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 | 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 |
| Sweden Juniorallsvenskan | 2019/09/14 13:00 | Trelleborgs FF U19 v Mjallby AIF U19 | L | 0-3 |
| Sweden Juniorallsvenskan | 2019/09/07 13:00 | Trelleborgs FF U19 v Orgryte U19 | W | 3-1 |
| Sweden Juniorallsvenskan | 2019/08/17 13:00 | Trelleborgs FF U19 v Halmstads BK U19 | L | 1-3 |
Away History
| 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 |
| Sweden Juniorallsvenskan | 2019/09/07 14:00 | IK Sirius U19 v Osters IF U19 | W | 0-2 |
| Sweden Juniorallsvenskan | 2019/09/01 12:00 | Osters IF U19 v Helsingborgs U19 | L | 1-2 |
| Sweden Juniorallsvenskan | 2019/08/24 15:30 | IFK Norrköping U19 v Osters IF U19 | L | 5-1 |