| Saturday 22nd January 1938 | |||
| First Round | |||
| Airdrieonians | 1-2 | East Fife | |
| Albion Rovers | 4-2 | Dundee | |
| Alloa Athletic | 1-6 | Rangers | |
| Ayr United | 4-1 | East Stirlingshire | |
| Bo'ness | 0-4 | Hamilton Academical | |
| Chirnside United | 2-3 | Ross County | |
| Clyde | 1-4 | Motherwell | |
| Cowdenbeath | 4-1 | Brechin City | |
| Dundee United | 3-1 | Heart of Midlothian | |
| Dunfermline Athletic | 0-1 | St Mirren | |
| Elgin City | 1-6 | Aberdeen | |
| Falkirk | 6-0 | Dalbeattie Star | |
| Forfar Athletic | 7-4 | Blairgowrie | |
| Hibernian | 2-3 | Edinburgh City (old) | |
| Huntly | 0-1 | Nithsdale Wanderers | |
| Kilmarnock | 6-0 | Dumbarton | |
| Moorpark | 2-5 | Larbert | |
| Morton | 4-0 | Peterhead | |
| Penicuik Athletic | 1-3 | King's Park | |
| Queen of the South | 4-2 | Leith Athletic | |
| Queen's Park | 2-0 | Galston | |
| Raith Rovers | 1-0 | Montrose | |
| St Bernard's | 1-0 | Vale of Leithen | |
| St Johnstone | 1-1 | Arbroath | |
| Stenhousemuir | 3-1 | Babcock and Wilcox | |
| Stranraer | 2-2 | Partick Thistle | |
| Third Lanark | 1-2 | Celtic | |
» Scottish FA Cup 1937-1938 : Results
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