2020 |  Whitstable Town vs Whitehawk | 15:00:1815:00 | BetVictor South East Division | 2019-20 | The Belmont Ground |
| 2020-03-21 15:00:4521st March 2020 |  Herne Bay vs Whitehawk | 15:00:4515:00 | BetVictor South East Division | 2019-20 | Safety Net Stadium |
| 2020-03-28 15:00:3428th March 2020 | Whitehawk vs Guernsey | 15:00:3415:00 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-04-04 15:00:014th April 2020 |  VCD Athletic vs Whitehawk | 15:00:0115:00 | BetVictor South East Division | 2019-20 | The Oakwood |
| 2020-04-11 15:00:4411th April 2020 |  Whitehawk vs Sevenoaks Town | 15:00:4415:00 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-04-13 15:00:1413th April 2020 | Chichester City vs Whitehawk | 15:00:1415:00 | BetVictor South East Division | 2019-20 | Country Wide Gas Stadium |
| 2020-04-18 15:00:0018th April 2020 | Whitehawk vs Ashford United | 15:00:0015:00 | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-04-25 15:00:0625th April 2020 | Cray Valley PM vs Whitehawk | 15:00:0615:00 | BetVictor South East Division | 2019-20 | Badgers Sports Ground |
