| Date | Round | Round | H/A | Res. | |||
|---|---|---|---|---|---|---|---|
| 26.04.2009 | 1. Round | 1. Round | H | ![]() | Clonmel Town | W | 2:0 |
| 24.05.2009 | 2. Round | 2. Rd | H | ![]() | St. Mary's AFC | W | 1:0 |
| 13.06.2009 | 3. Round | 3. Rd | H | ![]() | Salthill Devon | W | 2:1 |
Tralee Dynamos


| Date | Round | Round | H/A | Res. | |||
|---|---|---|---|---|---|---|---|
| 26.04.2009 | 1. Round | 1. Round | H | ![]() | Clonmel Town | W | 2:0 |
| 24.05.2009 | 2. Round | 2. Rd | H | ![]() | St. Mary's AFC | W | 1:0 |
| 13.06.2009 | 3. Round | 3. Rd | H | ![]() | Salthill Devon | W | 2:1 |