Head to Head
| Estonia Play-Offs | 2019/11/23 11:00 | FC Kuressaare v Parnu JK Vaprus | L | 1-2 |
| Estonia Play-Offs | 2019/11/16 11:00 | Parnu JK Vaprus v FC Kuressaare | W | 1-4 |
| Europe Friendlies | 2019/01/11 17:35 | FC Kuressaare v Parnu JK Vaprus | L | 1-2 |
| Estonia Meistriliiga | 2018/11/10 11:00 | FC Kuressaare v Parnu JK Vaprus | W | 2-1 |
| Estonia Meistriliiga | 2018/09/15 16:00 | Parnu JK Vaprus v FC Kuressaare | L | 3-1 |
| Estonia Meistriliiga | 2018/05/23 16:00 | FC Kuressaare v Parnu JK Vaprus | L | 1-3 |
| Estonia Meistriliiga | 2018/04/15 12:00 | Parnu JK Vaprus v FC Kuressaare | D | 1-1 |
| Europe Friendlies | 2018/02/02 17:30 | Parnu JK Vaprus v FC Kuressaare | D | 1-1 |
Home History
| Estonia Play-Offs | 2019/11/23 11:00 | FC Kuressaare v Parnu JK Vaprus | L | 1-2 |
| Estonia Play-Offs | 2019/11/16 11:00 | Parnu JK Vaprus v FC Kuressaare | W | 1-4 |
| Estonia Meistriliiga | 2019/11/09 11:00 | FC Kuressaare v JK Trans Narva | L | 0-1 |
| Estonia Meistriliiga | 2019/11/03 13:00 | FC Flora Tallinn v FC Kuressaare | L | 7-0 |
| Estonia Meistriliiga | 2019/10/27 11:00 | FC Kuressaare v JK Nomme Kalju | L | 0-3 |
| Estonia Meistriliiga | 2019/10/19 10:00 | FC Levadia Tallinn v FC Kuressaare | L | 2-1 |
| Estonia Meistriliiga | 2019/10/05 10:00 | FC Kuressaare v JK Viljandi Tulevik | W | 4-1 |
| Estonia Meistriliiga | 2019/09/29 16:00 | JK Tammeka Tartu v FC Kuressaare | L | 4-0 |
Away History
| Europe Friendlies | 2020/01/11 14:50 | JK Viljandi Tulevik v Parnu JK Vaprus | D | 1-1 |
| Estonia Play-Offs | 2019/11/23 11:00 | FC Kuressaare v Parnu JK Vaprus | W | 1-2 |
| Estonia Play-Offs | 2019/11/16 11:00 | Parnu JK Vaprus v FC Kuressaare | L | 1-4 |
| Estonia Esiliiga | 2019/11/10 11:00 | Parnu JK Vaprus v JK Tammeka Tartu II | W | 2-1 |
| Estonia Esiliiga | 2019/11/02 11:00 | Tallinna JK Legion v Parnu JK Vaprus | L | 5-2 |
| Estonia Esiliiga | 2019/10/27 11:00 | JK Tallinna Kalev II v Parnu JK Vaprus | W | 2-3 |
| Estonia Esiliiga | 2019/10/19 16:00 | Parnu JK Vaprus v Tartu JK Welco | W | 3-0 |
| Estonia Esiliiga | 2019/10/03 16:00 | Parnu JK Vaprus v FC Flora Tallinn II | D | 3-3 |