| Pr. League | 01/01/19 | Glentoran FC | - | Dungannon Swifts | 2:4 | ||||
| Pr. League | 09/02/19 | Warrenpoint Town | - | Glentoran FC | 0:5 | ||||
| Pr. League | 11/05/19 | Glentoran FC | - | Cliftonville FC | 0:2 aet | ||||
| Pr. League | 24/08/19 | Ballymena United | - | Glentoran FC | 1:2 | ||||
| Pr. League | 18/10/19 | Larne FC | - | Glentoran FC | 2:3 | ||||
| Pr. League | 01/01/20 | Dungannon Swifts | - | Glentoran FC | 0:2 | ||||
| Pr. League | 12/12/20 | Glentoran FC | - | Carrick Rangers | 6:0 | ||||
| Pr. League | 16/02/21 | Portadown FC | - | Glentoran FC | 1:3 | ||||
| Pr. League | 16/03/21 | Glenavon FC | - | Glentoran FC | 2:1 | ||||
| Pr. League | 11/09/21 | Crusaders FC | - | Cliftonville FC | 1:1 | ||||
| Pr. League | 30/11/21 | Larne FC | - | Cliftonville FC | 1:1 | ||||
| Pr. League | 17/01/22 | Cliftonville FC | - | Glentoran FC | 1:2 | ||||
| League Cup | 13/03/22 | Coleraine FC | - | Cliftonville FC | 3:4 aet | ||||
| Pr. League | 09/04/22 | Cliftonville FC | - | Linfield FC | 0:0 |  |
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| Pr. League | 23/08/22 | Ballymena United | - | Cliftonville FC | 1:2 | ||||
| Pr. League | 15/08/23 | Newry City FC | - | Cliftonville FC | 0:3 | |
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| Pr. League | 02/09/23 | Glentoran FC | - | Cliftonville FC | 1:0 |
Northern Ireland