| Sweden Juniorallsvenskan | 2020/09/19 12:00 | Osters IF U19 v Helsingborgs U19 | W | 4-2 |
| Sweden Juniorallsvenskan | 2019/09/01 12:00 | Osters IF U19 v Helsingborgs U19 | L | 1-2 |
| Sweden Juniorallsvenskan | 2019/05/18 12:00 | Osters IF U19 v Helsingborgs U19 | W | 2-0 |
| Sweden Juniorallsvenskan | 2018/10/13 11:00 | Osters IF U19 v Helsingborgs U19 | L | 0-1 |
| Sweden Juniorallsvenskan | 2018/08/26 12:00 | Helsingborgs U19 v Osters IF U19 | L | 5-2 |
| Sweden Juniorallsvenskan | 2018/05/30 16:30 | Osters IF U19 v Helsingborgs U19 | W | 3-2 |
| Sweden Juniorallsvenskan | 2021/08/11 17:00 | Atvidabergs FF U19 v Osters IF U19 | W | 1-4 |
| Sweden Juniorallsvenskan | 2021/08/07 12:00 | Osters IF U19 v Mjallby AIF U19 | W | 2-0 |
| Sweden Juniorallsvenskan | 2021/07/31 12:00 | IFK Goteborg U19 v Osters IF U19 | W | 1-2 |
| Sweden Juniorallsvenskan | 2021/07/03 12:00 | Orgryte U19 v Osters IF U19 | D | 4-4 |
| Sweden Juniorallsvenskan | 2021/06/30 17:00 | Angelholms FF U19 v Osters IF U19 | W | 1-3 |
| Sweden Juniorallsvenskan | 2021/06/23 12:30 | Osters IF U19 v IFK Goteborg U19 | W | 2-0 |
| Sweden Juniorallsvenskan | 2021/06/19 11:00 | GAIS U19 v Osters IF U19 | W | 0-1 |
| Sweden Juniorallsvenskan | 2021/06/16 17:00 | Osters IF U19 v Angelholms FF U19 | W | 1-0 |
| Sweden Juniorallsvenskan | 2021/08/11 12:00 | Trelleborgs FF U19 v Helsingborgs U19 | W | 3-4 |
| Sweden Juniorallsvenskan | 2021/08/07 13:00 | Helsingborgs U19 v Angelholms FF U19 | W | 3-1 |
| Sweden Juniorallsvenskan | 2021/07/31 13:00 | Helsingborgs U19 v Halmstads BK U19 | L | 1-2 |
| Sweden Juniorallsvenskan | 2021/07/24 12:00 | Kalmar FF U19 v Helsingborgs U19 | L | 3-2 |
| Sweden Juniorallsvenskan | 2021/06/30 12:00 | Jonkopings Sodra IF U19 v Helsingborgs U19 | W | 1-2 |
| Sweden Juniorallsvenskan | 2021/06/24 16:00 | Halmstads BK U19 v Helsingborgs U19 | D | 2-2 |
| Sweden Juniorallsvenskan | 2021/06/12 12:00 | Elfsborg U19 v Helsingborgs U19 | L | 1-0 |
| Sweden Juniorallsvenskan | 2021/06/05 13:00 | Helsingborgs U19 v Orgryte U19 | W | 2-1 |