[9] Olympiakos 1-0 Asteras Tripolis [5] 2019-08-24 18:30
Stadium: Karaiskakis Stadium Round: 1
Referee: Stefanos Koumparakis Home Manager: Pedro Rui Mota Vieira Martins Away Manager: Borja Jimenez
Head to Head
| Greece Super League 1 | 2019/01/27 17:30 | Asteras Tripolis v Olympiakos | W | 0-2 |
| Greece Super League 1 | 2018/09/16 17:30 | Olympiakos v Asteras Tripolis | W | 2-1 |
| Greece Super League 1 | 2018/01/28 17:30 | Asteras Tripolis v Olympiakos | D | 1-1 |
| Greece Cup | 2017/09/19 17:30 | Olympiakos v Asteras Tripolis | W | 2-1 |
| Greece Super League 1 | 2017/09/16 17:30 | Olympiakos v Asteras Tripolis | D | 1-1 |
| Europe Friendlies | 2017/07/19 18:00 | Olympiakos v Asteras Tripolis | D | 1-1 |
| Greece Super League 1 | 2017/01/18 17:30 | Asteras Tripolis v Olympiakos | D | 0-0 |
| Greece Super League 1 | 2017/01/04 17:30 | Olympiakos v Asteras Tripolis | W | 2-1 |
| Greece Super League 1 | 2016/03/20 17:30 | Asteras Tripolis v Olympiakos | W | 1-2 |
| Greece Cup | 2016/02/03 17:30 | Asteras Tripolis v Olympiakos | D | 1-1 |
| Greece Cup | 2016/01/27 17:30 | Olympiakos v Asteras Tripolis | W | 5-0 |
| Greece Super League 1 | 2015/11/29 17:30 | Olympiakos v Asteras Tripolis | W | 3-1 |
| Greece Super League 1 | 2015/03/19 14:45 | Olympiakos v Asteras Tripolis | W | 2-0 |
| Greece Super League 1 | 2014/11/01 17:30 | Asteras Tripolis v Olympiakos | D | 0-0 |