The Scottish League Challenge Cup is a football competition introduced in 1990 to celebrate the centenary of the Scottish Football League open to all League members.

Finals

• 1990 - 1991: Dundee F.C. 3-2 Ayr United F.C.

After extra time.

• 1991 - 1992: Hamilton Academical F.C. 1-0 Ayr United F.C.
• 1992 - 1993: Hamilton Academical 3-2 Morton F.C.
• 1993 - 1994: Falkirk F.C. 3-0 St Mirren F.C.
• 1994 - 1995: Airdrieonians F.C. 3-2 Dundee F.C.

After extra time.

• 1995 - 1996: Stenhousemuir F.C. 0-0 Dundee United F.C.

After extra time, Stenhousemuir F.C. won 5-4 on penalties.

• 1996 - 1997: Stranraer F.C. 1-0 St Johnstone F.C.
• 1997 - 1998: Falkirk F.C. 1-0 Queen of the South F.C.
• 1998 - 1999: No competition due to lack of sponsorship.
• 1999 - 2000: Alloa Athletic F.C. 4-4 Inverness Caledonian Thistle F.C.

After extra time, Alloa Athletic F.C. won 5-4 on penalties. After 90 minutes, the score was 3-3.

• 2000 - 2001: Airdrieonians F.C. 2-2 Livingston F.C.

After extra time, Airdrieonians F.C. won 4-3 on penalties.

• 2001 - 2002: Airdrieonians F.C. 2-1 Alloa Athletic F.C.
• 2002 - 2003: Queen of the South F.C. 2-0 Brechin City
• 2003 - 2004: Inverness Caledonian Thistle F.C. 2-0 Airdrie United F.C.
• 2004 - 2005: Falkirk F.C. 2-1 Ross County F.C.