Scottish League Cup 2024/25, Second Round |
| 18.08.2024 | | Dundee United | | St. Mirren | | 1:0 (1:0) |
| Dundee |
Scottish League Cup 2024/25, Group B |
| 23.07.2024 | | Buckie Thistle | | Dundee United | | 2:5 (0:2) |
| Buckie |
Scottish League Cup 2024/25, Group B |
| 20.07.2024 | | Dundee United | | Ayr United | | 2:1 (1:0) |
| Dundee |
Scottish League Cup 2024/25, Group B |
| 16.07.2024 | | Dundee United | | Stenhousemuir | | 3:0 (2:0) |
| Dundee |
Scottish League Cup 2023/24, Group B |
| 25.07.2023 | | Falkirk | | Dundee United | | 0:1 (0:1) |
| Falkirk |
Scottish League Cup 2023/24, Group B |
| 22.07.2023 | | Dundee United | | Peterhead | | 3:0 (1:0) |
| Dundee |
Scottish League Cup 2022/23, Second Round |
| 31.08.2022 | | Livingston | | Dundee United | | 1:2 (0:2) |
| Livingston |
Scottish League Cup 2021/22, Group B |
| 20.07.2021 | | East Fife | | Dundee United | | 0:1 (0:1) |
| Methil |
Scottish League Cup 2021/22, Group B |
| 17.07.2021 | | Dundee United | | Arbroath | | 1:0 (1:0) |
| Dundee |
Scottish League Cup 2021/22, Group B |
| 14.07.2021 | | Dundee United | | Elgin City | | 6:1 (4:1) |
| Dundee |
Scottish League Cup 2021/22, Group B |
| 09.07.2021 | | Kelty Hearts | | Dundee United | | 0:1 (0:0) |
| Kelty |
Scottish League Cup 2020/21, Group C |
| 13.10.2020 | | Dundee United | | Kelty Hearts | | 1:0 (1:0) |
| Dundee |
Scottish League Cup 2020/21, Group C |
| 07.10.2020 | | Brechin City | | Dundee United | | 2:6 (0:3) |
| Brechin |
Scottish League Cup 2019/20, Group A |
| 19.07.2019 | | Dundee United | | Cowdenbeath | | 3:0 (1:0) |
| Dundee |
Scottish League Cup 2019/20, Group A |
| 16.07.2019 | | Stenhousemuir | | Dundee United | | 1:2 (0:0) |
| Stenhousemuir |
Scottish League Cup 2018/19, Group A |
| 28.07.2018 | | Elgin City | | Dundee United | | 0:4 (0:0) |
| Elgin |
Scottish League Cup 2017/18, Group C |
| 23.07.2017 | | Dundee United | | Cowdenbeath | | 4:1 (1:0) |
| Dundee |
Scottish League Cup 2017/18, Group C |
| 19.07.2017 | | Buckie Thistle | | Dundee United | | 0:3 (0:3) |
| Buckie |
Scottish League Cup 2017/18, Group C |
| 15.07.2017 | | Dundee United | | Raith Rovers | | 2:0 (0:0) |
| Dundee |
Scottish League Cup 2016/17, Second round |
| 09.08.2016 | | Dundee United | | Partick Thistle | | 3:1 (3:0) |
| Dundee |
Scottish League Cup 2016/17, First Round, Group C |
| 30.07.2016 | | Dundee United | | Dunfermline Athletic | | 2:0 (0:0) |
| Dundee |
Scottish League Cup 2016/17, First Round, Group C |
| 19.07.2016 | | Dundee United | | Cowdenbeath | | 6:1 (4:1) |
| Dundee |
Scottish League Cup 2015/16, Third Round |
| 22.09.2015 | | Dundee United | | Dunfermline Athletic | | 3:1 aet (1:1, 1:1) |
| Dundee |
Scottish League Cup 2014/15, Semifinal |
| 31.01.2015 | | Dundee United | | Aberdeen | | 2:1 (0:0) |
| Glasgow |
Scottish League Cup 2014/15, Third Round |
| 24.09.2014 | | Dundee United | | Dundee | | 1:0 (0:0) |
| Dundee |
Scottish League Cup 2013/14, Third Round |
| 25.09.2013 | | Dundee United | | Partick Thistle | | 4:1 (2:0) |
| Dundee |
Scottish League Cup 2013/14, Second Round |
| 28.08.2013 | | Dumbarton | | Dundee United | | 2:3 (1:0) |
| Dumbarton |
Scottish League Cup 2012/13, Third Round |
| 25.09.2012 | | Queen of the South | | Dundee United | | 0:1 (0:1) |
| Dumfries |
Scottish League Cup 2011/12, Third Round |
| 20.09.2011 | | Airdrie United | | Dundee United | | 0:2 (0:1) |
| Airdrie |
Scottish League Cup 2010/11, Third Round |
| 22.09.2010 | | Ross County | | Dundee United | | 1:2 aet (0:0, 1:1) |
| Dingwall |
Scottish League Cup 2009/10, Third Round |
| 22.09.2009 | | Ross County | | Dundee United | | 0:2 (0:1) |
| Dingwall |
Scottish League Cup 2009/10, Second Round |
| 25.08.2009 | | Alloa Athletic | | Dundee United | | 0:2 (0:2) |
| Alloa |
Scottish League Cup 2008/09, Quarterfinal |
| 28.10.2008 | | Dundee United | | Dunfermline Athletic | | 1:0 (1:0) |
| Dundee |
Scottish League Cup 2008/09, Third Round |
| 23.09.2008 | | Dundee United | | Airdrie United | | 2:0 (2:0) |
| Dundee |
Scottish League Cup 2008/09, Second Round |
| 26.08.2008 | | Cowdenbeath | | Dundee United | | 1:5 (0:2) |
| Cowdenbeath |
Scottish League Cup 2007/08, Semifinal |
| 05.02.2008 | | Aberdeen | | Dundee United | | 1:4 (1:1) |
| Edinburgh |
Scottish League Cup 2007/08, Quarterfinal |
| 31.10.2007 | | Dundee United | | Hamilton Academical | | 3:1 (1:0) |
| Dundee |
Scottish League Cup 2007/08, Third Round |
| 25.09.2007 | | Falkirk | | Dundee United | | 0:1 (0:0) |
| Falkirk |
Scottish League Cup 2007/08, Second Round |
| 29.08.2007 | | Dundee United | | Ross County | | 2:1 (0:0) |
| Dundee |
Scottish League Cup 2006/07, Second Round |
| 22.08.2006 | | Dundee United | | Airdrie United | | 1:0 aet (0:0) |
| Dundee |
Scottish League Cup 2004/05, Quarterfinal |
| 09.11.2004 | | Dundee United | | Hibernian | | 2:1 aet (0:1, 1:1) |
| |
Scottish League Cup 2004/05, Third Round |
| 21.09.2004 | | Dundee United | | Clyde | | 4:0 (2:0) |
| |
Scottish League Cup 2004/05, Second Round |
| 25.08.2004 | | Dundee United | | Stranraer | | 3:1 (1:1) |
| |
Scottish League Cup 2003/04, Second Round |
| 23.09.2003 | | Dundee United | | Greenock Morton | | 3:1 (2:0) |
| |
Scottish League Cup 2002/03, Quarterfinal |
| 13.11.2002 | | Livingston | | Dundee United | | 0:2 (0:1) |
| Livingston |
Scottish League Cup 2002/03, Third Round |
| 29.10.2002 | | Airdrie United | | Dundee United | | 1:2 (0:0) |
| Airdrie |
Scottish League Cup 2002/03, Second Round |
| 24.09.2002 | | Dundee United | | Queen's Park | | 4:1 (2:1) |
| |
Scottish League Cup 2001/02, Third Round |
| 09.10.2001 | | Dundee United | | St. Johnstone | | 3:2 aet (2:2) |
| |
Scottish League Cup 2001/02, Second Round |
| 25.09.2001 | | Dundee United | | Dumbarton | | 3:0 |
| |
Scottish League Cup 2000/01, Second Round |
| 22.08.2000 | | Alloa Athletic | | Dundee United | | 0:3 |
| |
Scottish League Cup 1999/00, Quarterfinal |
| 01.12.1999 | | Dundee United | | Motherwell | | 3:2 |
| |
Scottish League Cup 1999/00, Third Round |
| 12.10.1999 | | St. Johnstone | | Dundee United | | 1:2 |
| |
Scottish League Cup 1999/00, Second Round |
| 18.08.1999 | | Dundee United | | Ross County | | 3:1 aet (1:1) |
| |
Scottish League Cup 1997, Semifinal |
| 15.10.1997 | | Aberdeen | | Dundee United | | 1:3 (0:1) |
| Edinburgh |
Scottish League Cup 1997, Quarterfinal |
| 09.09.1997 | | Rangers | | Dundee United | | 0:1 |
| |
Scottish League Cup 1997, Third Round |
| 20.08.1997 | | Dundee United | | Hibernian | | 2:1 |
| |
Scottish League Cup 1997, Second Round |
| 09.08.1997 | | Queen of the South | | Dundee United | | 2:4 |
| |
Scottish League Cup 1996, Second Round |
| 13.08.1996 | | Stirling Albion | | Dundee United | | 1:2 |
| |
Scottish League Cup 1995, Second Round |
| 19.08.1995 | | Cowdenbeath | | Dundee United | | 0:4 |
| |
Scottish League Cup 1994, Second Round |
| 16.08.1994 | | St. Mirren | | Dundee United | | 0:1 |
| |
Scottish League Cup 1993, Third Round |
| 24.08.1993 | | St. Mirren | | Dundee United | | 0:1 |
| |
Scottish League Cup 1993, Second Round |
| 10.08.1993 | | Hamilton Academical | | Dundee United | | 0:1 |
| |
Scottish League Cup 1992, Third Round |
| 18.08.1992 | | Dundee United | | St. Mirren | | 3:0 |
| |
Scottish League Cup 1992, Second Round |
| 11.08.1992 | | Dundee United | | Queen of the South | | 6:0 |
| |
Scottish League Cup 1991, Third Round |
| 27.08.1991 | | Dundee United | | Falkirk | | 1:0 |
| |
Scottish League Cup 1991, Second Round |
| 20.08.1991 | | Dundee United | | Montrose | | 3:2 |
| |
Scottish League Cup 1990, Quarterfinal |
| 04.09.1990 | | Dundee United | | Motherwell | | 2:0 |
| Dundee |
Scottish League Cup 1990, Third Round |
| 28.08.1990 | | Partick Thistle | | Dundee United | | 1:3 |
| |
Scottish League Cup 1990, Second Round |
| 21.08.1990 | | Alloa Athletic | | Dundee United | | 0:3 |
| |
Scottish League Cup 1989, Second Round |
| 16.08.1989 | | Dundee United | | Partick Thistle | | 1:0 |
| |
Scottish League Cup 1988, Quarterfinal |
| 31.08.1988 | | Dundee United | | Celtic | | 2:0 |
| |
Scottish League Cup 1988, Third Round |
| 24.08.1988 | | St. Mirren | | Dundee United | | 1:3 |
| |
Scottish League Cup 1988, Second Round |
| 16.08.1988 | | Partick Thistle | | Dundee United | | 0:2 |
| |
Scottish League Cup 1987, Third Round |
| 25.08.1987 | | Raith Rovers | | Dundee United | | 1:2 |
| |
Scottish League Cup 1987, Second Round |
| 19.08.1987 | | Dundee United | | Partick Thistle | | 4:1 |
| |
Scottish League Cup 1986, Quarterfinal |
| 03.09.1986 | | Hibernian | | Dundee United | | 1:2 |
| |
Scottish League Cup 1986, Third Round |
| 27.08.1986 | | Ayr United | | Dundee United | | 0:3 |
| |
Scottish League Cup 1986, Second Round |
| 20.08.1986 | | Queen of the South | | Dundee United | | 0:1 |
| |
Scottish League Cup 1985, Quarterfinal |
| 04.09.1985 | | Dundee United | | St. Mirren | | 2:1 |
| |
Scottish League Cup 1985, Third Round |
| 28.08.1985 | | Dundee United | | Clydebank | | 2:0 |
| |
Scottish League Cup 1985, Second Round |
| 21.08.1985 | | Alloa Athletic | | Dundee United | | 0:2 |
| |
Scottish League Cup 1984, Semifinal |
| 10.10.1984 | | Dundee United | | Hearts | | 3:1 |
| |
Scottish League Cup 1984, Semifinal |
| 26.09.1984 | | Hearts | | Dundee United | | 1:2 |
| |
Scottish League Cup 1984, Quarterfinal |
| 05.09.1984 | | Dundee United | | Celtic | | 2:1 aet |
| |
Scottish League Cup 1984, Third Round |
| 29.08.1984 | | Dumbarton | | Dundee United | | 0:4 |
| |
Scottish League Cup 1984, Second Round |
| 21.08.1984 | | Dundee United | | Forfar Athletic | | 5:0 |
| |
Scottish League Cup 1983/84, Group 1 |
| 30.11.1983 | | Motherwell | | Dundee United | | 0:3 |
| |
Scottish League Cup 1983/84, Group 1 |
| 09.11.1983 | | Alloa Athletic | | Dundee United | | 2:4 |
| |
Scottish League Cup 1983/84, Group 1 |
| 26.10.1983 | | Dundee United | | Morton | | 3:0 |
| |
Scottish League Cup 1983/84, Group 1 |
| 05.10.1983 | | Dundee United | | Motherwell | | 4:2 |
| |
Scottish League Cup 1983/84, Group 1 |
| 30.08.1983 | | Dundee United | | Alloa Athletic | | 5:0 |
| |
Scottish League Cup 1983/84, Second Round |
| 27.08.1983 | | Dunfermline Athletic | | Dundee United | | 0:2 |
| |
Scottish League Cup 1983/84, Second Round |
| 24.08.1983 | | Dundee United | | Dunfermline Athletic | | 6:1 |
| |
Scottish League Cup 1982, Semifinal |
| 10.11.1982 | | Dundee United | | Celtic | | 2:1 |
| |
Scottish League Cup 1982, Quarterfinal |
| 06.10.1982 | | Dundee United | | Aberdeen | | 1:0 |
| |
Scottish League Cup 1982, Quarterfinal |
| 22.09.1982 | | Aberdeen | | Dundee United | | 1:3 |
| |
Scottish League Cup 1982, Group 4 |
| 01.09.1982 | | Raith Rovers | | Dundee United | | 1:3 |
| |
Scottish League Cup 1982, Group 4 |
| 28.08.1982 | | St. Johnstone | | Dundee United | | 0:3 |
| |
Scottish League Cup 1982, Group 4 |
| 25.08.1982 | | Dundee United | | Falkirk | | 4:0 |
| |
Scottish League Cup 1982, Group 4 |
| 21.08.1982 | | Dundee United | | Raith Rovers | | 5:1 |
| |
Scottish League Cup 1982, Group 4 |
| 18.08.1982 | | Falkirk | | Dundee United | | 0:4 |
| |
Scottish League Cup 1982, Group 4 |
| 14.08.1982 | | Dundee United | | St. Johnstone | | 3:0 |
| |
Scottish League Cup 1981, Semifinal |
| 28.10.1981 | | Aberdeen | | Dundee United | | 0:3 |
| |
Scottish League Cup 1981, Quarterfinal |
| 23.09.1981 | | Dundee United | | Hamilton Academical | | 5:0 |
| |
Scottish League Cup 1981, Quarterfinal |
| 02.09.1981 | | Hamilton Academical | | Dundee United | | 0:4 |
| |
Scottish League Cup 1981, Group 4 |
| 22.08.1981 | | Dundee United | | Ayr United | | 2:1 |
| |
Scottish League Cup 1981, Group 4 |
| 19.08.1981 | | Partick Thistle | | Dundee United | | 1:2 |
| |
Scottish League Cup 1981, Group 4 |
| 15.08.1981 | | Motherwell | | Dundee United | | 1:2 |
| |
Scottish League Cup 1981, Group 4 |
| 12.08.1981 | | Dundee United | | Partick Thistle | | 2:0 |
| |
Scottish League Cup 1981, Group 4 |
| 08.08.1981 | | Ayr United | | Dundee United | | 3:4 |
| |
Scottish League Cup 1980, Final |
| 06.12.1980 | | Dundee United | | Dundee | | 3:0 (1:0) |
| Dundee |
Scottish League Cup 1980, Semifinal |
| 19.11.1980 | | Celtic | | Dundee United | | 0:3 |
| |
Scottish League Cup 1980, Quarterfinal |
| 29.10.1980 | | Dundee United | | Clydebank | | 4:1 |
| |
Scottish League Cup 1980, Third Round |
| 24.09.1980 | | Dundee United | | Motherwell | | 4:2 |
| |
Scottish League Cup 1980, Second Round |
| 30.08.1980 | | Cowdenbeath | | Dundee United | | 1:4 |
| |
Scottish League Cup 1980, Second Round |
| 27.08.1980 | | Dundee United | | Cowdenbeath | | 4:0 |
| |
Scottish League Cup 1980, First Round |
| 20.08.1980 | | Dundee United | | East Fife | | 4:0 |
| |
Scottish League Cup 1980, First Round |
| 13.08.1980 | | East Fife | | Dundee United | | 2:5 |
| |
Scottish League Cup 1979, Final |
| 12.12.1979 | | Dundee United | | Aberdeen | | 3:0 (1:0) |
| Dundee |
Scottish League Cup 1979, Semifinal |
| 24.11.1979 | | Dundee United | | Hamilton Academical | | 6:2 |
| |
Scottish League Cup 1979, Quarterfinal |
| 14.11.1979 | | Raith Rovers | | Dundee United | | 0:1 |
| |
Scottish League Cup 1979, Third Round |
| 10.10.1979 | | Dundee United | | Queen's Park | | 2:1 |
| |
Scottish League Cup 1979, Third Round |
| 26.09.1979 | | Queen's Park | | Dundee United | | 0:3 |
| |
Scottish League Cup 1979, Second Round |
| 01.09.1979 | | Dundee United | | Airdrieonians | | 2:0 |
| |
Scottish League Cup 1977/78, Quarterfinal |
| 09.11.1977 | | Dundee United | | Hearts | | 3:1 |
| |
Scottish League Cup 1977/78, Third Round |
| 26.10.1977 | | Dundee United | | Arbroath | | 2:1 |
| |
Scottish League Cup 1977/78, Third Round |
| 05.10.1977 | | Arbroath | | Dundee United | | 0:4 |
| |
Scottish League Cup 1977/78, Second Round |
| 03.09.1977 | | Dundee United | | Partick Thistle | | 1:0 |
| |
Scottish League Cup 1977/78, First Round |
| 23.08.1977 | | Albion Rovers | | Dundee United | | 1:5 |
| |
Scottish League Cup 1977/78, First Round |
| 17.08.1977 | | Dundee United | | Albion Rovers | | 5:0 |
| |
Scottish League Cup 1976, Group 3 |
| 25.08.1976 | | Dundee United | | Arbroath | | 2:0 |
| |
Scottish League Cup 1976, Group 3 |
| 21.08.1976 | | Dumbarton | | Dundee United | | 1:2 |
| |
Scottish League Cup 1976, Group 3 |
| 18.08.1976 | | Arbroath | | Dundee United | | 1:3 |
| |
Scottish League Cup 1975, Group 4 |
| 27.08.1975 | | St. Johnstone | | Dundee United | | 1:2 |
| |
Scottish League Cup 1975, Group 4 |
| 16.08.1975 | | Dundee United | | Kilmarnock | | 2:0 |
| |
Scottish League Cup 1975, Group 4 |
| 09.08.1975 | | Dundee United | | St. Johnstone | | 2:1 |
| |
Scottish League Cup 1974, Group 4 |
| 21.08.1974 | | Dundee United | | Motherwell | | 1:0 |
| |
Scottish League Cup 1974, Group 4 |
| 10.08.1974 | | Dundee United | | Ayr United | | 3:1 |
| |
Scottish League Cup 1973, Group 4 |
| 29.08.1973 | | Dundee United | | East Fife | | 5:2 |
| |
Scottish League Cup 1973, Group 4 |
| 22.08.1973 | | Aberdeen | | Dundee United | | 0:2 |
| |
Scottish League Cup 1973, Group 4 |
| 11.08.1973 | | East Fife | | Dundee United | | 1:2 |
| |
Scottish League Cup 1972, Group 4 |
| 26.08.1972 | | Dunfermline Athletic | | Dundee United | | 0:1 |
| |
Scottish League Cup 1972, Group 4 |
| 23.08.1972 | | Dundee United | | Kilmarnock | | 2:1 |
| |
Scottish League Cup 1972, Group 4 |
| 19.08.1972 | | Dundee United | | Stenhousemuir | | 5:0 |
| |
Scottish League Cup 1972, Group 4 |
| 16.08.1972 | | Kilmarnock | | Dundee United | | 2:3 |
| |
Scottish League Cup 1972, Group 4 |
| 12.08.1972 | | Dundee United | | Dunfermline Athletic | | 2:0 |
| |
Scottish League Cup 1971, Group 1 |
| 01.09.1971 | | Motherwell | | Dundee United | | 1:3 |
| |
Scottish League Cup 1971, Group 1 |
| 14.08.1971 | | Dundee United | | Kilmarnock | | 1:0 |
| |
Scottish League Cup 1970, Group 1 |
| 12.08.1970 | | Dundee United | | Hearts | | 2:1 |
| |
Scottish League Cup 1969, Group 4 |
| 27.08.1969 | | Dundee United | | St. Mirren | | 2:1 |
| |
Scottish League Cup 1969, Group 4 |
| 16.08.1969 | | St. Mirren | | Dundee United | | 0:1 |
| |
Scottish League Cup 1968/69, Group 3 |
| 31.08.1968 | | Dundee United | | Aberdeen | | 1:0 |
| |
Scottish League Cup 1968/69, Group 3 |
| 28.08.1968 | | Clyde | | Dundee United | | 0:4 |
| |
Scottish League Cup 1968/69, Group 3 |
| 24.08.1968 | | Dundee United | | Dunfermline Athletic | | 2:1 |
| |
Scottish League Cup 1967, Group 2 |
| 16.08.1967 | | Dundee United | | Aberdeen | | 5:0 |
| |
Scottish League Cup 1966, Group 1 |
| 31.08.1966 | | Dundee United | | St. Johnstone | | 5:3 |
| |
Scottish League Cup 1966, Group 1 |
| 13.08.1966 | | Dundee United | | Dundee | | 2:0 |
| |
Scottish League Cup 1965, Group 1 |
| 21.08.1965 | | Dundee United | | Motherwell | | 4:1 |
| |
Scottish League Cup 1965, Group 1 |
| 14.08.1965 | | Dundee United | | Celtic | | 2:1 |
| |
Scottish League Cup 1964, Quarterfinal |
| 16.09.1964 | | Hamilton Academical | | Dundee United | | 1:2 |
| |
Scottish League Cup 1964, Quarterfinal |
| 09.09.1964 | | Dundee United | | Hamilton Academical | | 8:0 |
| |
Scottish League Cup 1964, Group 4 |
| 29.08.1964 | | Dundee United | | Motherwell | | 2:1 |
| |
Scottish League Cup 1964, Group 4 |
| 22.08.1964 | | Dundee United | | Dundee | | 2:1 |
| |
Scottish League Cup 1964, Group 4 |
| 15.08.1964 | | Motherwell | | Dundee United | | 0:1 |
| |
Scottish League Cup 1964, Group 4 |
| 12.08.1964 | | Dundee United | | Falkirk | | 3:0 |
| |
Scottish League Cup 1964, Group 4 |
| 08.08.1964 | | Dundee | | Dundee United | | 2:3 |
| |
Scottish League Cup 1963, Group 2 |
| 31.08.1963 | | Dundee United | | St. Mirren | | 3:2 |
| |
Scottish League Cup 1963, Group 2 |
| 17.08.1963 | | St. Mirren | | Dundee United | | 2:3 |
| |
Scottish League Cup 1962, Group 2 |
| 29.08.1962 | | Dundee United | | Hearts | | 2:0 |
| |
Scottish League Cup 1962, Group 2 |
| 11.08.1962 | | Dundee United | | Dundee | | 3:2 |
| |
Scottish League Cup 1961, Group 2 |
| 19.08.1961 | | Dundee United | | Aberdeen | | 5:3 |
| |
Scottish League Cup 1960, Group 8 |
| 17.08.1960 | | Dundee United | | Brechin City | | 2:1 |
| |
Scottish League Cup 1960, Group 8 |
| 13.08.1960 | | Stirling Albion | | Dundee United | | 1:2 |
| |
Scottish League Cup 1959, Group 9 |
| 29.08.1959 | | Queen's Park | | Dundee United | | 0:4 |
| |
Scottish League Cup 1959, Group 9 |
| 15.08.1959 | | Dundee United | | Stranraer | | 2:0 |
| |
Scottish League Cup 1959, Group 9 |
| 08.08.1959 | | Dundee United | | East Stirlingshire | | 2:0 |
| |
Scottish League Cup 1958, Group 6 |
| 23.08.1958 | | Dundee United | | St. Johnstone | | 5:3 |
| |
Scottish League Cup 1958, Group 6 |
| 09.08.1958 | | St. Johnstone | | Dundee United | | 1:2 |
| |
Scottish League Cup 1957, Group 5 |
| 31.08.1957 | | Dundee United | | Stranraer | | 3:0 |
| |
Scottish League Cup 1957, Group 5 |
| 17.08.1957 | | Stranraer | | Dundee United | | 2:4 |
| |
Scottish League Cup 1957, Group 5 |
| 14.08.1957 | | Dumbarton | | Dundee United | | 2:4 |
| |
Scottish League Cup 1956, Quarterfinal |
| 15.09.1956 | | Dundee United | | Dundee | | 2:1 |
| |
Scottish League Cup 1956, Supplementary Round |
| 05.09.1956 | | Dundee United | | Arbroath | | 5:0 |
| |
Scottish League Cup 1956, Group 8 |
| 01.09.1956 | | Dundee United | | Third Lanark | | 2:1 |
| |
Scottish League Cup 1956, Group 8 |
| 18.08.1956 | | Third Lanark | | Dundee United | | 1:2 |
| |
Scottish League Cup 1956, Group 8 |
| 11.08.1956 | | Dundee United | | Ayr United | | 6:1 |
| |
Scottish League Cup 1955, Group 7 |
| 03.09.1955 | | Dundee United | | Forfar Athletic | | 3:2 |
| |
Scottish League Cup 1955, Group 7 |
| 20.08.1955 | | Forfar Athletic | | Dundee United | | 2:5 |
| |
Scottish League Cup 1954, Group 6 |
| 01.09.1954 | | Dundee United | | Dunfermline Athletic | | 3:1 |
| |
Scottish League Cup 1952, Group 6 |
| 30.08.1952 | | Dundee United | | Ayr United | | 2:1 |
| |
Scottish League Cup 1952, Group 6 |
| 23.08.1952 | | Dundee United | | Dumbarton | | 1:0 |
| |
Scottish League Cup 1951, Group 5 |
| 29.08.1951 | | Dundee United | | Stenhousemuir | | 4:2 |
| |
Scottish League Cup 1950, Group 6 |
| 02.09.1950 | | Dundee United | | Cowdenbeath | | 4:1 |
| |
Scottish League Cup 1950, Group 6 |
| 30.08.1950 | | Dundee United | | St. Johnstone | | 4:1 |
| |
Scottish League Cup 1950, Group 6 |
| 16.08.1950 | | St. Johnstone | | Dundee United | | 2:5 |
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Scottish League Cup 1950, Group 6 |
| 12.08.1950 | | Dundee United | | Stenhousemuir | | 2:1 |
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Scottish League Cup 1949, Group 6 |
| 03.09.1949 | | Dundee United | | Arbroath | | 4:1 |
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Scottish League Cup 1949, Group 6 |
| 27.08.1949 | | Dundee United | | Airdrieonians | | 6:0 |
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Scottish League Cup 1949, Group 6 |
| 20.08.1949 | | Arbroath | | Dundee United | | 2:4 |
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Scottish League Cup 1949, Group 6 |
| 17.08.1949 | | Dundee United | | Dumbarton | | 5:1 |
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Scottish League Cup 1948, Group 7 |
| 02.10.1948 | | Dundee United | | St. Johnstone | | 4:2 |
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Scottish League Cup 1948, Group 7 |
| 18.09.1948 | | Dundee United | | Stenhousemuir | | 4:2 |
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Scottish League Cup 1947, Group 6 |
| 30.08.1947 | | Dundee United | | Albion Rovers | | 2:1 |
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Scottish League Cup 1946/47, Section 7 |
| 26.10.1946 | | Dundee United | | Arbroath | | 2:1 |
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Scottish League Cup 1946/47, Section 7 |
| 19.10.1946 | | Dundee United | | Dumbarton | | 2:1 |
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Scottish League Cup 1946/47, Section 7 |
| 05.10.1946 | | Arbroath | | Dundee United | | 1:3 |
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Scottish League Cup 1946/47, Section 7 |
| 28.09.1946 | | Dumbarton | | Dundee United | | 0:3 |
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Scottish League Cup 1946/47, Section 7 |
| 21.09.1946 | | Dundee United | | Cowdenbeath | | 2:0 |
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