[4] Glentoran 1-0 Cliftonville [3] 2023-07-30 20:00
Stadium: The Oval Round: 6
Home Manager: Warren James Feeney Away Manager: Paddy McLaughlin
Head to Head
| Northern Ireland Premier | 2023/05/13 15:30 | Glentoran v Cliftonville | W | 2-0 |
| Northern Ireland Premier | 2023/04/15 14:00 | Glentoran v Cliftonville | W | 3-0 |
| Northern Ireland Premier | 2023/02/25 15:00 | Cliftonville v Glentoran | L | 2-1 |
| Northern Ireland Premier | 2022/12/20 19:45 | Cliftonville v Glentoran | L | 1-0 |
| Northern Ireland Premier | 2022/11/20 12:30 | Glentoran v Cliftonville | L | 0-1 |
| Northern Ireland Premier | 2022/04/30 16:30 | Glentoran v Cliftonville | L | 1-2 |
| Northern Ireland Premier | 2022/03/08 19:45 | Glentoran v Cliftonville | L | 0-1 |
| Northern Ireland Premier | 2022/01/17 19:45 | Cliftonville v Glentoran | W | 1-2 |
Home History
| Club Friendly List | 2023/07/22 12:00 | East Belfast v Glentoran | W | 0-3 |
| UEFA Conference League Qualifying | 2023/07/20 18:30 | Glentoran v Gzira United | D | 1-1 |
| Club Friendly List | 2023/07/17 18:15 | Dundela v Glentoran | L | 3-2 |
| UEFA Conference League Qualifying | 2023/07/13 17:00 | Gzira United v Glentoran | D | 2-2 |
| UK Friendlies | 2023/07/08 14:00 | Glentoran v Bangor FC | W | 4-1 |
| Club Friendly List | 2023/07/04 18:45 | Glentoran v Kilmarnock | W | 1-0 |
| Club Friendly List | 2023/07/01 12:00 | HW Welders v Glentoran | W | 0-3 |
| Club Friendly List | 2023/06/28 18:45 | Glentoran v St Mirren | D | 0-0 |
Away History
| UK Friendlies | 2023/07/25 18:30 | Cliftonville v Finn Harps | W | 5-0 |
| UK Friendlies | 2023/07/15 14:00 | Ballyclare Comrades v Cliftonville | W | 0-3 |
| Northern Ireland Premier | 2023/05/13 15:30 | Glentoran v Cliftonville | L | 2-0 |
| Northern Ireland Play-Offs | 2023/05/10 18:45 | Cliftonville v Coleraine | W | 2-1 |
| Northern Ireland Premier | 2023/04/29 16:30 | Cliftonville v Linfield | L | 0-2 |
| Northern Ireland Premier | 2023/04/22 14:00 | Cliftonville v Crusaders | D | 3-3 |
| Northern Ireland Premier | 2023/04/15 14:00 | Glentoran v Cliftonville | L | 3-0 |
| Northern Ireland Premier | 2023/04/11 18:45 | Cliftonville v Larne FC | L | 0-2 |