| Northern Ireland Football League Cup26/27 Current | |
| Northern Ireland Football League Cup25/26 |  Linfield |
| Northern Ireland Football League Cup24/25 |  Glentoran |
| Northern Ireland Football League Cup23/24 | Linfield |
| Northern Ireland Football League Cup22/23 | Linfield |
| Northern Ireland Football League Cup21/22 |  Cliftonville |
| Northern Ireland Football League Cup19/20 | |
| Northern Ireland Football League Cup18/19 | Linfield |
| Northern Ireland Football League Cup17/18 |  Dungannon Swifts |
| Northern Ireland Football League Cup16/17 |  Ballymena Utd |
| Northern Ireland Football League Cup15/16 | Cliftonville |
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