League Cup| ROUND | R1 | R2 | QF | SF | F |
| Season archive |
| Monday, 4 May 2009 | ||||||
| r2 | FC Carlow | 1-3 | Waterford | aet | ||
| 12 | 18 | Kiely | ||||
| 111 | ||||||
| 118 | Cummins | |||||
| r2 | Drogheda United | 0-2 | Sporting Fingal | |||
| 80 | Doyle | |||||
| 90 | Byrne | |||||
| r2 | St. Patrick's | 0-1 | Shamrock Rovers | |||
| 40 | Amond | |||||
| r2 | Cork City | 1-1 | Wexford | aet, p4-5 | ||
| 88 | Behan | 56(og) | Murray | |||
| r2 | Bohemians | 4-3 | Shelbourne | aet | ||
| 12 | Hughes | 3 | O'Brien | |||
| 45 | McGuinness | 65 | Madden | |||
| 82 | Carey | 75(p) | McAllister | |||
| 112 | Carey | |||||
| r2 | Galway United (old) | 1-0 | Derry City | |||
| 35 | Cooke | |||||
| r2 | Sligo Rovers | 4-1 | Finn Harps | |||
| 30 | Boco | 5 | Brolly | |||
| 41 | Boco | |||||
| 48 | O'Grady | |||||
| 60 | Keane | |||||
| Tuesday, 5 May 2009 | ||||||
| r2 | Athlone Town | 0-1 | UCD | |||
| 55 | ||||||
| 3 | +1 | Conan BYRNE (Sporting Fingal) |
| 2 | +2 | Romuald BOCO (Sligo Rovers) |
| +1 | Dennis BEHAN (Cork City) | |
| Emeka ONWUBIKO (Athlone Town) | ||
| +1 | Paddy MADDEN (Shelbourne) | |
| +2 | Graham CAREY (Bohemians) |
