Home History
| Greece Football League | 2019/10/13 13:00 | Veria v Iraklis 1908 FC | L | 2-1 |
| Greece Football League | 2019/10/06 13:00 | Iraklis 1908 FC v Enosi Panaspropirgiakou Doxa | W | 2-0 |
| Greece Football League | 2019/09/29 13:00 | Kavala v Iraklis 1908 FC | L | 4-1 |
| Greece Cup | 2019/09/15 17:00 | Panserraikos v Iraklis 1908 FC | L | 2-0 |
| Greece Football League 2 | 2019/05/12 14:00 | Nestos Chrisoupolis v Iraklis 1908 FC | W | 0-1 |
| Greece Football League 2 | 2019/05/05 14:00 | Iraklis 1908 FC v Nestos Chrisoupolis | D | 0-0 |
| Greece Football League 2 | 2019/04/14 14:00 | Makedonikos v Iraklis 1908 FC | W | 0-2 |
| Greece Football League 2 | 2019/04/07 13:00 | Iraklis 1908 FC v Anagennisi Giannitsa | W | 3-1 |
Away History
| Greece Football League | 2019/10/13 12:00 | Trikala v Olympiakos Volou | D | 1-1 |
| Greece Football League | 2019/10/06 13:00 | Diagoras v Trikala | W | 1-2 |
| Greece Football League | 2019/09/28 12:00 | Ionikos Nikea v Trikala | D | 0-0 |
| Greece Cup | 2019/09/24 13:00 | Trikala v Doxa Drama | W | 1-0 |
| Europe Friendlies | 2019/09/08 14:34 | Larissa v Trikala | L | 1-0 |
| Europe Friendlies | 2019/08/29 15:00 | Apollon Larissa v Trikala | W | 0-1 |
| Europe Friendlies | 2019/08/21 15:13 | AO Sellana v Trikala | W | 0-2 |
| Greece Super League 2 | 2019/05/05 12:00 | Karaiskakis v Trikala | W | 1-3 |