2003–04 Scottish League Cup Second round Second round

| Tie_No_ | Home_team | Score | Away_team | Report | Attendance |
|---|---|---|---|---|---|
| 1 | Aberdeen | 3 – 1 | Dumbarton | Details | 3944 |
| 2 | Arbroath | 3 – 4 (aet) | Falkirk | Details | 923 |
| 3 | Brechin City | 1 – 0 | Kilmarnock | Details | 829 |
| 4 | Clyde | 2 – 1 | Airdrie United | Details | 1381 |
| 5 | Dundee United | 3 – 1 | Morton | Details | 5638 |
| 6 | Forfar Athletic | ( p ) 3 – 3 | Motherwell | Details | 1110 |
| 7 | Hibernian | 9 – 0 | Montrose | Details | 5032 |
| 8 | Queen`s Park | 1 – 3 | Livingston | Details | 1011 |
| 9 | Ross County | 0 – 3 | Queen of the South | Details | 959 |
| 10 | St. Johnstone | 3 – 2 (aet) | Hamilton | Details | 1471 |
| 11 | Dunfermline | 2 – 0 | Cowdenbeath | Details | 3582 |