| 2019-08-23 19:45:5923rd August 2019 |   Whitehawk vs Saltdean United | 19:45:597:45 pm | Emirates FA Cup | 2019-20 | The TerraPura Ground |
| 2019-08-26 15:00:5526th August 2019 |  Whitehawk vs Haywards Heath Town | 15:00:553:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-08-31 15:00:2331st August 2019 |  Hythe Town vs Whitehawk | 15:00:233:00 pm | BetVictor South East Division | 2019-20 | Reachfields Stadium |
| 2019-09-14 15:00:5714th September 2019 |  Whitehawk vs Herne Bay | 15:00:573:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-09-17 19:45:3617th September 2019 |  Hastings United vs Whitehawk | 19:45:367:45 pm | BetVictor South East Division | 2019-20 | The Pilot Field |
| 2019-09-21 15:00:3721st September 2019 |  Whitehawk vs Phoenix Sports | 15:00:373:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-10-05 15:00:075th October 2019 |  Faversham Town vs Whitehawk | 15:00:073:00 pm | BetVictor South East Division | 2019-20 | Salters Lane Stadium |
| 2019-10-12 15:00:1712th October 2019 |  Whitehawk vs Romford | 15:00:173:00 pm | Buildbase FA Trophy | 2019-20 | The TerraPura Ground |
| 2019-10-19 15:00:5019th October 2019 |  Whitehawk vs Whyteleafe | 15:00:503:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-10-26 15:00:2626th October 2019 |  East Grinstead Town vs Whitehawk | 15:00:263:00 pm | BetVictor South East Division | 2019-20 | The GAC Stadium |
| 2019-11-02 15:00:082nd November 2019 |  Whitehawk vs Burgess Hill Town | 15:00:083:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-11-09 15:00:549th November 2019 |  Three Bridges vs Whitehawk | 15:00:543:00 pm | BetVictor South East Division | 2019-20 | Jubilee Field |
| 2019-11-16 15:00:3616th November 2019 |  Whitehawk vs Whitstable Town | 15:00:363:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-11-23 15:00:1823rd November 2019 |  Ashford United vs Whitehawk | 15:00:183:00 pm | BetVictor South East Division | 2019-20 | The Homelands Stadium |
| 2019-11-30 15:00:5730th November 2019 |  Whitehawk vs Cray Valley PM | 15:00:573:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-12-07 15:00:507th December 2019 |  Whitehawk vs Ramsgate | 15:00:503:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-12-14 15:00:3514th December 2019 |  Sittingbourne vs Whitehawk | 15:00:353:00 pm | BetVictor South East Division | 2019-20 | TEC Stadium |
| 2019-12-21 15:00:1721st December 2019 |  Whitehawk vs Chichester City | 15:00:173:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2019-12-28 15:00:0028th December 2019 | Haywards Heath Town vs Whitehawk | 15:00:003:00 pm | BetVictor South East Division | 2019-20 | Hanbury Park |
| 2020-01-04 15:00:054th January 2020 | Whitehawk vs Hythe Town | 15:00:053:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-01-12 15:00:3912th January 2020 | Guernsey vs Whitehawk | 15:00:393:00 pm | BetVictor South East Division | 2019-20 | Footes Lane |
| 2020-01-18 15:00:2918th January 2020 | Whyteleafe vs Whitehawk | 15:00:293:00 pm | BetVictor South East Division | 2019-20 | Church Road |
| 2020-01-25 15:00:2725th January 2020 | Whitehawk vs Faversham Town | 15:00:273:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-02-01 15:00:241st February 2020 | Phoenix Sports vs Whitehawk | 15:00:243:00 pm | BetVictor South East Division | 2019-20 | The May Place Ground |
| 2020-02-04 19:45:184th February 2020 | Whitehawk vs Hastings United | 19:45:187:45 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-02-08 15:00:118th February 2020 | Whitehawk vs Sittingbourne | 15:00:113:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-02-15 15:00:2715th February 2020 | Ramsgate vs Whitehawk | 15:00:273:00 pm | BetVictor South East Division | 2019-20 | Southwood Stadium |
| 2020-02-22 19:00:2822nd February 2020 | Whitehawk vs East Grinstead Town | 19:00:287:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-02-29 15:00:1029th February 2020 | Burgess Hill Town vs Whitehawk | 15:00:103:00 pm | BetVictor South East Division | 2019-20 | The Green Elephant Stadium |
| 2020-03-07 15:00:137th March 2020 | Whitehawk vs Three Bridges | 15:00:133:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-03-14 15:00:1814th March 2020 | Whitstable Town vs Whitehawk | 15:00:183:00 pm | BetVictor South East Division | 2019-20 | The Belmont Ground |
| 2020-03-21 15:00:4521st March 2020 | Herne Bay vs Whitehawk | 15:00:453:00 pm | BetVictor South East Division | 2019-20 | Safety Net Stadium |
| 2020-03-28 15:00:3428th March 2020 | Whitehawk vs Guernsey | 15:00:343:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-04-04 15:00:014th April 2020 |  VCD Athletic vs Whitehawk | 15:00:013:00 pm | BetVictor South East Division | 2019-20 | The Oakwood |
| 2020-04-11 15:00:4411th April 2020 |  Whitehawk vs Sevenoaks Town | 15:00:443:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-04-13 15:00:1413th April 2020 | Chichester City vs Whitehawk | 15:00:143:00 pm | BetVictor South East Division | 2019-20 | Country Wide Gas Stadium |
| 2020-04-18 15:00:0018th April 2020 | Whitehawk vs Ashford United | 15:00:003:00 pm | BetVictor South East Division | 2019-20 | The TerraPura Ground |
| 2020-04-25 15:00:0625th April 2020 | Cray Valley PM vs Whitehawk | 15:00:063:00 pm | BetVictor South East Division | 2019-20 | Badgers Sports Ground |
