| Saturday 31st July 2004 | |||
| First Round | |||
| Airdrie United | 0-2 | Queen of the South | |
| Alloa Athletic | 2-0 | Elgin City | |
| Arbroath | 2-4 | Peterhead | |
| Ayr United | 0-3 | Falkirk | |
| Dumbarton | 1-2 | Stirling Albion | |
| East Fife | 0-0 | Cowdenbeath | aet |
| (Cowdenbeath won on penalties) | |||
| East Stirlingshire | 1-2 | Berwick Rangers | |
| Forfar Athletic | 2-1 | Morton | |
| Gretna | 3-0 | Montrose | |
| Partick Thistle | 3-0 | Brechin City | |
| Queen's Park | 1-1 | Stenhousemuir | aet |
| (Queen's Park won on penalties) | |||
| Raith Rovers | 0-2 | Albion Rovers | |
| Ross County | 2-1 | St Mirren | |
| St Johnstone | 2-0 | Hamilton Academical | |
» Scottish Challenge Cup 2004-2005 : Results
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