The 2003–04 Scottish League Cup was the 58th staging of the Scotland's second most prestigious football knockout competition, also known for sponsorship reasons as the CIS Insurance Cup.
The competition was won by Livingston, who defeated Hibernian 2–0 in the final.
First round Ties played on 2–3 September 2003 If scores were level at full-time, 30 minutes of extra time and penalties were played.
Tie No.Home teamScoreAway teamReportAttendance1Arbroath1–0Raith RoversDetails 8792Ayr1–2DumbartonDetails 1,0483Cowdenbeath3–0AlloaDetails 2884East Fife0–2Airdrie UnitedDetails 7075East Stirlingshire1–2Ross CountyDetails 2086Elgin0–4BrechinDetails 4867Forfar Athletic1–0Berwick RangersDetails 8Gretna1–2PeterheadDetails 3859Hamilton Academical3–2Albion RoversDetails 82410Inverness CT1–2Queen's ParkDetails 96811Montrose2–0Stirling AlbionDetails 24712St Mirren0–2St JohnstoneDetails 3,10013Stenhousemuir1–2Queen of the SouthDetails 42414Greenock Morton2–0StranraerDetails 2,758
Second round Ties played on 23–24 September 2003 If scores were level at full-time, 30 minutes of extra time and penalties were played.
Tie No.Home teamScoreAway teamReportAttendance1Aberdeen3–1DumbartonDetails 3,9442Arbroath3–4 (aet)FalkirkDetails 9233Brechin City1–0KilmarnockDetails 8294Clyde2–1Airdrie UnitedDetails 1,3815Dundee United3–1MortonDetails 5,6386Forfar Athletic3–3 (p)MotherwellDetails 1,1107Hibernian9–0MontroseDetails 5,0328Queen's Park1–3LivingstonDetails 1,0119Ross County0–3Queen of the SouthDetails 95910St Johnstone3–2 (aet)HamiltonDetails 1,47111Dunfermline2–0CowdenbeathDetails 3,58212Peterhead2–2 (p)Partick ThistleDetails 1,350
Third round
Quarter-finals
Semi-finals
Final