Head to Head
| Sweden Superettan | 2023/04/10 13:00 | Osters IF v Trelleborgs FF | L | 5-2 |
| Sweden Superettan | 2022/11/05 16:00 | Osters IF v Trelleborgs FF | W | 0-1 |
| Sweden Superettan | 2022/05/22 13:00 | Trelleborgs FF v Osters IF | L | 1-2 |
| Sweden Superettan | 2021/08/31 17:00 | Trelleborgs FF v Osters IF | W | 1-0 |
| Sweden Superettan | 2021/08/10 17:00 | Osters IF v Trelleborgs FF | D | 0-0 |
| Club Friendly List | 2021/03/20 14:00 | Trelleborgs FF v Osters IF | W | 3-0 |
| Sweden Superettan | 2020/09/15 17:00 | Osters IF v Trelleborgs FF | L | 1-0 |
| Sweden Superettan | 2020/06/23 17:00 | Trelleborgs FF v Osters IF | L | 0-1 |
| Europe Friendlies | 2020/03/08 14:06 | Osters IF v Trelleborgs FF | D | 0-0 |
| Sweden Superettan | 2019/07/21 15:30 | Osters IF v Trelleborgs FF | W | 0-2 |
| Sweden Superettan | 2019/05/26 15:30 | Trelleborgs FF v Osters IF | D | 1-1 |
| World Club Friendlies | 2018/02/03 13:00 | Trelleborgs FF v Osters IF | D | 3-3 |
| Sweden Superettan | 2017/09/18 17:00 | Osters IF v Trelleborgs FF | W | 0-1 |
| Sweden Superettan | 2017/05/28 13:00 | Trelleborgs FF v Osters IF | W | 4-1 |
| Europe Friendlies | 2017/02/11 14:00 | Osters IF v Trelleborgs FF | W | 2-4 |
| Sweden 1.div Södra | 2015/08/30 15:00 | Trelleborgs FF v Osters IF | D | 0-0 |
| Sweden 1.div Södra | 2015/04/18 14:00 | Osters IF v Trelleborgs FF | W | 1-3 |
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