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2001–02 Scottish League Cup
| runner-up = Ayr United
The 2001–02 Scottish League Cup was the 56th 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 Rangers, who defeated Ayr United 4–0 in the final.
First round
| Home team | Score | Away team |
|---|---|---|
| Queen's Park | 0–1 | Hamilton Academical |
| Stirling Albion | 3–2 | Cowdenbeath |
| Airdrieonians | 3–0 | Morton |
| Albion Rovers | 0–2 | Inverness Caledonian Thistle |
| Alloa Athletic | 4–0 | Peterhead |
| Berwick Rangers | 0–3 | Partick Thistle |
| Clyde | (p)2 – 2 | Stenhousemuir |
| Dumbarton | 2–0 | Clydebank |
| East Fife | 1–0 | Arbroath |
| East Stirlingshire | 0–3 | Queen of the South |
| Forfar Athletic | 1–2 | Falkirk |
| Raith Rovers | 1–0 | Montrose |
| Ross County | 3–0 | Brechin City |
| Elgin City | 2–3 | Stranraer |
Second round
| Home team | Score | Away team |
|---|---|---|
| Clyde | 1–2 | St Johnstone |
| Dunfermline Athletic | 3–0 | Alloa Athletic |
| Hamilton Academical | 0–2 | Dundee |
| Inverness Caledonian Thistle | (p)3 – 3 | Partick Thistle |
| Livingston | 3–0 | East Fife |
| Stirling Albion | 2–1 | St Mirren |
| Airdrieonians | 2–1 | Motherwell |
| Ayr United | 4–0 | Stranraer |
| Dundee United | 3–0 | Dumbarton |
| Falkirk | 0–2 | Raith Rovers |
| Queen of the South | 1–2 | Aberdeen |
| Ross County | (p)0 – 0 | Heart of Midlothian |
Third round
| Home team | Score | Away team |
|---|---|---|
| Celtic | 8–0 | Stirling Albion |
| Aberdeen | 1–6 | Livingston |
| Ayr United | (p)0 – 0 | Kilmarnock |
| Dundee United | 3–2 | St Johnstone |
| Dunfermline Athletic | 1 – 1(p) | Inverness Caledonian Thistle |
| Raith Rovers | 0–2 | Hibernian |
| Rangers | 3–0 | Airdrieonians |
| Ross County | 2–1 | Dundee |
Quarter-finals
| Home team | Score | Away team |
|---|---|---|
| Livingston | 0–2 | Celtic |
| Ayr United | 5–1 | Inverness Caledonian Thistle |
| Ross County | 1–2 | Rangers |
| Hibernian | 2–0 | Dundee United |
Semi-finals
- Løvenkrands
- Konterman
Final
Main article: 2002 Scottish League Cup Final
- Flo
- Ferguson
- Caniggia
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