1998–99 Scottish League Cup

1998–99 Scottish League Cup
Tournament details
Country	Scotland
Final positions
Champions	Rangers
Runner-up	St Johnstone
	← 1997–98 1999–2000 →

The 1998–1999 Scottish League Cup was the 53rd staging of the Scotland's second most prestigious football knockout competition. The competition was won by Rangers, who defeated St Johnstone 2–1 in the Final. The Final was played at Celtic Park because Hampden Park was being redeveloped, work which was completed in time for the 1999 Scottish Cup Final.

This was the last season in which the competition was completed in the autumn, which meant that there was no League Cup Final held in the calendar year of 1999. The next Final to be played was the 1999–2000 Final, which was played in March 2000.

First round

Home team	Score	Away team
Arbroath	0–1	Clydebank
Brechin City	2 – 2(p)	Hamilton Academical
Clyde	1 – 1(p)	Berwick Rangers
Cowdenbeath	0–2	Livingston
Dumbarton	0–4	Alloa Athletic
East Fife	3–2	Partick Thistle
Forfar Athletic	0–1	Stirling Albion
Queen of the South	1–4	Inverness Caledonian Thistle
Queen's Park	1–3	Ayr United
Ross County	4–1	Montrose
Stenhousemuir	1–0	East Stirlingshire
Stranraer	(p)1 – 1	Albion Rovers

Second round

Home team	Score	Away team
Berwick Rangers	1–5	Falkirk
Dundee	0–1	Alloa Athletic
Dundee United	(p)2 – 2	Stirling Albion
East Fife	0–1	Motherwell
Hamilton Academical	1–2	Hibernian
Inverness Caledonian Thistle	0–3	Aberdeen
Livingston	1–0	Dunfermline Athletic
Morton	0–1	Ross County
Raith Rovers	2–0	Clydebank
St Johnstone	3–0	Stranraer
St Mirren	1–3	Ayr United
Stenhousemuir	0–2	Airdrieonians

Third round

Home team	Score	Away team
Airdrieonians	1–0	Celtic
Heart of Midlothian	4–2	Raith Rovers
Hibernian	1–0	Aberdeen
Ross County	2–0	Dundee United
Falkirk	0–1	St Johnstone
Kilmarnock	3–1	Livingston
Motherwell	0–2	Ayr United
Rangers	4–0	Alloa Athletic