| 1. Round | 05/08/2023 | Institute FC Drumahoe | - | Knockbreda FC | 2:0 | ||||
| 2. Round | 12/08/2023 | Portadown FC | - | Institute FC Drumahoe | 1:0 | ||||
| 3. Round | 19/08/2023 | Institute FC Drumahoe | - | Newington FC | 1:3 | ||||
| 4. Round | 26/08/2023 | Institute FC Drumahoe | - | Ballyclare Comrades | 1:0 | ||||
| 5. Round | 02/09/2023 | Bangor FC | - | Institute FC Drumahoe | 1:1 | ||||
| 6. Round | 09/09/2023 | Institute FC Drumahoe | - | H&W Welders | 2:1 | ||||
| 9. Round | 30/09/2023 | Institute FC Drumahoe | - | Dundela FC | 1:2 | ||||
| 17. Round | 24/11/2023 | Institute FC Drumahoe | - | Ballinamallard United FC | 1:0 |  |
|||
| 18. Round | 01/12/2023 | Dergview FC | - | Institute FC Drumahoe | 2:2 | |
|||
| 8. Round | 05/12/2023 | Annagh United | - | Institute FC Drumahoe | 1:1 | ||||
| 19. Round | 09/12/2023 | Institute FC Drumahoe | - | Annagh United | 1:3 |
Northern Ireland