| Saturday 28th January 1950 | |||
| First Round | |||
| Alloa Athletic | 0-1 | Albion Rovers | |
| Brechin City | 0-3 | Celtic | |
| Clyde | 4-3 | Newton Stewart Ath | |
| Dumbarton | 1-0 | Queen's Park | |
| Dundee United | 4-0 | Ayr United | |
| Dunfermline Athletic | 5-3 | Forfar Athletic | |
| East Fife | 4-0 | Fraserburgh | |
| Heart of Midlothian | 1-1 | Dundee | |
| Hibernian | 0-1 | Partick Thistle | |
| Inverness Caledonian | 0-1 | Queen of the South | |
| Inverness Clachn'din | 2-3 | Stenhousemuir | |
| Kilmarnock | 1-1 | Stirling Albion | |
| Motherwell | 2-4 | Rangers | |
| Raith Rovers | 3-0 | Airdrieonians | |
| Ross County | 0-3 | Morton | |
| St Johnstone | 7-3 | Leith Athletic | |
| St Mirren | 1-2 | Aberdeen | |
| Stranraer | 1-3 | Falkirk | |
| Third Lanark | 2-1 | Arbroath | |
» Scottish FA Cup 1949-1950 : Results
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