Head to Head
| Sweden Juniorallsvenskan | 2019/05/25 12:00 | Trelleborgs FF U19 v Osters IF U19 | L | 0-2 |
| Sweden Juniorallsvenskan | 2018/05/10 11:00 | Trelleborgs FF U19 v Osters IF U19 | L | 2-3 |
| Sweden Juniorallsvenskan | 2017/10/07 11:00 | Trelleborgs FF U19 v Osters IF U19 | W | 6-1 |
| Sweden Juniorallsvenskan | 2017/06/19 17:00 | Osters IF U19 v Trelleborgs FF U19 | L | 2-0 |
Home History
| Sweden Juniorallsvenskan | 2020/06/24 15:00 | Trelleborgs FF U19 v Kalmar FF U19 | L | 2-3 |
| Sweden Juniorallsvenskan | 2020/06/17 15:00 | Mjallby AIF U19 v Trelleborgs FF U19 | W | 1-2 |
| Sweden Juniorallsvenskan | 2020/06/14 11:00 | Orgryte U19 v Trelleborgs FF U19 | L | 4-2 |
| Sweden Juniorallsvenskan | 2019/10/26 12:00 | Orgryte U19 v Trelleborgs FF U19 | L | 4-3 |
| Sweden Juniorallsvenskan | 2019/10/12 14:00 | Trelleborgs FF U19 v Atvidabergs FF U19 | W | 3-0 |
| Sweden Juniorallsvenskan | 2019/10/04 15:00 | Halmstads BK U19 v Trelleborgs FF U19 | L | 3-1 |
| Sweden Juniorallsvenskan | 2019/09/28 13:00 | Trelleborgs FF U19 v Angelholms FF U19 | L | 2-3 |
| Sweden Juniorallsvenskan | 2019/09/21 12:00 | IFK Varnamo U19 v Trelleborgs FF U19 | W | 0-2 |
Away History
| Sweden Juniorallsvenskan | 2020/06/27 11:00 | Halmstads BK U19 v Osters IF U19 | W | 1-2 |
| Sweden Juniorallsvenskan | 2020/06/22 17:00 | Osters IF U19 v Norrby IF U19 | D | 2-2 |
| Sweden Juniorallsvenskan | 2020/06/14 11:00 | Elfsborg U19 v Osters IF U19 | L | 3-0 |
| Sweden Juniorallsvenskan | 2019/10/12 12:00 | Osters IF U19 v Elfsborg U19 | L | 2-3 |
| Sweden Juniorallsvenskan | 2019/10/05 12:00 | Kalmar FF U19 v Osters IF U19 | L | 2-0 |
| Sweden Juniorallsvenskan | 2019/09/28 12:00 | Osters IF U19 v Hammarby U19 | D | 3-3 |
| Sweden Juniorallsvenskan | 2019/09/21 12:00 | BK Hacken U19 v Osters IF U19 | L | 4-2 |
| Sweden Juniorallsvenskan | 2019/09/15 10:00 | Osters IF U19 v Djurgardens IF U19 | L | 1-2 |
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