| Estonia U19 League | 2020/09/15 16:30 | JK Tabasalu U19 v Tallinna JK Legion U19 | W | 0-2 |
| Other Match | 2020/01/21 15:00 | Tallinna JK Legion U19 v JK Tabasalu U19 | W | 6-0 |
| Estonia U19 League | 2020/09/22 14:00 | Tallinna JK Legion U19 v FC Flora Tallinn U19 | W | 7-1 |
| Estonia U19 League | 2020/09/15 16:30 | JK Tabasalu U19 v Tallinna JK Legion U19 | W | 0-2 |
| Estonia U19 League | 2020/08/25 14:00 | Tallinna JK Legion U19 v Raplamaa U19 | W | 3-0 |
| Estonia U19 League | 2020/08/18 14:00 | FC Levadia Tallinn U19 v Tallinna JK Legion U19 | W | 0-2 |
| Estonia U19 League | 2020/08/11 14:00 | JK Nomme Kalju U19 v Tallinna JK Legion U19 | L | 2-1 |
| Estonia U19 League | 2020/08/04 14:00 | Tallinna JK Legion U19 v JK Nomme United U19 | W | 4-0 |
| Estonia U19 League | 2020/07/28 15:30 | Raplamaa U19 v Tallinna JK Legion U19 | W | 0-4 |
| Estonia U19 League | 2020/07/04 16:30 | Tartu JK Tammeka U19 v Tallinna JK Legion U19 | L | 1-0 |
| Estonia U19 League | 2020/09/29 14:00 | FC Flora Tallinn U19 v JK Tabasalu U19 | W | 0-3 |
| Estonia U19 League | 2020/09/15 16:30 | JK Tabasalu U19 v Tallinna JK Legion U19 | L | 0-2 |
| Estonia U19 League | 2020/09/01 14:00 | Raplamaa U19 v JK Tabasalu U19 | W | 0-3 |
| Estonia U19 League | 2020/08/25 16:30 | JK Tabasalu U19 v FC Levadia Tallinn U19 | W | 6-2 |
| Estonia U19 League | 2020/08/18 14:00 | JK Nomme Kalju U19 v JK Tabasalu U19 | D | 0-0 |
| Estonia U19 League | 2020/08/11 14:00 | JK Nomme United U19 v JK Tabasalu U19 | L | 3-0 |
| Estonia U19 League | 2020/08/04 16:30 | JK Tabasalu U19 v FC Flora Tallinn U19 | W | 2-1 |
| Estonia U19 League | 2020/06/09 14:00 | FC Levadia Tallinn U19 v JK Tabasalu U19 | L | 2-0 |