Stadium: Albert le Coq Arena Round: 28
Referee: Kristo Tohver Home Manager: Aleksandar Rogic Away Manager: Sander Post
| Estonia Meistriliiga | 2019/07/28 16:00 | JK Viljandi Tulevik v FC Levadia Tallinn | W | 0-3 |
| Estonia Meistriliiga | 2019/05/17 16:30 | JK Viljandi Tulevik v FC Levadia Tallinn | W | 0-3 |
| Estonia Meistriliiga | 2019/04/13 10:00 | FC Levadia Tallinn v JK Viljandi Tulevik | W | 5-2 |
| Estonia Meistriliiga | 2018/10/21 10:00 | FC Levadia Tallinn v JK Viljandi Tulevik | W | 2-1 |
| Estonia Meistriliiga | 2018/09/16 12:00 | JK Viljandi Tulevik v FC Levadia Tallinn | W | 0-4 |
| Estonia Meistriliiga | 2018/05/05 13:00 | FC Levadia Tallinn v JK Viljandi Tulevik | W | 5-0 |
| Estonia Meistriliiga | 2018/03/17 14:00 | JK Viljandi Tulevik v FC Levadia Tallinn | W | 0-7 |
| Estonia Meistriliiga | 2017/10/21 13:00 | FC Levadia Tallinn v JK Viljandi Tulevik | W | 6-0 |
| Estonia Meistriliiga | 2019/08/10 13:00 | JK Trans Narva v FC Levadia Tallinn | W | 1-3 |
| Estonia Cup | 2019/08/06 16:00 | FC Levadia Tallinn v FC Zenit Tallinn | W | 7-0 |
| Estonia Meistriliiga | 2019/08/03 16:00 | FC Levadia Tallinn v JK Tallinna Kalev | W | 7-0 |
| Estonia Meistriliiga | 2019/07/28 16:00 | JK Viljandi Tulevik v FC Levadia Tallinn | W | 0-3 |
| Estonia Meistriliiga | 2019/07/21 16:00 | FC Kuressaare v FC Levadia Tallinn | W | 0-3 |
| UEFA Europa League Qualifying | 2019/07/18 16:00 | FC Levadia Tallinn v Stjarnan | W | 3-2 |
| UEFA Europa League Qualifying | 2019/07/11 20:00 | Stjarnan v FC Levadia Tallinn | L | 2-1 |
| Estonia Meistriliiga | 2019/07/06 13:00 | FC Levadia Tallinn v FC Flora Tallinn | L | 1-2 |
| Estonia Meistriliiga | 2019/08/11 12:00 | JK Viljandi Tulevik v Paide Linnameeskond | L | 1-2 |
| Estonia Cup | 2019/08/07 16:00 | Maarjamäe FC Igiliikur v JK Viljandi Tulevik | W | 1-7 |
| Estonia Meistriliiga | 2019/07/28 16:00 | JK Viljandi Tulevik v FC Levadia Tallinn | L | 0-3 |
| Estonia Meistriliiga | 2019/07/21 13:00 | JK Trans Narva v JK Viljandi Tulevik | L | 3-2 |
| Estonia Meistriliiga | 2019/07/06 16:00 | JK Viljandi Tulevik v JK Tammeka Tartu | L | 0-1 |
| Estonia Meistriliiga | 2019/06/30 16:00 | JK Viljandi Tulevik v JK Tallinna Kalev | L | 1-2 |
| Estonia Meistriliiga | 2019/06/22 10:00 | JK Nomme Kalju v JK Viljandi Tulevik | L | 2-1 |
| Estonia Meistriliiga | 2019/06/18 16:00 | JK Viljandi Tulevik v Maardu Linnameeskond | W | 2-0 |