| 1988–89 Scottish League Cup | |
| Defending Champions: | Rangers |
| Winners: | Rangers |
| Second: | Aberdeen |
| Prev Season: | 1987–88 |
| Next Season: | 1989–90 |
The 1988–89 Scottish League Cup was the forty-third season of Scotland's second football knockout competition. The competition was won by Rangers, who defeated Aberdeen in the Final.
| width=175 | Home Team | width=50 | Score | width=175 | Away Team | width= 125 | Date |
|---|---|---|---|---|---|---|---|
| Alloa Athletic (3) | 2–4 | Stirling Albion (3) | 10 August 1988 | ||||
| Brechin City (3) | 3–1 | Montrose (3) | 10 August 1988 | ||||
| Cowdenbeath (3) | 0–0[1] [2] | Albion Rovers (3) | 10 August 1988 | ||||
| East Stirlingshire (3) | 0–1 | Arbroath (3) | 11 August 1988 | ||||
| Queen's Park (3) | 1–2 | Stranraer (3) | 10 August 1988 | ||||
| Stenhousemuir (3) | 3–0 | Berwick Rangers (3) | 10 August 1988 | ||||
| width=175 | Home Team | width=50 | Score | width=175 | Away Team | width= 125 | Date |
|---|---|---|---|---|---|---|---|
| Aberdeen (1) | 4–0 | Arbroath (3) | 17 August 1988 | ||||
| Airdrieonians (2) | 0–1 | Motherwell (1) | 17 August 1988 | ||||
| Albion Rovers (3) | 2–4 | Hamilton Academical (1) | 16 August 1988 | ||||
| Brechin City (3) | 0–2 | Morton (2) | 17 August 1988 | ||||
| Celtic (1) | 4–1 | Ayr United (2) | 17 August 1988 | ||||
| Clyde (2) | 0–3 | Rangers (1) | 17 August 1988 | ||||
| Clydebank (2) | 2–0 | Stenhousemuir (3) | 17 August 1988 | ||||
| Dumbarton (3) | 1–3 | St Mirren (1) | 16 August 1988 | ||||
| Dundee (1) | 5–1 | Queen of the South(2) | 17 August 1988 | ||||
| East Fife (3) | 1–1[3] | Dunfermline Athletic (2) | 17 August 1988 | ||||
| Falkirk (2) | 1–1[4] | Raith Rovers (2) | 17 August 1988 | ||||
| Heart of Midlothian (1) | 5–0 | St Johnstone (2) | 17 August 1988 | ||||
| Hibernian (1) | 4–0 | Stranraer (3) | 17 August 1988 | ||||
| Kilmarnock (2) | 1–0 | Forfar Athletic (2) | 17 August 1988 | ||||
| Meadowbank Thistle (2) | 2–1 | Stirling Albion (3) | 16 August 1988 | ||||
| Partick Thistle (2) | 0–2 | Dundee United (1) | 16 August 1988 | ||||
| width=175 | Home Team | width=20 | Score | width=175 | Away Team | width= 125 | Date |
|---|---|---|---|---|---|---|---|
| Celtic (1) | 7–2 | Hamilton Academical (1) | 24 August 1988 | ||||
| Dundee (1) | 2–1 | Falkirk (2) | 24 August 1988 | ||||
| Dunfermline Athletic (2) | 2–1 | Motherwell (1) | 24 August 1988 | ||||
| Morton (2) | 1–2 | Aberdeen (1) | 23 August 1988 | ||||
| Hibernian (1) | 1–0 | Kilmarnock (2) | 23 August 1988 | ||||
| Meadowbank Thistle (2) | 0–2 | Heart of Midlothian (1) | 23 August 1988 | ||||
| Rangers (1) | 6–0 | Clydebank (2) | 24 August 1988 | ||||
| St Mirren (1) | 1–3 | Dundee United (1) | 24 August 1988 | ||||
| width=175 | Home Team | width=20 | Score | width=175 | Away Team | width= 125 | Date |
|---|---|---|---|---|---|---|---|
| Dundee United (1) | 2–0 | Celtic (1) | 31 August 1988 | ||||
| Dunfermline Athletic (2) | 1–4 | Heart of Midlothian (1) | 31 August 1988 | ||||
| Hibernian (1) | 1–2 | Aberdeen (1) | 31 August 1988 | ||||
| Rangers (1) | 4–1 | Dundee (1) | 31 August 1988 | ||||
| width=175 | Home Team | width=20 | Score | width=175 | Away Team | width= 125 | Date |
|---|---|---|---|---|---|---|---|
| Aberdeen (1) | 2–0 | Dundee United (1) | 20 September 1988 | ||||
| Rangers (1) | 3–0 | Heart of Midlothian (1) | 21 September 1988 | ||||
See main article: 1988 Scottish League Cup Final.