| 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 ap | ||||
| 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 ap | ||||
| 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 |
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