| 1. Round | 14/02/2025 | Treaty United | - | Cobh Ramblers | 2:3 |  |
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| 3. Round | 28/02/2025 | UC Dublin | - | Cobh Ramblers | 1:1 | |
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| 4. Round | 07/03/2025 | Cobh Ramblers | - | Longford Town | 5:0 | ||||
| 6. Round | 21/03/2025 | Cobh Ramblers | - | Athlone Town | 2:0 | ||||
| 9. Round | 11/04/2025 | Dundalk FC | - | Cobh Ramblers | 1:0 | |
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| 10. Round | 18/04/2025 | Cobh Ramblers | - | UC Dublin | 1:0 | ||||
| 11. Round | 21/04/2025 | Kerry FC | - | Cobh Ramblers | 0:2 | ||||
| 12. Round | 25/04/2025 | Cobh Ramblers | - | Finn Harps | 3:1 | ||||
| 13. Round | 02/05/2025 | Cobh Ramblers | - | Bray Wanderers | 2:1 |
USA