Head to Head
| Estonia Esiliiga | 2014/05/25 17:00 | Vandra JK Vaprus v FC Kuressaare | L | 1-0 |
| Estonia Esiliiga | 2014/05/18 16:00 | FC Kuressaare v Vandra JK Vaprus | W | 1-0 |
Home History
| Estonia Esiliiga | 2014/08/03 16:00 | FC Flora Tallinn II v FC Kuressaare | L | 2-0 |
| Estonia Esiliiga | 2014/07/18 16:00 | FC Kuressaare v Parnu Linnameeskond | W | 4-3 |
| Estonia Esiliiga | 2014/07/11 16:00 | JK Viljandi Tulevik v FC Kuressaare | L | 2-0 |
| Estonia Esiliiga | 2014/07/05 10:00 | Rakvere JK Tarvas v FC Kuressaare | D | 2-2 |
| Estonia Esiliiga | 2014/06/14 10:00 | FC Levadia Tallinn U21 v FC Kuressaare | D | 3-3 |
| Estonia Esiliiga | 2014/06/11 16:00 | FC Kuressaare v JK Nomme Kalju II | L | 1-2 |
| Estonia Esiliiga | 2014/05/25 17:00 | Vandra JK Vaprus v FC Kuressaare | L | 1-0 |
| Estonia Esiliiga | 2014/05/21 16:00 | FC Kuressaare v FC Flora Tallinn II | W | 1-0 |
Away History
| Estonia Esiliiga | 2014/08/01 16:00 | Vandra JK Vaprus v Parnu Linnameeskond | L | 0-4 |
| Estonia Esiliiga | 2014/07/25 16:00 | JK Viljandi Tulevik v Vandra JK Vaprus | L | 2-0 |
| Estonia Esiliiga | 2014/07/18 16:00 | Vandra JK Vaprus v Rakvere JK Tarvas | W | 4-2 |
| Estonia Esiliiga | 2014/07/06 13:00 | FC Levadia Tallinn U21 v Vandra JK Vaprus | W | 0-2 |
| Estonia Esiliiga | 2014/07/02 16:00 | Vandra JK Vaprus v JK Nomme Kalju II | W | 2-0 |
| Estonia Esiliiga | 2014/06/11 16:00 | FC Flora Tallinn II v Vandra JK Vaprus | L | 6-1 |
| Estonia Esiliiga | 2014/06/01 13:00 | Vandra JK Vaprus v Parnu Linnameeskond | L | 0-4 |
| Estonia Esiliiga | 2014/05/25 17:00 | Vandra JK Vaprus v FC Kuressaare | W | 1-0 |