| 1. Round | 10/08/2019 | Coleraine FC | - | Cliftonville FC | 1:1 | ||||
| 2. Round | 13/08/2019 | Glentoran FC | - | Coleraine FC | 2:2 | ||||
| 7. Round | 14/09/2019 | Ballymena United | - | Coleraine FC | 1:1 | ||||
| 8. Round | 21/09/2019 | Coleraine FC | - | Crusaders FC | 4:2 | ||||
| 10. Round | 05/10/2019 | Carrick Rangers | - | Coleraine FC | 1:4 |  |
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| 14. Round | 02/11/2019 | Dungannon Swifts | - | Coleraine FC | 0:2 | ||||
| 19. Round | 07/12/2019 | Coleraine FC | - | Glentoran FC | 2:2 | ||||
| 20. Round | 14/12/2019 | Larne FC | - | Coleraine FC | 2:2 | ||||
| 21. Round | 21/12/2019 | Cliftonville FC | - | Coleraine FC | 1:0 | ||||
| 22. Round | 26/12/2019 | Coleraine FC | - | Ballymena United | 2:0 | ||||
| 23. Round | 28/12/2019 | Coleraine FC | - | Linfield FC | 1:1 | ||||
| 24. Round | 01/01/2020 | Carrick Rangers | - | Coleraine FC | 0:2 | ||||
| 25. Round | 10/01/2020 | Coleraine FC | - | Crusaders FC | 0:1 | |
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| 26. Round | 18/01/2020 | Warrenpoint Town | - | Coleraine FC | 0:4 | ||||
| 30. Round | 22/02/2020 | Institute FC Drumahoe | - | Coleraine FC | 0:4 |
Northern Ireland