| 1989–90 Scottish League Cup | |
| Defending Champions: | Rangers |
| Winners: | Aberdeen |
| Second: | Rangers |
| Prev Season: | 1988–89 |
| Next Season: | 1990–91 |
The 1989–90 Scottish League Cup was the forty-fourth season of Scotland's second football knockout competition. The competition was won by Aberdeen, who defeated Rangers in the Final.
| width=175 | Home Team | width=20 | Score | width=175 | Away Team | width= 125 | Date |
|---|---|---|---|---|---|---|---|
| Arbroath (3) | 1–0 | East Stirlingshire (3) | 9 August 1989 | ||||
| Cowdenbeath (3) | 0–4[1] | Montrose (3) | 9 August 1989 | ||||
| Dumbarton (3) | 3–0 | Stenhousemuir (3) | 8 August 1989 | ||||
| East Fife (3) | 2–2 | Queen's Park (3) | 9 August 1989 | ||||
| Stirling Albion (3) | 0–3 | Berwick Rangers (3) | 9 August 1989 | ||||
| Stranraer (3) | 3–4 | Brechin City (3) | 9 August 1989 | ||||
| width=175 | Home Team | width=20 | Score | width=175 | Away Team | width= 125 | Date |
|---|---|---|---|---|---|---|---|
| Airdrieonians (2) | 4–0 | Forfar Athletic (2) | 15 August 1989 | ||||
| Albion Rovers (2) | 0–2 | Aberdeen (1) | 16 August 1989 | ||||
| Ayr United (2) | 0–1 | Hamilton Academical (2) | 15 August 1989 | ||||
| Berwick Rangers (3) | 0–2 | St Mirren (1) | 15 August 1989 | ||||
| Brechin City (3) | 0–3 | Falkirk (2) | 16 August 1989 | ||||
| Clydebank (2) | 3–1 | Meadowbank Thistle (2) | 16 August 1989 | ||||
| Dumbarton (3) | 0–3 | Celtic (1) | 15 August 1989 | ||||
| Dundee (1) | 5–1 | Clyde (3) | 15 August 1989 | ||||
| Dundee United (1) | 1–0 | Partick Thistle (2) | 16 August 1989 | ||||
| Dunfermline Athletic (1) | 3–0 | Raith Rovers (2) | 15 August 1989 | ||||
| Heart of Midlothian (1) | 3–0 | Montrose (3) | 16 August 1989 | ||||
| Hibernian (1) | 2–0 | Alloa Athletic (2) | 15 August 1989 | ||||
| Kilmarnock (3) | 1–4 | Motherwell (1) | 15 August 1989 | ||||
| Queen of the South (3) | 1–0 | St Johnstone (2) | 16 August 1989 | ||||
| Queen's Park (3) | 0–1 | Morton (2) | 15 August 1989 | ||||
| Rangers (1) | 4–0 | Arbroath (3) | 15 August 1989 | ||||
| width=175 | Home Team | width=50 | Score | width=175 | Away Team | width= 125 | Date |
|---|---|---|---|---|---|---|---|
| Aberdeen (1) | 4–0 | Airdrieonians (2) | 23 August 1989 | ||||
| Celtic (1) | 2–0 | Queen of the South (3) | 22 August 1989 | ||||
| Dunfermline Athletic (1) | 1–0 | Dundee (1) | 23 August 1989 | ||||
| Falkirk (2) | 1–4 | Heart of Midlothian (1) | 23 August 1989 | ||||
| Hamilton Academical (2) | 2–1 | Dundee United (1) | 23 August 1989 | ||||
| Hibernian (1) | 0–0[2] | Clydebank (3) | 22 August 1989 | ||||
| Morton(2) | 1–2 | Rangers (1) | 23 August 1989 | ||||
| St Mirren (1) | 1–0 | Motherwell (1) | 23 August 1989 | ||||
| width=175 | Home Team | width=50 | Score | width=175 | Away Team | width= 125 | Date |
|---|---|---|---|---|---|---|---|
| Aberdeen (1) | 3–1 | St Mirren (1) | 30 August 1989 | ||||
| Hamilton Academical (2) | 0–3 | Rangers (1) | 30 August 1989 | ||||
| Heart of Midlothian (1) | 2–2[3] | Celtic (1) | 30 August 1989 | ||||
| Hibernian (1) | 1–3 | Dunfermline Athletic (1) | 29 August 1989 | ||||
| width=175 | Home Team | width=20 | Score | width=175 | Away Team | width= 125 | Date |
|---|---|---|---|---|---|---|---|
| Aberdeen (1) | 1–0 | Celtic (1) | 20 September 1989 | ||||
| Rangers (1) | 5–0 | Dunfermline Athletic (1) | 19 September 1989 | ||||
See main article: 1989 Scottish League Cup Final.