Scottish Football League Challenge Cup

1990-date

See also

Main index

Club directory

Supplementary Cup

Spring Cup

The Scottish League Challenge Cup was introduced in 1990 to celebrate the centenary of the Scottish Football League with only those clubs below the Premier Division allowed entry. It was originally known as the B&Q Centenary Cup after its sponsors. From 1991-1995 it was called the B&Q Cup, with Bell’s Whisky taking over the sponsorship in 1999. From 1995 to 1998 and from 2006-07, the competition had no sponsor.

Winners 1990-91 Dundee 1991-92 Hamilton Academical 1992-93 Hamilton Academical 1993-94 Falkirk 1994-95 Airdrieonians 1995-96 Stenhousemuir 1996-97 Stranraer 1997-98 Falkirk 1998-99 not played

1999-00 Inverness CT 2000-01 Airdrieonians 2001-02 Airdrieonians 2002-03 Queen of the South 2003-04 Inverness CT 2004-05 Falkirk 2005-06 St Mirren 2006-07 Ross County 2007-08 St Johnstone 2008-09 Airdrie United

1990-91

First round - 2 Oct

Airdrieonians 2 Partick Thistle 1 aet

Alloa Athletic 3 Forfar Athletic 0

Arbroath 2 Queen's Park 1 aet

Ayr United 3 Brechin City 0

Clyde 4 Dumbarton 3

Clydebank 1 East Fife 2

Cowdenbeath 2 Albion Rovers 1

Falkirk 0 Raith Rovers 3

Kilmarnock 4 Stirling Albion 1

Livingston 1 Morton 2

Montrose 2 Berwick Rangers 0

Stenhousemuir 0 Queen of the South* 0 aet

Second round – 16 Oct

Airdrieonians 0 Clyde 2

Alloa Athletic 3 Dundee 5

East Fife 2 Stranraer 1

Kilmarnock 3 Arbroath 1

Montrose 2 Ayr United 3 aet

Morton 0 Cowdenbeath* 0 aet

Queen of the South 5 East Stirlingshire 0

Raith Rovers 3 Hamilton Academical 2

Third round – 23 Oct

Ayr United 4 Queen of the South 1

Clyde 2 Cowdenbeath 1

East Fife 1 Kilmarnock 2

Raith Rovers 0 Dundee 1 aet

Semi final- 30 Oct

Ayr United 2 Clyde 0

Kilmarnock 0 Dundee 2

Final – 11 Nov

Dundee 3 Ayr United 2 aet

1991-92

First round – 1 Oct

Berwick Rangers 3 East Stirlingshire 2

Brechin City 2 Albion Rovers 4

Clydebank 4 Clyde 0

Cowdenbeath 2 Partick Thistle 3 aet

Dundee 0 Ayr United 2

Forfar Athletic 2 Stranraer* 2 aet

Hamilton Academical 5 Alloa Athletic 1

Montrose 2 Dumbarton 1

Stenhousemuir 3 Arbroath 2

3 Oct

Livingston 1 East Fife 2

Second round – 15 Oct

Clydebank 1 Raith Rovers* 1 aet

Montrose 2 Albion Rovers 1

Morton 2 Kilmarnock 1 aet

Partick Thistle 1 Hamilton Academical 2

Queen of South* 3 Stirling Albion 3 aet

Queen's Park 1 East Fife 2 aet

Stenhousemuir 0 Ayr United 2

Stranraer 3 Berwick Rangers 1

Third round – 22 Oct

Ayr United 2 Stranraer 0

East Fife 2 Hamilton Academical 3

Montrose 4 Queen of South 7 aet

Morton 2 Raith Rovers 3

Semi-final – 5 Nov

Ayr United 3 Queen of South 2

Hamilton Academical 2 Raith Rovers 1

Final – 8 Dec

Hamilton Academical 1 Ayr United 0

1992-93

First round – 6 Oct

Arbroath 3 Dunfermline Athletic 0

7 Oct

Livingston 1 East Fife 0 aet

29 Oct

Ayr United 2 St. Mirren 1

Berwick Rangers* 2 East Stirlingshire 2 aet

Dumbarton 0 Hamilton Academical 3

Forfar Athletic 2 Morton 5

Kilmarnock 2 Clyde 1

Queen's Park 2 Montrose 3 aet

Stenhousemuir 2 Cowdenbeath 4

Stranraer 3 Alloa Athletic 2

Second round – 20 Oct

Albion Rovers 0 Hamilton Academical 2

Berwick Rangers 1 Arbroath 0

Brechin City 1 Morton 2

Cowdenbeath 0 Montrose 4

Kilmarnock 1 Ayr United 0

Raith Rovers 0 Livingston* 0 aet

Stirling Albion 2 Clydebank 1

Stranraer 0 Queen of the South 2

Third round – 27 Oct

Stirling Albion 0 Montrose 1

28 Oct

Hamilton Academical 5 Berwick Rangers 2

Kilmarnock 1 Morton 2

Livingston 3 Queen of the South 2

Semi-final – 10 Nov

Morton 3 Montrose 1 aet

11 Nov

Hamilton Academical * 1 Livingston 1 aet

Final – 13 Dec

Hamilton Academical 3 Morton 2

1993-94

First round – 6 Oct

Albion Rovers 2 Cowdenbeath* 2 aet

Ayr United 3 Forfar Athletic 1

Dumbarton 1 Stranraer 2

7 Oct

Brechin City 3 Arbroath 1 aet

Clyde 0 St. Mirren 1

Falkirk 2 Alloa Athletic 1

Forfar Athletic 2 Livingston 3 aet

Montrose 5 East Stirlingshire 0

Queen of the South 2 Berwick Rangers 1

Stenhousemuir 0 Clydebank 5

Second round – 19 Oct

Airdrieonians 3 Hamilton Academical 1

Ayr United 2 Brechin City 1 aet

Falkirk 3 Cowdenbeath 0

Morton 2 St. Mirren 4

Queen’s Park 0 Clydebank 1

20 Oct

Livingston 2 Stirling Albion 0

Montrose* 0 Stranraer 0 aet

Queen of the South 0 Dunfermline Athletic 6

Third round – 26 Oct

Airdrieonians 0 St. Mirren 2 aet

Ayr United 2 Clydebank 0

27 Oct

Falkirk 4 Dunfermline Athletic 1

Livingston* 1 Montrose 1 aet

Semi-final – 2 Nov

Ayr United 1 St. Mirren 2

Falkirk 3 Livingston 2

Final – 12 dec

Falkirk 3 St. Mirren 0

1994-95

First round- 16 Sep

Queen’s Park 0 Clydebank 5

17 Sep

Airdrieonians 3 Berwick Rangers 1

Brechin City 0 Dunfermline Athletic 2

Cowdenbeath 2 Clyde 1

Dumbarton 2 St.Johnstone 4

Dundee 5 Arbroath 0

East Fife 2 Ross County 1

Forfar Athletic 0 Alloa Athletic 1

Hamilton Academical 2 Stenhousemuir 0

Livingston 1 Montrose 2 aet

Queen of the South 0 Raith Rovers 2

Stirling Albion 4 Albion Rovers 0

Stranraer* 1 St. Mirren 1 aet

18 Sep

East Stirlingshire 1 Ayr United* 1 aet

Second round – 27 Sep

Airdrieonians* 1 Raith Rovers 1 aet

Alloa Athletic 1 Clydebank 3

Ayr United 4 Stranraer 2

Dunfermline Athletic 4 Hamilton Academical 2

East Fife 0 Cowdenbeath 3

Montrose 3 Stirling Albion 0

Morton 4 St.Johnstone 3 aet

28 Sep

Inverness CT 1 Dundee* 1 aet

Third round – 4 Oct

Airdrieonians 2 Ayr United 0

Cowdenbeath 1 Dunfermline Athletic 3

Dundee 2 Morton 1

5 Oct

Montrose 1 Clydebank 2 aet

Semi-final – 18 Oct

Airdrieonians 3 Clydebank 1

Dunfermline Athletic 1 Dundee 2

Final – 6 Nov

Airdrieonians 3 Dundee 2 aet

1995-96

First round – 19 Aug

Albion Rovers* 2 Ross County 2 aet

22 Aug

Ayr United 1 Dunfermline Athletic 2 aet

Clyde 0 St.Johnstone 2

Clydebank 2 Arbroath 0

Dumbarton 0 Brechin City 1

East Stirlingshire 0 St. Mirren 3

East Fife 2 Dundee 4

Hamilton Academical* 2 Airdrieonians 2 aet

Inverness CT 1 Alloa Athletic 2

Montrose 2 Berwick Rangers 1

Queen of the South 0 Forfar Athletic 1

Stirling Albion 3 Queen’s Park 0

Stranraer 0 Dundee United 2

23 Aug

Livingston 1 Morton 0

Stranraer 0 Dundee United 2

Second round- 11 Sep

Dundee 3 Cowdenbeath 0

12 Sep

Albion Rovers 1 Brechin City 3

Alloa Athletic 2 Stirling Albion 4

Clydebank 3 St.Johnstone 0

Dundee United 3 Hamilton Academical 0

Dunfermline Athletic 2 Forfar Athletic 1

Stenhousemuir 3 Montrose 1

13 Sep

Livingston 2 St. Mirren 0

Third round – 25 Sep

Dundee 1 Stenhousemuir 3

26 Sep

Clydebank 0 Dundee United 1

Dunfermline Athletic 2 Brechin City 0

27 Sep

Livingston 1 Stirling Albion* 1 aet

Semi-final – 4 Oct

Dunfermline Athletic 0 Dundee United 4

Stirling Albion 1 Stenhousemuir 2

Final – 5 Nov

Stenhousemuir* 0 Dundee United 0 aet

1996-97

First round – 8 Aug

Dundee 3 Stenhousemuir 0

Hamilton Academical 2 St. Mirren 1

10 Aug

Albion Rovers 1 St.Johnstone 2 aet

Alloa Athletic 3 Clyde* 3 aet

Arbroath 2 Queen of the South 3 aet

Berwick Rangers 0 Stranraer 2

Brechin City 0 Stirling Albion* 0 aet

Clydebank 0 East Stirlingshire* 0 aet

Cowdenbeath 0 Falkirk 2 aet

Forfar Athletic 0 Morton 4

Livingston 1 Inverness CT 2

Montrose 2 Dumbarton 0

Partick Thistle 3 Queen’s Park 1 aet

Ross County 0 Ayr United 4

Second round – 26 Aug

Ayr United 0 St.Johnstone 4

27 Aug

Airdrieonians 0 Dundee 2

East Fife 2 Falkirk 0

Montrose 2 East Stirlingshire 1

Morton 2 Queen of the South 1

Partick Thistle 2 Hamilton Academical 1

Stirling Albion 3 Inverness CT 1

28 Aug

Stranraer 2 Clyde 1

Third round – 10 Sep

Dundee 1 St.Johnstone 5

East Fife 0 Stranraer 1

Morton 2 Partick Thistle 1

Stirling Albion 1 Montrose 3

Semi-final – 2 Oct

Stranraer 3 Morton 0

8 Oct

St.Johnstone 4 Montrose 2

Final – 3 Nov

Stranraer 1 St.Johnstone 0

1997-98

First round – 9 Aug

Stranraer* 4 Arbroath 4 aet

12 Aug

Ayr United 3 Queen’s Park 0

Berwick Rangers 1 Montrose 0

Clyde 2 Raith Rovers 4

Cowdenbeath 0 Clydebank 1

Dumbarton 0 Falkirk 2

East Fife 1 St. Mirren 0 aet

Forfar Athletic 2 East Stirlingshire 1

Hamilton Academical 2 Partick Thistle 1

Morton 3 Albion Rovers 1

Stenhousemuir 1 Livingston* 1 aet

13 Aug

Airdrieonians 1 Dundee 0

Inverness CT 0 Queen of the South 2

Stirling Albion 2 Alloa Athletic 1

Second round – 26 Aug

Ayr United 0 Clydebank 1

Berwick Rangers 1 Airdrieonians 4

Brechin City 2 Livingston 1

Falkirk 3 Forfar Athletic 1

Hamilton Academical 2 East Fife 1

Queen of the South 2 Stirling Albion 0

Raith Rovers 0 Stranraer 1

Ross County 1 Morton 2

Third round – 2 Sep

Queen of the South 3 Airdrieonians 2

3 Sep

Falkirk 3 Stranraer 0

Morton 1 Clydebank 0

5 Sep

Hamilton Academical 4 Brechin City 0

Semi-final – 15 Sep

Hamilton Academical 1 Falkirk 2

17 Sep

Morton 0 Queen of the South 2

Final – 2 Nov

Falkirk 1 Queen of the South 0

1998-99 not played

1999-00

First round – 10 Aug

Airdrieonians 2 Dumbarton 1

Arbroath 3 East Fife 2

Berwick Rangers 4 Queen of the South 1

Clyde 0 Ross County 4

Cowdenbeath 0 Alloa Athletic 4

Ayr United 0 Raith Rovers 1

Brechin City 0 Queen's Park 1

Dunfermline Athletic 2 Morton* 2 aet

East Stirlingshire 1 Clydebank 2 aet

Inverness CT 1 St. Mirren 0

Montrose 1 Hamilton Academical 3

Partick Thistle 0 Albion Rovers 2

Stirling Albion* 2 Stenhousemuir 2 aet

Stranraer* 2 Falkirk 2 aet

Second round – 24 Aug

Airdrieonians 1 Alloa Athletic 2

Clydebank 4 Forfar Athletic 3

Hamilton Academical 0 Inverness CT 3

Livingston 2 Berwick Rangers 1 aet

Queen's Park 3 Albion Rovers 1

Ross County 3 Morton 0

Stirling Albion* 1 Arbroath 1 aet

Stranraer 1 Raith Rovers 2

Third round – 14 Sep

Inverness CT 2 Clydebank 0

Livingston 3 Raith Rovers 1

Ross County 1 Alloa A Athletic 2 aet

Stirling Albion 4 Queen's Park 0

Semi-final – 28 Sep

Inverness CT 1 Livingston 0

Stirling Albion 1 Alloa Athletic 2

Final – 21 Nov

Inverness CT 4 Alloa Athletic* 4 aet

2000-01

First round – 15 Aug

Airdrieonians 2 Queen of the South 1 aet

Albion Rovers 0 Clydebank 1

Alloa Athletic 2 Inverness CT 3

Brechin City 3 Ayr United 1

Cowdenbeath 2 Falkirk 1 aet

East Stirlingshire 3 East Fife 0

Elgin City 2 Dumbarton 4

Forfar Athletic 1 Peterhead* 1 aet

Partick Thistle 0 Livingston 2

Raith Rovers 0 Morton 4

Ross County 2 Clyde 1

Stirling Albion 2 Arbroath 3

Stranraer 4 Berwick Rangers 2

Second round – 29 Aug

Brechin City* 1 Queen's Park 1 aet

Cowdenbeath 1 Stenhousemuir 2

East Stirlingshire 3 Morton 2

Ross County 0 Livingston 3

2 Sep

Arbroath 2 Dumbarton 0

Clydebank 1 Peterhead 0

Hamilton Academical 0 Airdrieonians 1 aet

Inverness CT 1 Stranraer 2

Third round – 12 Sep

East Stirlingshire 4 Stenhousemuir 0

Livingston 3 Brechin City 1

Stranraer 3 Arbroath 2

19 Sep

Airdrieonians* 1 Clydebank 1 aet

Semi-final – 26 Sep

Livingston 2 East Stirlingshire 1

Stranraer 2 Airdrieonians 4 aet

Final – 19 Nov

Airdrieonians* 2 Livingston 2 aet

2001-02

First round – 7 Aug

Airdrieonians 2-0 Queen of the South

Albion Rovers 2-0 Montrose [aet]

Berwick Rangers 3-0 Elgin City

Brechin City 4-1 Stirling Albion

Cowdenbeath 0-2 Ross County [aet]

East Fife 2-3 Raith Rovers

East Stirling 0-1 Alloa Athletic

Falkirk 4-1 Arbroath

Inverness CT 3-2 Forfar Athletic [aet]

Morton 1-3 Clyde

Partick Thistle 5-0 Queens Park

Peterhead 2-0 Hamilton Academical

St Mirren 1-3 Ayr United

Stenhousemuir 1-4 Stranraer

Second round – 14 Aug

Albion Rovers 1-4 Airdrieonians

Alloa Athletic 3-2 Inverness CT [aet]

Brechin City 4-0 Peterhead

Clyde 5-0 Berwick Rangers

Dumbarton 0-2 Ross County

Falkirk 0-0 Clydebank [aet, 4-5 pen]

Raith Rovers 3-5 Partick Thistle [aet]

Stranraer 3-2 Ayr United

Third round – 21 Aug

Alloa Athletic 4-3 Stranraer [aet]

Clyde 1-0 Partick Thistle

Clydebank 1-2 Airdrieonians

Ross County 0-2 Brechin City

Semi-final – 28 Aug

Airdrieonians 1-1 Brechin City [aet, 4-3 pen]

Clyde 0-1 Alloa Athletic

Final – 14 Oct

Airdrieonians 2-1 Alloa Athletic

2002-03

First round – 5 Aug

Airdrie United 3-0 Raith Rovers

Arbroath 0-2 Forfar Athletic

Berwick Rangers 1-0 Inverness CT

Cowdenbeath 0-2 Ross County [aet]

Dumbarton 1-0 East Fife

Elgin City 1-4 Brechin City

Montrose 1-0 Albion Rovers

Morton 3-2 Stirling Albion

Peterhead 0-2 Queen of the South

Queen's Park 2-1 Gretna

St Johnstone 3-0 Hamilton Academical

St Mirren 7-0 East Stirlingshire

Stenhousemuir 1-1 Falkirk [aet, 2-3 pen]

Stranraer 1-2 Ayr United

Second round – 13 Aug

Clyde 1-2 St Mirren

Berwick Rangers 2-0 Airdrie United

Montrose 0-2 Falkirk

Queen of the South 1-0 Morton

Forfar Athletic 2-2 Queen's Park [aet, 5-6 pen]

Dumbarton 3-0 Ayr United

Alloa Athletic 0-1 Ross County

14 Aug

Brechin City 3-2 St Johnstone

Third round – 20 Aug

Ross County 1-1 St Mirren [aet, 5-6 pen]

Queen of the South 2-0 Dumbarton

Brechin City 1-1 Falkirk [aet, 5-3 pen]

Berwick Rangers 1-2 Queen's Park

Semi-final – 27 Aug

Queen's Park 3-4 Brechin City

St Mirren 3-5 Queen of the South

Final – 20 Oct

Brechin City 0-2 Queen of the South

2003-04

First round – 2 Aug

Airdrie United 2-0 Montrose

Albion Rovers 1-0 East Fife

Alloa Athletic 1-2 Clyde

Ayr United 1-2 Stirling Albion [aet]

Brechin City 1-0 Falkirk

Cowdenbeath 1-2 Ross County

East Stirling 2-5 Raith Rovers

Forfar Athletic 4-0 Elgin City

Gretna 0-5 Inverness CT

Hamilton Academical 2-3 St Johnstone [aet]

Morton 4-3 Arbroath

St Mirren 3-2 Queen's Park [aet]

Stenhousemuir 0-3 Peterhead

Stranraer 2-1 Queen of the South

Second round – 12 Aug

Brechin City 3-1 Stirling Albion

Clyde 0-1 St Johnstone

Forfar Athletic 4-2 Albion Rov [aet]

Morton 1-2 Airdrie United

Peterhead 1-2 Inverness CT

Raith Rovers 2-0 Stranraer

Ross County 5-0 Dumbarton

St Mirren 2-1 Berwick Rangers

Third round – 26 Aug

Forfar Athletic 0-2 Airdrie United

Inverness CT 1-0 Ross County

Raith Rovers 3-2 St Mirren

St Johnstone 1-2 Brechin City

Semi-final – 16 Sep

Raith Rovers 0-4 Inverness CT

17 Sep

Brechin City 1-2 Airdrie United [aet]

Final – 6 Oct

Inverness CT 2-0 Airdrie United

2004-05

First round – 31 Jul

Airdrie United 0-2 Queen of the South

Alloa Athletic 2-0 Elgin City

Arbroath 2-4 Peterhead

Ayr United 0-3 Falkirk

Dumbarton 1-2 Stirling Albion

East Fife 0-0 Cowdenbeath [aet, 3-4 pen]

East Stirlingshire 1-2 Berwick Rangers

Forfar Athletic 3-1 Morton

Gretna 3-0 Montrose

Partick Thistle 3-0 Brechin City

Queen's Park 1-1 Stenhousemuir [aet, 4-2 pen]

Raith Rovers 0-2 Albion Rovers

Ross County 2-1 St Mirren

St Johnstone 2-0 Hamilton Academical

Second round – 31 Aug

Albion Rovers 1-2 Partick Thistle

Alloa Athletic 1-2 Berwick Rangers

Clyde 1-0 Stranraer

Falkirk 5-3 Stirling Albion

Forfar Athletic 2-2 Queen's Park [aet, 4-3 pen]

Gretna 1-0 Cowdenbeath

Peterhead 1-2 Ross County

St Johnstone 3-0 Queen of the South

Third round – 14 Sep

Berwick Rangers 0-1 St Johnstone

Falkirk 3-0 Gretna

15 Sep

Clyde 1-2 Forfar Athletic

Ross County 1-1 Partick Thistle [aet, 5-3 pen]

Semi-final – 28 Sep

Ross County 5-2 Forfar Athletic

St Johnstone 1-2 Falkirk

Final – 7 Nov

Falkirk 2-1 Ross County

2005-06

First round – 30 Jul

Arbroath 1-3 Stranraer

Ayr United 0-1 Stirling Albion [aet]

Brechin City 3-2 Clyde [aet]

East Fife 0-4 Stenhousemuir

Morton 3-2 Gretna [aet]

Partick Thistle 2-0 Cowdenbeath

Peterhead 1-2 Berwick Rangers [aet]

Queen of the South 4-0 Albion Rovers

Queen's Park 0-3 Hamilton Academical

Raith Rovers 3-1 Elgin City [aet]

Ross County 2-1 Montrose

St Johnstone 2-0 Alloa Athletic

St Mirren 1-0 Forfar Athletic [aet]

31Jul

Dundee 2-0 East Stirlingshire

Second round – 30 Aug

Brechin City 0-2 Morton

Dundee 1-1 Airdrie United [aet, 3-2 pen]

Partick Thistle 4-4 St Johnstone [aet, 7-8 pen]

Raith Rovers 2-1 Dumbarton [aet]

Ross County 0-1 Hamilton Academical

31 Aug

Queen of the South 1-2 St Mirren

Stirling Albion 2-1 Berwick Rangers

Stranraer 1-2 Stenhousemuir

Third round – 13 Sep

Hamilton Academical 2-0 Dundee

St Johnstone 5-1 Raith Rovers

St Mirren 3-2 Stenhousemuir

14 Sep

Stirling Albion 1-2 Morton

Semi-final – 27 Sep

St Johnstone 1-2 Hamilton Academical

St Mirren 0-0 Morton [aet, 4-2 pen]

Final - 6 Nov

Hamilton Academical 1-2 St Mirren

2006-07

First round – 15 Aug

Ayr United 2-1 Livingston

Brechin City 1-2 Arbroath

Cowdenbeath 4-0 Stirling Albion

Dumbarton 1-2 Morton [aet]

East Stirling 0-5 Queen's Park

Forfar Athletic 2-1 Dundee

Hamilton Academical 3-1 Berwick Rangers

Partick Thistle 1-2 Albion Rovers

Queen of the South 1-0 Stranraer

St Johnstone 3-1 Raith Rovers [aet]

16 Aug

Airdrie United 0-3 Gretna

East Fife 0-3 Ross County

Elgin City 2-0 Stenhousemuir

Montrose 2-0 Peterhead

Second round – 29 Aug

Albion Rovers 5-2 Elgin City

Forfar Athletic 1-3 Arbroath

Morton 3-2 Cowdenbeath

Ross County 2-1 Alloa Athletic [aet]

St Johnstone 3-0 Queen's Park

30 Aug

Gretna 3-1 Hamilton Academical

Montrose 0-3 Clyde

Queen of the South 2-2 Ayr United* [aet]

Third round – 12 Sep

Albion Rovers 3-3 Arbroath [aet]

Clyde 1-0 Ayr United

Morton 3-2 St Johnstone

Ross County 3-2 Gretna [aet]

Semi-final – 27 Sep

Clyde 3-1 Morton

Ross County 4-1 Albion Rovers

Final – 12 Nov

Ross County 1-1 Clyde [Ross won on penalties]

2007-08

First Round – 14 Aug

Albion Rovers 1-1 Berwick Rangers* [aet]

Clyde 1-0 Queen of the South

Dundee 1-2 Ross County

East Stirlingshire 4-2 Dumbarton

Elgin City 1-4 Brechin City

Forfar Athletic 3-2 East Fife

Hamilton Academical 1-2 Ayr United

Montrose 5-1 Stirling Albion

Morton 1-0 Livingston

Peterhead 1-0 Cowdenbeath

Queen's Park 1-0 Stranraer

Raith Rovers 1-1 St Johnstone* [aet ]

Stenhousemuir 1-3 Airdrie United

15 Aug

Arbroath 2-0 Alloa Athletic

Second Round – 4 Sep

Airdrie United 5-1 Arbroath

East Stirlingshire 1-0 Queen's Park

Forfar Athletic 0-2 Ayr United

Montrose 1-2 Brechin City [aet]

Partick Thistle 3-1 Berwick Rangers

Peterhead 0-1 Morton

5 Sep

Clyde 1-4 Dunfermline Athletic

Ross County 0-2 St Johnstone

Third Round – 18 Sep

Airdrie United 0-2 Dunfermline Athletic

Ayr United 2-1 Partick Thistle

East Stirlingshire 0-4 Morton

25 Sep

St Johnstone 4-1 Brechin City

Semi-final – 2 Oct

Dunfermline Athletic 1-0 Ayr United

Morton 1-3 St Johnstone

Final – 25 Nov at Dens Park, Dundee

Dunfermline Athletic 2-3 St Johnstone

2008-09

First Round – 26 July

Airdrie United 3-2 Dumbarton

Alloa Athletic 2-1 Dundee

Arbroath 1-2 Forfar Athletic

Berwick Rangers 1-5 Queen of the South

Brechin City 0-1 East Fife

Clyde 2-0 Annan Athletic

Dunfermline Athletic 3-0 Stirling Albion

Elgin City 0-2 Cowdenbeath

Livingston 4-0 Stranraer

Partick Thistle 2-1 Queen's Park

Peterhead 6-0 Montrose

Ross County 2-1 St Johnstone

Stenhousemuir 0-1 Albion Rovers

27 July

East Stirlingshire 2-1 Ayr United

Second Round – 12 August

Alloa Athletic 0-2 Clyde

Cowdenbeath 3-2 Albion Rovers

Livingston 1-0 Forfar Athletic

Partick Thistle 4-2 Peterhead aet

Raith Rovers 1-2 Ross County

13 August East Fife 0-3 Airdrie United

East Stirlingshire 0-3 Morton

20 August

Dunfermline Athletic 0-2 Queen of the South

Third Round – 7 September

Clyde 0-1 Ross County

Cowdenbeath 1-2 Airdrie United

Livingston 0-2 Partick Thistle

Queen of the South 0-2 Morton

Semi-final – 12 October

Partick Thistle 0-1 Airdrie United

Ross County 4-1 Morton

Final – 16 November at McDermid Park, Perth

Airdrie United 2-2 Ross County aet

(Airdrie United won on penalties)