Home History
| England FA Cup Qualification | 2019/10/19 14:00 | Weymouth v Dover | L | 1-2 |
| England National League South | 2019/10/12 14:00 | Dulwich v Weymouth | D | 2-2 |
| England FA Cup Qualification | 2019/10/05 14:00 | Weymouth v St Albans | W | 4-1 |
| England National League South | 2019/09/28 14:00 | Weymouth v Concord Rangers | W | 3-0 |
| England FA Cup Qualification | 2019/09/21 14:00 | Sholing v Weymouth | W | 0-3 |
| England National League South | 2019/09/14 14:00 | St Albans v Weymouth | W | 1-4 |
| England National League South | 2019/09/07 14:00 | Weymouth v Welling | W | 1-0 |
| England National League South | 2019/09/03 18:45 | Oxford City v Weymouth | D | 0-0 |
Away History
| England National League South | 2019/10/12 14:00 | St Albans v Eastbourne Borough | W | 1-3 |
| England FA Cup Qualification | 2019/10/05 14:00 | Dulwich v Eastbourne Borough | L | 3-0 |
| England National League South | 2019/09/28 14:00 | Eastbourne Borough v Chelmsford | L | 0-4 |
| England FA Cup Qualification | 2019/09/21 14:00 | Tonbridge Angels v Eastbourne Borough | W | 1-2 |
| England National League South | 2019/09/14 14:00 | Bath City v Eastbourne Borough | D | 2-2 |
| England National League South | 2019/09/07 14:00 | Eastbourne Borough v Slough | L | 0-2 |
| England National League South | 2019/09/03 18:45 | Welling v Eastbourne Borough | D | 0-0 |
| England National League South | 2019/08/31 14:00 | Eastbourne Borough v Hampton & Richmond | W | 4-1 |