| 1958–59 Scottish Cup | |
| Country: | Scotland |
| Winners: | St Mirren |
| Second: | Aberdeen |
| Prev Season: | 1957–58 |
| Next Season: | 1959–60 |
The 1958–59 Scottish Cup was the 74th staging of Scotland's most prestigious football knockout competition. The Cup was won by St Mirren who defeated Aberdeen in the final.
| width=140 | Home team | width=70 | Score | width=140 | Away team |
|---|---|---|---|---|---|
| Aberdeen | 2 – 1 | East Fife | |||
| Babcock & Wilcox | 4 – 0 | Forres Mechanics | |||
| Celtic | 4 – 0 | Albion Rovers | |||
| Cowdenbeath | 2 – 2 | Dunfermline Athletic | |||
| Dumbarton | 4 – 0 | Buckie Thistle | |||
| East Stirlingshire | 1 – 1 | Dundee United | |||
| Forfar Athletic | 1 – 3 | Rangers | |||
| Fraserburgh | 1 – 0 | Dundee | |||
| Peebles Rovers | 2 – 0 | Ross County | |||
| Queen of the South | 1 – 3 | Hearts | |||
| Raith Rovers | 1 – 1 | Hibernian | |||
| Stenhousemuir | 5 – 2 | Eyemouth United | |||
| Stranraer | 3 – 2 | Berwick Rangers |
| width=140 | Home team | width=70 | Score | width=140 | Away team |
|---|---|---|---|---|---|
| Dundee United | 0 – 0 | East Stirlingshire | |||
| Dunfermline Athletic | 4 – 1 | Cowdenbeath | |||
| Hibernian | 2 – 1 | Raith Rovers |
| width=140 | Home team | width=70 | Score | width=140 | Away team |
|---|---|---|---|---|---|
| Dundee United | 4 – 0 | East Stirlingshire |
| width=140 | Home team | width=70 | Score | width=140 | Away team |
|---|---|---|---|---|---|
| Celtic | 1 – 1 | Clyde | |||
| Aberdeen | 3 – 0 | Arbroath | |||
| Airdrieonians | 2 – 7 | Motherwell | |||
| Ayr United | 3 – 0 | Stranraer | |||
| Babcock & Wilcox | 0 – 5 | Greenock Morton | |||
| Brechin City | 3 – 3 | Alloa Athletic | |||
| Coldstream | 0 – 4 | Hamilton Academical | |||
| Dumbarton | 2 – 8 | Kilmarnock | |||
| Dundee United | 0 – 4 | Third Lanark | |||
| Fraserburgh | 3 – 4 | Stirling Albion | |||
| Hibernian | 3 – 1 | Falkirk | |||
| Montrose | 0 – 1 | Dunfermline Athletic | |||
| Rangers | 3 – 2 | Hearts | |||
| St Johnstone | 3 – 1 | Queen's Park | |||
| Stenhousemuir | 1 – 3 | Partick Thistle | |||
| St Mirren | 10-0 | Peebles Rovers |
| width=140 | Home team | width=70 | Score | width=140 | Away team |
|---|---|---|---|---|---|
| Clyde | 3 – 4 | Celtic | |||
| Alloa Athletic | 3 – 1 | Brechin City |
| width=140 | Home team | width=70 | Score | width=140 | Away team |
|---|---|---|---|---|---|
| Celtic | 2 – 1 | Rangers | |||
| Dunfermline Athletic | 2 – 1 | Ayr United | |||
| Hamilton Academical | 0 – 5 | Kilmarnock | |||
| Hibernian | 4 – 1 | Partick Thistle | |||
| St Johnstone | 1 – 2 | Aberdeen | |||
| St Mirren | 3 – 2 | Motherwell | |||
| Stirling Albion | 3 – 1 | Greenock Morton | |||
| Third Lanark | 3 – 2 | Alloa Athletic |
| width=140 | Home team | width=70 | Score | width=140 | Away team |
|---|---|---|---|---|---|
| Aberdeen | 3 – 1 | Kilmarnock | |||
| St Mirren | 2 – 1 | Dunfermline Athletic | |||
| Stirling Albion | 1 – 3 | Celtic | |||
| Third Lanark | 2 – 1 | Hibernian |
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See main article: 1959 Scottish Cup Final.