Head to Head
| Estonia Meistriliiga | 2019/10/05 10:00 | FC Kuressaare v JK Viljandi Tulevik | L | 4-1 |
| Estonia Meistriliiga | 2019/09/01 10:00 | JK Viljandi Tulevik v FC Kuressaare | W | 3-0 |
| Estonia Meistriliiga | 2019/05/24 16:30 | FC Kuressaare v JK Viljandi Tulevik | L | 1-0 |
| Estonia Meistriliiga | 2019/03/31 12:00 | JK Viljandi Tulevik v FC Kuressaare | L | 1-2 |
| Europe Friendlies | 2019/02/01 17:35 | JK Viljandi Tulevik v FC Kuressaare | L | 1-2 |
| 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 |
Home History
| Estonia Meistriliiga | 2019/11/09 11:00 | JK Tallinna Kalev v JK Viljandi Tulevik | L | 3-0 |
| Estonia Meistriliiga | 2019/11/03 11:00 | JK Viljandi Tulevik v Maardu Linnameeskond | W | 2-1 |
| Estonia Cup | 2019/10/30 17:00 | JK Viljandi Tulevik v JK Tammeka Tartu | L | 0-1 |
| Estonia Meistriliiga | 2019/10/26 10:00 | JK Viljandi Tulevik v JK Trans Narva | L | 0-2 |
| Estonia Meistriliiga | 2019/10/20 10:00 | JK Tammeka Tartu v JK Viljandi Tulevik | W | 1-3 |
| Estonia Meistriliiga | 2019/10/05 10:00 | FC Kuressaare v JK Viljandi Tulevik | L | 4-1 |
| Estonia Meistriliiga | 2019/09/29 12:00 | JK Viljandi Tulevik v FC Flora Tallinn | L | 0-3 |
| Estonia Meistriliiga | 2019/09/25 16:00 | FC Flora Tallinn v JK Viljandi Tulevik | L | 3-0 |
Away 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 |