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FinalFans Score- 1989-05-20Celtic Rangers 72' 069 1:0 (1:0)
1/2ReplayFans Score- 1989-04-18Rangers Saint Johnstone 44' 205 4:0 (2:0)
Fans Score- 1989-04-16Celtic Hibernian 42' 160 3:1 (3:0)
- 1989-04-15Rangers Saint Johnstone 47' 374 0:0 (0:0)
1/4ReplayFans Score- 1989-03-27Dundee United Rangers 21' 872 0:1 (0:0)
- Saint Johnstone Morton 8' 337 3:2 (2:1)
Fans Score- 1989-03-22Morton Saint Johnstone 6' 300 2:2 (1:2)
- 1989-03-21Rangers Dundee United 42' 177 2:2 (0:1)
- 1989-03-18Hibernian Alloa Athletic 10' 500 1:0 (1:0)
- Celtic Heart of Midlothian 46' 348 2:1 (2:0)
1/8Replay 2Fans Score- 1989-02-27Dundee United Aberdeen 21' 095 1:0 (0:0)
ReplayFansETScore- 1989-02-22Dundee United Aberdeen 18' 7561:10:0 (0:0)
- Alloa Athletic Queen of the South 2' 642 4:2 (1:1)
Fans Score- 1989-02-18Aberdeen Dundee United 23' 000 1:1 (0:0)
- Queen of the South Alloa Athletic 1' 800 0:0 (0:0)
- Heart of Midlothian Partick Thistle 18' 350 2:0 (0:0)
- Hibernian Motherwell 12' 000 2:1 (1:0)
- Rangers Stranraer 41' 198 8:0 (6:0)
- Saint Johnstone Forfar Ath 4' 060 2:1 (0:1)
- Livingston Morton 750 0:1 (0:1)
- Celtic Clydebank 23' 141 4:1 (2:1)
1/16ReplayFans Score- 1989-02-01Motherwell Falkirk 7' 029 2:1 (0:0)
- Stranraer Queen's Park 2' 500 1:0 (1:0)
- Aberdeen Dunfermline Athletic 21' 500 3:1 (1:0)
- Rangers Raith Rovers 40' 307 3:0 (1:0)
- Kilmarnock Queen of the South 5' 600 0:1 (0:1)
- Airdrieonians FCMorton 4' 500 0:1 (0:1)
- 1989-01-31Clyde Forfar Ath 600 0:1 (0:1)
- Saint Mirren Partick Thistle 8' 426 1:3 (0:2)
Fans Score- 1989-01-29Livingston Hamilton Academical 1' 895 2:0 (0:0)
- 1989-01-28Morton Airdrieonians FC3' 400 0:0 (0:0)
- Queen's Park Stranraer 1' 737 0:0 (0:0)
- Celtic Dumbarton 24' 844 2:0 (0:0)
- Hibernian Brechin City 7' 746 1:0 (0:0)
- Raith Rovers Rangers 10' 000 1:1 (0:0)
- Partick Thistle Saint Mirren 8' 700 0:0 (0:0)
- Dunfermline Athletic Aberdeen 16' 656 0:0 (0:0)
- Clydebank Montrose 1' 054 2:1 (0:0)
- Forfar Ath Clyde 971 1:1 (1:0)
- Falkirk Motherwell 7' 500 1:1 (1:0)
- Alloa Athletic Albion Rovers 923 3:1 (1:0)
- Saint Johnstone Stenhousemuir 2' 490 2:0 (1:0)
- Dundee FCDundee United 18' 117 1:2 (0:1)
- Queen of the South Kilmarnock 2' 941 2:2 (1:1)
- Heart of Midlothian Ayr United 15' 916 4:1 (2:1)
Round 2ReplayFans Score- 1989-01-14Albion Rovers Coldstream FC617 1:0 (0:0)
- Alloa Athletic Forres Mechanics884 2:0 (1:0)
- Dumbarton Elgin City 1' 000 4:0 (1:0)
- Stenhousemuir Cowenbeath 550 3:2 (2:0)
- Brechin City Inverness Caled. Th. 450 2:1 (1:1)
Fans Score- 1989-01-07Inverness Caled. Th. Brechin City 1' 800 1:1 (0:0)
- Cowenbeath Stenhousemuir 463 1:1 (0:0)
- East Stirlingshire FCMontrose 300 1:2 (0:0)
- Stranraer East Fife 1' 250 2:1 (2:0)
- Forres MechanicsAlloa Athletic 1' 010 1:1 (0:1)
- Elgin City Dumbarton 2' 074 2:2 (1:1)
- Coldstream FCAlbion Rovers 700 1:1 (1:1)
- Annan Athletic Queen's Park 1' 124 1:5 (0:3)
Round 1ReplayFans Score- 1988-12-10Dumbarton Inverness Caled. Th. 1' 000 2:1 (1:0)
- Stirling Albion FCStranraer 547 0:1 (0:1)
- 1988-12-07Alloa Athletic Berwick Rangers 538 2:1 (1:0)
Fans Score- 1988-12-03East Stirlingshire FCGala Fairydean Rovers300 1:0 (0:0)
- Inverness Caled. Th. Dumbarton 900 0:0 (0:0)
- Berwick Rangers Alloa Athletic 395 1:1 (0:0)
- Stranraer Stirling Albion FC800 2:2 (1:0)
- Montrose Arbroath 1' 000 2:0 (1:0)
- East Fife The Spartans FC606 4:1 (1:1)
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