[3] Cliftonville 2-2 Glentoran [5] 2023-10-10 15:00
Stadium: Solitude Round: 20
Home Manager: James Magilton Away Manager: Warren James Feeney
Head to Head
| Northern Ireland Premier | 2023/09/02 14:00 | Glentoran v Cliftonville | L | 1-0 |
| Northern Ireland Premier | 2023/05/13 15:30 | Glentoran v Cliftonville | L | 2-0 |
| Northern Ireland Premier | 2023/04/15 14:00 | Glentoran v Cliftonville | L | 3-0 |
| Northern Ireland Premier | 2023/02/25 15:00 | Cliftonville v Glentoran | W | 2-1 |
| Northern Ireland Premier | 2022/12/20 19:45 | Cliftonville v Glentoran | W | 1-0 |
| Northern Ireland Premier | 2022/11/20 12:30 | Glentoran v Cliftonville | W | 0-1 |
| Northern Ireland Premier | 2022/04/30 16:30 | Glentoran v Cliftonville | W | 1-2 |
| Northern Ireland Premier | 2022/03/08 19:45 | Glentoran v Cliftonville | W | 0-1 |
Home History
| Northern Ireland Premier | 2023/10/07 14:00 | Cliftonville v Dungannon Swifts | W | 5-0 |
| Northern Ireland League Cup | 2023/10/03 19:00 | Cliftonville v Institute | W | 3-0 |
| Northern Ireland Premier | 2023/09/30 14:00 | Cliftonville v Loughgall | D | 1-1 |
| Northern Ireland Premier | 2023/09/26 18:45 | Cliftonville v Coleraine | W | 5-0 |
| Northern Ireland Premier | 2023/09/23 14:00 | Ballymena Utd v Cliftonville | W | 0-2 |
| Northern Ireland Premier | 2023/09/18 18:45 | Crusaders v Cliftonville | W | 0-3 |
| Scotland League Challenge Cup | 2023/09/09 13:00 | Raith v Cliftonville | L | 3-0 |
| Northern Ireland Premier | 2023/09/02 14:00 | Glentoran v Cliftonville | L | 1-0 |
Away History
| Northern Ireland Premier | 2023/10/06 18:45 | Linfield v Glentoran | L | 2-0 |
| Northern Ireland League Cup | 2023/10/03 18:45 | Glentoran v Dollingstown | W | 2-0 |
| Northern Ireland Premier | 2023/09/30 14:00 | Carrick Rangers v Glentoran | L | 2-1 |
| Northern Ireland Premier | 2023/09/22 18:45 | Glentoran v Coleraine | L | 1-2 |
| Northern Ireland Premier | 2023/09/16 14:00 | Glentoran v Dungannon Swifts | D | 0-0 |
| Northern Ireland Premier | 2023/09/09 16:30 | Newry City v Glentoran | W | 2-4 |
| Northern Ireland Premier | 2023/09/02 14:00 | Glentoran v Cliftonville | W | 1-0 |
| Northern Ireland Premier | 2023/08/29 18:45 | Glentoran v Crusaders | D | 2-2 |