La Copa de Escocia 1988-89 fue la 104.ª competición más importante del fútbol escocés. El ganador de la Copa fue Celtic quien derrotó a Rangers en la final.
Primera ronda
| Local | Puntaje | Visitante |
|---|---|---|
| Berwick Rangers | 1-1 | Alloa Athletic |
| East Fife | 4-1 | Spartans |
| East Stirling | 1-0 | Gala Fairydean |
| Inverness Thistle | 0-0 | Dumbarton |
| Montrose | 2-0 | Arbroath |
| Stranraer | 2-2 | Stirling Albion |
Repeticiones
| Local | Puntaje | Visitante |
|---|---|---|
| Dumbarton | 2-1 | Inverness Thistle |
| Stirling Albion | 0-1 | Stranraer |
| Alloa Athletic | 2-1 | Berwick Rangers |
Segunda ronda
| Local | Puntaje | Visitante |
|---|---|---|
| Annan Athletic | 1-5 | Queen’s Park |
| Coldstream | 1-1 | Albion Rovers |
| Cowdenbeath | 1-1 | Stenhousemuir |
| East Stirling | 1-2 | Montrose |
| Elgin City | 2-2 | Dumbarton |
| Forres Mechanics | 1-1 | Alloa Athletic |
| Inverness Caledonian | 1-1 | Brechin City |
| Stranraer | 2-1 | East Fife |
Repeticiones
| Local | Puntaje | Visitante |
|---|---|---|
| Albion Rovers | 1-0 | Coldstream |
| Alloa Athletic | 2-0 | Forres Mechanics |
| Brechin City | 2-1 | Inverness Caledonian |
| Dumbarton | 4-0 | Elgin City |
| Stenhousemuir | 3-2 | Cowdenbeath |
Tercera ronda
| Local | Puntaje | Visitante |
|---|---|---|
| Meadowbank Thistle | 2-0 | Hamilton Academical |
| Alloa Athletic | 3-1 | Albion Rovers |
| Celtic | 2-0 | Dumbarton |
| Clydebank | 2-1 | Montrose |
| Dundee | 1-2 | Dundee United |
| Dunfermline Athletic | 0-0 | Aberdeen |
| Falkirk | 1-1 | Motherwell |
| Forfar Athletic | 1-1 | Clyde |
| Hearts | 4-1 | Ayr United |
| Hibernian | 1-0 | Brechin City |
| Greenock Morton | 0-0 | Airdrieonians |
| Partick Thistle | 0-0 | St Mirren |
| Queen of the South | 2-2 | Kilmarnock |
| Queen’s Park | 0-0 | Stranraer |
| Raith Rovers | 1-1 | Rangers |
| St Johnstone | 2-0 | Stenhousemuir |
Repeticiones
| Local | Puntaje | Visitante |
|---|---|---|
| Aberdeen | 3-1 | Dunfermline Athletic |
| Airdrieonians | 0-1 | Greenock Morton |
| Motherwell | 2-1 | Falkirk |
| Clyde | 0-1 | Forfar Athletic |
| Kilmarnock | 0-1 | Queen of the South |
| Rangers | 3-0 | Raith Rovers |
| St Mirren | 1-3 | Partick Thistle |
| Stranraer | 1-0 | Queen’s Park |
Cuarta ronda
| Local | Puntaje | Visitante |
|---|---|---|
| Aberdeen | 1-1 | Dundee United |
| Celtic | 4-1 | Clydebank |
| Hearts | 2-0 | Partick Thistle |
| Hibernian | 2-1 | Motherwell |
| Meadowbank Thistle | 0-1 | Greenock Morton |
| Queen of the South | 0-0 | Alloa Athletic |
| Rangers | 8-0 | Stranraer |
| St Johnstone | 2-1 | Forfar Athletic |
Repeticiones
| Local | Puntaje | Visitante |
|---|---|---|
| Dundee United | 1-1 | Aberdeen |
| Alloa Athletic | 4-2 | Queen of the South |
Segundas repeticiones
| Local | Puntaje | Visitante |
|---|---|---|
| Dundee United | 1-0 | Aberdeen |
Cuartos de final
| Local | Puntaje | Visitante |
|---|---|---|
| Greenock Morton | 2-2 | St Johnstone |
| Rangers | 2-2 | Dundee United |
| Celtic | 2-1 | Hearts |
| Hibernian | 1-0 | Alloa Athletic |
Repeticiones
| Local | Puntaje | Visitante |
|---|---|---|
| Dundee United | 0-1 | Rangers |
| St Johnstone | 3-2 | Greenock Morton |
Semifinal
| 15 de abril de 1989 | Rangers |
0-0
|
St Johnstone | Celtic Park, Glasgow, | |
| Asistencia: 47.374 espectadores | |||||
| 16 de abril de 1989 | Celtic |
3-1
|
Hibernian | Hampden Park, Glasgow, | |
| Asistencia: 42.160 espectadores | |||||
Repeticiones
| 18 de abril de 1989 | Rangers |
4-0
|
St Johnstone | Celtic Park, Glasgow, | |
| Mark Walters Gary Stevens Kevin Drinkell Ally McCoist |
Asistencia: 44.205 espectadores | ||||
Final
| 20 de mayo de 1989 | Celtic |
1-0
|
Rangers | Hampden Park, Glasgow, | |
| Joe Miller | Asistencia: 72.069 espectadores Árbitro: Bob Valentine | ||||
Equipos
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