Head to Head
| Sweden Superettan | 2019/07/21 15:30 | Osters IF v Trelleborgs FF | L | 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 | L | 0-1 |
| Sweden Superettan | 2017/05/28 13:00 | Trelleborgs FF v Osters IF | L | 4-1 |
| Europe Friendlies | 2017/02/11 14:00 | Osters IF v Trelleborgs FF | L | 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 | L | 1-3 |
Home History
| Europe Friendlies | 2020/02/23 13:30 | Osters IF v FC Linköping City | W | 4-0 |
| Europe Friendlies | 2020/02/02 12:00 | Kalmar FF v Osters IF | L | 5-0 |
| Sweden Superettan Qualification | 2019/11/10 12:00 | Osters IF v Landskrona BoIS | W | 1-0 |
| Sweden Superettan Qualification | 2019/11/07 18:00 | Landskrona BoIS v Osters IF | D | 1-1 |
| Sweden Superettan | 2019/11/03 14:00 | Osters IF v IK Frej | W | 4-0 |
| Sweden Superettan | 2019/10/26 14:00 | Degerfors v Osters IF | L | 2-0 |
| Sweden Superettan | 2019/10/21 17:00 | Osters IF v Syrianska FC | W | 4-0 |
| Sweden Superettan | 2019/10/05 14:00 | Mjällby AIF v Osters IF | L | 3-2 |
Away History
| Europe Friendlies | 2020/02/26 17:30 | Lunds BK v Trelleborgs FF | D | 2-2 |
| Europe Friendlies | 2020/02/22 12:00 | Trelleborgs FF v Landskrona BoIS | D | 1-1 |
| World Club Friendlies | 2020/02/15 14:00 | Trelleborgs FF v Nykobing | W | 2-0 |
| Europe Friendlies | 2020/02/08 12:00 | Trelleborgs FF v FC Roskilde | L | 0-1 |
| Sweden Superettan | 2019/11/03 14:00 | GAIS v Trelleborgs FF | D | 0-0 |
| Sweden Superettan | 2019/10/26 11:30 | Trelleborgs FF v Jonkopings Sodra | L | 2-3 |
| Sweden Superettan | 2019/10/20 15:30 | Norrby IF v Trelleborgs FF | L | 4-0 |
| Sweden Superettan | 2019/10/06 15:30 | Trelleborgs FF v IK Brage | D | 2-2 |