| 2020-10-27 19:45:0727th October 2020 |   Hastings United vs Whitehawk | 19:45:0719:45 | Pitching In Isthmian South East Division | 2020-21 | TGS Pilot Field |
| 2020-10-31 15:00:1331st October 2020 |  Whitehawk vs Cray Wanderers | 15:00:1315:00 | Buildbase FA Trophy | 2020-21 | The TerraPura Ground |
| 2020-11-03 19:15:283rd November 2020 |  Broadbridge Heath vs Whitehawk | 19:15:2819:15 | Sussex Senior Cup | 2020-21 | High Wood Hill Sports Centre |
| 2020-11-07 15:00:577th November 2020 |  Burgess Hill Town vs Whitehawk | 15:00:5715:00 | Pitching In Isthmian South East Division | 2020-21 | More Than Tyres Stadium |
| 2020-11-14 15:00:4014th November 2020 |  Whitehawk vs Three Bridges | 15:00:4015:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2020-11-17 19:45:2417th November 2020 |  Whitehawk vs Whyteleafe | 19:45:2419:45 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2020-11-21 15:00:3021st November 2020 |  Whitstable Town vs Whitehawk | 15:00:3015:00 | Pitching In Isthmian South East Division | 2020-21 | The Belmont Ground |
| 2020-11-24 19:45:0924th November 2020 |  Whitehawk vs East Grinstead Town | 19:45:0919:45 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2020-11-28 15:00:1928th November 2020 |  Whitehawk vs Ashford United | 15:00:1915:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2020-12-05 15:00:125th December 2020 |  Cray Valley PM vs Whitehawk | 15:00:1215:00 | Pitching In Isthmian South East Division | 2020-21 | Badgers Sports Ground |
| 2020-12-12 15:00:5112th December 2020 |  Ramsgate vs Whitehawk | 15:00:5115:00 | Pitching In Isthmian South East Division | 2020-21 | Southwood Stadium |
| 2020-12-19 15:00:3619th December 2020 |  Whitehawk vs Sittingbourne | 15:00:3615:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2020-12-22 19:45:2222nd December 2020 |  Chichester City vs Whitehawk | 19:45:2219:45 | Pitching In Isthmian South East Division | 2020-21 | Country Wide Gas Stadium |
| 2020-12-28 15:00:0528th December 2020 |  Whitehawk vs Haywards Heath Town | 15:00:0515:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2021-01-02 15:00:472nd January 2021 |  Hythe Town vs Whitehawk | 15:00:4715:00 | Pitching In Isthmian South East Division | 2020-21 | Reachfields Stadium |
| 2021-01-16 15:00:2716th January 2021 | Whitehawk vs Hastings United | 15:00:2715:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2021-01-23 15:00:1123rd January 2021 |  Faversham Town vs Whitehawk | 15:00:1115:00 | Pitching In Isthmian South East Division | 2020-21 | Salters Lane Stadium |
| 2021-01-30 15:00:5230th January 2021 |  Whitehawk vs Phoenix Sports | 15:00:5215:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2021-02-06 15:00:366th February 2021 | Whyteleafe vs Whitehawk | 15:00:3615:00 | Pitching In Isthmian South East Division | 2020-21 | Church Road |
| 2021-02-13 15:00:1713th February 2021 | Sittingbourne vs Whitehawk | 15:00:1715:00 | Pitching In Isthmian South East Division | 2020-21 | TEC Stadium |
| 2021-02-20 15:00:5020th February 2021 | Whitehawk vs Ramsgate | 15:00:5015:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2021-02-27 15:00:2627th February 2021 | East Grinstead Town vs Whitehawk | 15:00:2615:00 | Pitching In Isthmian South East Division | 2020-21 | The GAC Stadium |
| 2021-03-06 15:00:056th March 2021 | Whitehawk vs Burgess Hill Town | 15:00:0515:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2021-03-13 15:00:4213th March 2021 | Three Bridges vs Whitehawk | 15:00:4215:00 | Pitching In Isthmian South East Division | 2020-21 | Jubilee Field |
| 2021-03-20 15:00:2120th March 2021 | Whitehawk vs Whitstable Town | 15:00:2115:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2021-03-27 15:00:0527th March 2021 | Ashford United vs Whitehawk | 15:00:0515:00 | Pitching In Isthmian South East Division | 2020-21 | The Homelands Stadium |
| 2021-04-03 15:00:453rd April 2021 | Whitehawk vs Cray Valley PM | 15:00:4515:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2021-04-05 15:00:585th April 2021 | Whitehawk vs Chichester City | 15:00:5815:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2021-04-17 15:00:4617th April 2021 |  Whitehawk vs VCD Athletic | 15:00:4615:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2021-04-24 15:00:2224th April 2021 |  Sevenoaks Town vs Whitehawk | 15:00:2215:00 | Pitching In Isthmian South East Division | 2020-21 | Greatness Park |
| 2021-05-01 15:00:111st May 2021 |  Whitehawk vs Herne Bay | 15:00:1115:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
| 2021-05-03 15:00:493rd May 2021 | Haywards Heath Town vs Whitehawk | 15:00:4915:00 | Pitching In Isthmian South East Division | 2020-21 | Hanbury Park |
| 2021-05-08 15:00:208th May 2021 | Whitehawk vs Hythe Town | 15:00:2015:00 | Pitching In Isthmian South East Division | 2020-21 | The TerraPura Ground |
