Head to Head
| Estonia Meistriliiga | 2018/10/06 10:00 | JK Viljandi Tulevik v FC Kuressaare | L | 1-2 |
| Estonia Meistriliiga | 2018/09/01 10:00 | FC Kuressaare v JK Viljandi Tulevik | W | 1-4 |
| Estonia Meistriliiga | 2018/05/26 10:00 | JK Viljandi Tulevik v FC Kuressaare | L | 1-3 |
| Estonia Meistriliiga | 2018/03/14 17:00 | FC Kuressaare v JK Viljandi Tulevik | L | 3-1 |
| Europe Friendlies | 2018/01/26 17:30 | JK Viljandi Tulevik v FC Kuressaare | L | 3-5 |
| Estonia Esiliiga | 2014/11/09 11:00 | FC Kuressaare v JK Viljandi Tulevik | L | 5-3 |
| Estonia Esiliiga | 2014/07/11 16:00 | JK Viljandi Tulevik v FC Kuressaare | W | 2-0 |
| Estonia Esiliiga | 2014/05/02 16:00 | FC Kuressaare v JK Viljandi Tulevik | L | 2-1 |
Home History
| Europe Friendlies | 2019/01/26 14:50 | Parnu JK Vaprus v JK Viljandi Tulevik | W | 1-2 |
| Europe Friendlies | 2019/01/19 11:09 | JK Viljandi Tulevik v FC Elva | W | 2-1 |
| Europe Friendlies | 2019/01/12 11:10 | Maardu Linnameeskond v JK Viljandi Tulevik | L | 1-0 |
| Estonia Meistriliiga | 2018/11/10 11:00 | Paide Linnameeskond v JK Viljandi Tulevik | L | 4-1 |
| Estonia Meistriliiga | 2018/11/03 11:00 | JK Viljandi Tulevik v FC Flora Tallinn | L | 1-3 |
| Estonia Meistriliiga | 2018/10/28 11:00 | JK Viljandi Tulevik v JK Trans Narva | W | 4-1 |
| Estonia Meistriliiga | 2018/10/21 10:00 | FC Levadia Tallinn v JK Viljandi Tulevik | L | 2-1 |
| Estonia Meistriliiga | 2018/10/06 10:00 | JK Viljandi Tulevik v FC Kuressaare | L | 1-2 |
Away History
| Europe Friendlies | 2019/01/26 11:10 | FC Kuressaare v JK Tallinna Kalev | W | 1-0 |
| Europe Friendlies | 2019/01/19 14:50 | FC Kuressaare v Paide Linnameeskond | L | 0-4 |
| Europe Friendlies | 2019/01/11 17:35 | FC Kuressaare v Parnu JK Vaprus | L | 1-2 |
| Estonia Play-Offs | 2018/11/24 11:00 | FC Kuressaare v FC Elva | W | 1-0 |
| Estonia Play-Offs | 2018/11/17 11:00 | FC Elva v FC Kuressaare | W | 0-1 |
| Estonia Meistriliiga | 2018/11/10 11:00 | FC Kuressaare v Parnu JK Vaprus | W | 2-1 |
| Estonia Meistriliiga | 2018/11/03 11:00 | JK Tammeka Tartu v FC Kuressaare | L | 6-1 |
| Estonia Meistriliiga | 2018/10/27 10:00 | FC Flora Tallinn v FC Kuressaare | L | 4-0 |