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| 1st(1st leg) | Drogheda United | - | Shelbourne FC | 0:1 (0:1) | ||
| 2nd (2nd leg) | Shelbourne FC | - | Drogheda United | 2:4 (0:1, 1:2, 1:2) pso | ||
| 1st(1st leg): 05/10/2018 19:45 | 2nd (2nd leg): 08/10/2018 19:45 | Winner: Drogheda United | ||||
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| 1st(1st leg) | Drogheda United | - | Shelbourne FC | 0:1 (0:1) | ||
| 2nd (2nd leg) | Shelbourne FC | - | Drogheda United | 2:4 (0:1, 1:2, 1:2) pso | ||
| 1st(1st leg): 05/10/2018 19:45 | 2nd (2nd leg): 08/10/2018 19:45 | Winner: Drogheda United | ||||
