| 1. Round | 17/02/2023 | Shelbourne FC | - | Drogheda United | 0:0 |  |
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| 2. Round | 24/02/2023 | St Patrick's Athletic | - | Shelbourne FC | 1:0 | ||||
| 3. Round | 03/03/2023 | Shelbourne FC | - | Bohemian FC | 1:0 | ||||
| 5. Round | 10/03/2023 | Shelbourne FC | - | Shamrock Rovers | 0:0 | ||||
| 6. Round | 17/03/2023 | Cork City | - | Shelbourne FC | 0:2 | ||||
| 7. Round | 31/03/2023 | Shelbourne FC | - | Derry City | 0:1 | ||||
| 8. Round | 07/04/2023 | UC Dublin | - | Shelbourne FC | 0:0 | ||||
| 11. Round | 21/04/2023 | Shelbourne FC | - | Dundalk FC | 1:1 | ||||
| 12. Round | 28/04/2023 | Shelbourne FC | - | Cork City | 2:1 | ||||
| 13. Round | 01/05/2023 | Drogheda United | - | Shelbourne FC | 1:1 | |
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| 15. Round | 13/05/2023 | Sligo Rovers | - | Shelbourne FC | 0:3 | |
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| 16. Round | 19/05/2023 | Shelbourne FC | - | St Patrick's Athletic | 0:1 | ||||
| 17. Round | 26/05/2023 | Bohemian FC | - | Shelbourne FC | 0:0 | ||||
| 19. Round | 05/06/2023 | Shelbourne FC | - | Drogheda United | 3:2 | ||||
| 24. Round | 14/07/2023 | Shelbourne FC | - | Bohemian FC | 1:1 | ||||
| 28. Round | 26/08/2023 | Sligo Rovers | - | Shelbourne FC | 0:1 | ||||
| 30. Round | 25/09/2023 | Bohemian FC | - | Shelbourne FC | 1:1 | |
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| 36. Round | 03/11/2023 | Drogheda United | - | Shelbourne FC | 2:4 |
Ireland