| Estonia U19 League | 2023/06/07 14:00 | Tallinna JK Legion U19 v FC Helios Tartu U19 | L | 4-1 |
| Estonia U19 League | 2022/04/26 14:00 | FC Helios Tartu U19 v Tallinna JK Legion U19 | L | 0-4 |
| Estonia U19 League | 2023/09/12 14:00 | FC Helios Tartu U19 v Parnu JK Vaprus U19 | L | 1-2 |
| Estonia U19 League | 2023/09/05 14:00 | FC Helios Tartu U19 v Kohtla-Jarve FC Storm U19 | W | 4-0 |
| Estonia U19 League | 2023/06/07 14:00 | Tallinna JK Legion U19 v FC Helios Tartu U19 | L | 4-1 |
| Estonia U19 League | 2023/05/30 14:00 | FC Helios Tartu U19 v FC Helios Voru U19 | L | 0-1 |
| Estonia U19 League | 2023/05/16 14:00 | FC Helios Tartu U19 v Paide Linnameeskond U19 | L | 0-8 |
| Estonia U19 League | 2023/05/02 14:00 | FC Helios Tartu U19 v FC Flora Tallinn U19 | W | 6-4 |
| Estonia U19 League | 2022/08/30 14:00 | FC Helios Tartu U19 v Tartu JK Tammeka U19 | L | 1-3 |
| Estonia U19 League | 2022/08/16 14:00 | FC Helios Tartu U19 v FC Flora Tallinn U19 | L | 2-6 |
| Estonia U19 League | 2023/09/12 14:00 | Kohtla-Jarve FC Storm U19 v Tallinna JK Legion U19 | W | 1-6 |
| Estonia U19 League | 2023/06/13 14:00 | Ida-Virumaa FC Alliance U19 v Tallinna JK Legion U19 | L | 4-1 |
| Estonia U19 League | 2023/06/07 14:00 | Tallinna JK Legion U19 v FC Helios Tartu U19 | W | 4-1 |
| Estonia U19 League | 2023/05/17 14:00 | Tallinna JK Legion U19 v Parnu JK U19 | L | 2-3 |
| Estonia U19 League | 2023/02/22 15:30 | Tallinna JK Legion U19 v FC Flora Tallinn U19 | L | 0-11 |
| Estonia U19 League | 2022/09/06 14:00 | Tallinna JK Legion U19 v JK Laanemaa Hiiumaa U19 | W | 7-2 |
| Estonia U19 League | 2022/08/30 14:00 | Tallinna JK Legion U19 v Ida-Virumaa FC Alliance U19 | D | 1-1 |
| Estonia U19 League | 2022/08/23 14:00 | JK Nomme United U19 v Tallinna JK Legion U19 | W | 0-5 |