Head to Head
| Northern Ireland Premier | 2019/09/28 14:00 | Crusaders v Glentoran | L | 5-2 |
| Northern Ireland Cup | 2019/01/05 15:00 | Crusaders v Glentoran | L | 4-1 |
| Northern Ireland Premier | 2018/12/29 15:00 | Glentoran v Crusaders | L | 0-1 |
| Northern Ireland Premier | 2018/12/01 15:00 | Glentoran v Crusaders | D | 2-2 |
| Northern Ireland League Cup | 2018/11/13 19:45 | Glentoran v Crusaders | L | 2-4 |
| Northern Ireland Premier | 2018/10/13 14:00 | Crusaders v Glentoran | L | 3-0 |
| Northern Ireland Premier | 2018/02/10 15:00 | Crusaders v Glentoran | L | 4-2 |
| Northern Ireland Premier | 2017/12/02 15:00 | Crusaders v Glentoran | L | 1-0 |
Home History
| Northern Ireland Premier | 2019/12/07 15:00 | Coleraine v Glentoran | D | 2-2 |
| Northern Ireland Premier | 2019/11/30 15:00 | Cliftonville v Glentoran | W | 0-2 |
| Northern Ireland Premier | 2019/11/23 15:00 | Glentoran v Dungannon Swifts | W | 6-1 |
| Northern Ireland County Antrim Shield | 2019/11/20 19:45 | Cliftonville v Glentoran | L | 1-0 |
| Northern Ireland Premier | 2019/11/09 15:00 | Institute v Glentoran | D | 1-1 |
| Northern Ireland Premier | 2019/11/02 15:00 | Warrenpoint Town v Glentoran | W | 0-4 |
| Northern Ireland Premier | 2019/10/25 18:45 | Glentoran v Ballymena Utd | W | 3-1 |
| Northern Ireland Premier | 2019/10/18 18:45 | Larne FC v Glentoran | W | 2-3 |
Away History
| Northern Ireland Premier | 2019/12/07 15:00 | Crusaders v Ballymena Utd | L | 0-1 |
| Northern Ireland League Cup | 2019/12/03 19:45 | Crusaders v Institute | W | 2-0 |
| Northern Ireland Premier | 2019/11/30 15:00 | Dungannon Swifts v Crusaders | W | 1-6 |
| Northern Ireland Premier | 2019/11/15 19:45 | Carrick Rangers v Crusaders | W | 1-3 |
| Northern Ireland Premier | 2019/11/11 19:45 | Larne FC v Crusaders | D | 0-0 |
| Northern Ireland Premier | 2019/11/02 15:00 | Crusaders v Institute | D | 1-1 |
| Northern Ireland League Cup | 2019/10/29 19:45 | Ballymena Utd v Crusaders | W | 1-2 |
| Northern Ireland Premier | 2019/10/26 16:00 | Glenavon v Crusaders | D | 2-2 |