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 teamScoreAway teamArbroath0–1ClydebankBrechin City2 – 2(p)Hamilton AcademicalClyde1 – 1(p)Berwick RangersCowdenbeath0–2LivingstonDumbarton0–4Alloa AthleticEast Fife3–2Partick ThistleForfar Athletic0–1Stirling AlbionQueen of the South1–4Inverness Caledonian ThistleQueen's Park1–3Ayr UnitedRoss County4–1MontroseStenhousemuir1–0East StirlingshireStranraer(p)1 – 1Albion Rovers
Second round Home teamScoreAway teamBerwick Rangers1–5FalkirkDundee0–1Alloa AthleticDundee United(p)2 – 2Stirling AlbionEast Fife0–1MotherwellHamilton Academical1–2HibernianInverness Caledonian Thistle0–3AberdeenLivingston1–0Dunfermline AthleticMorton0–1Ross CountyRaith Rovers2–0ClydebankSt Johnstone3–0StranraerSt Mirren1–3Ayr UnitedStenhousemuir0–2Airdrieonians
Third round Home teamScoreAway teamAirdrieonians1–0CelticHeart of Midlothian4–2Raith RoversHibernian1–0AberdeenRoss County2–0Dundee UnitedFalkirk0–1St JohnstoneKilmarnock3–1LivingstonMotherwell0–2Ayr UnitedRangers4–0Alloa Athletic
Quarter-finals Home teamScoreAway teamHeart of Midlothian(p)1 – 1Ross CountyAyr United0–2RangersKilmarnock0–1AirdrieoniansSt Johnstone4–0Hibernian
Semi-finals
Final
External links Scottish League Cup 1998/1999