Head to Head
| Northern Ireland Cup | 2019/01/05 15:00 | Crusaders v Glentoran | W | 4-1 |
| Northern Ireland Premier | 2018/12/29 15:00 | Glentoran v Crusaders | W | 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 | W | 2-4 |
| Northern Ireland Premier | 2018/10/13 14:00 | Crusaders v Glentoran | W | 3-0 |
| Northern Ireland Premier | 2018/02/10 15:00 | Crusaders v Glentoran | W | 4-2 |
| Northern Ireland Premier | 2017/12/02 15:00 | Crusaders v Glentoran | W | 1-0 |
| Northern Ireland Premier | 2017/10/02 18:45 | Glentoran v Crusaders | W | 0-3 |
Home History
| Northern Ireland Premier | 2019/09/21 14:00 | Coleraine v Crusaders | L | 4-2 |
| Northern Ireland Premier | 2019/09/14 14:00 | Crusaders v Glenavon | W | 3-2 |
| Northern Ireland Premier | 2019/09/07 14:00 | Institute v Crusaders | W | 0-6 |
| Northern Ireland Premier | 2019/08/31 14:00 | Crusaders v Dungannon Swifts | W | 3-0 |
| Northern Ireland Premier | 2019/08/24 14:00 | Crusaders v Larne FC | D | 2-2 |
| Northern Ireland Premier | 2019/08/17 14:00 | Cliftonville v Crusaders | W | 0-2 |
| Northern Ireland Premier | 2019/08/13 18:45 | Crusaders v Warrenpoint Town | W | 4-0 |
| Northern Ireland Premier | 2019/08/10 14:00 | Crusaders v Carrick Rangers | W | 3-0 |
Away History
| Northern Ireland Premier | 2019/09/21 14:00 | Glentoran v Warrenpoint Town | W | 2-1 |
| Northern Ireland Premier | 2019/09/14 14:00 | Linfield v Glentoran | L | 1-0 |
| Northern Ireland County Antrim Shield | 2019/09/10 19:45 | Glentoran v Ballyclare Comrades | W | 3-1 |
| Northern Ireland Premier | 2019/09/07 14:00 | Glentoran v Larne FC | W | 2-1 |
| Northern Ireland Premier | 2019/09/02 18:45 | Glentoran v Institute | W | 4-0 |
| Northern Ireland League Cup | 2019/08/27 18:45 | Glentoran v Ballyclare Comrades | W | 5-1 |
| Northern Ireland Premier | 2019/08/24 14:00 | Ballymena Utd v Glentoran | W | 1-2 |
| Northern Ireland Premier | 2019/08/17 14:00 | Dungannon Swifts v Glentoran | L | 3-1 |