Scottish League Cup 2024/25, Group B |
| 27.07.2024 | | Ayr United | | Buckie Thistle | | 3:2 (2:1) |
| Ayr |
Scottish League Cup 2024/25, Group B |
| 23.07.2024 | | Stenhousemuir | | Ayr United | | 1:4 (1:2) |
| Stenhousemuir |
Scottish League Cup 2024/25, Group B |
| 16.07.2024 | | Ayr United | | Falkirk | | 1:0 (1:0) |
| Ayr |
Scottish League Cup 2023/24, Group A |
| 29.07.2023 | | Ayr United | | Alloa Athletic | | 6:0 (3:0) |
| Ayr |
Scottish League Cup 2023/24, Group A |
| 25.07.2023 | | St. Johnstone | | Ayr United | | 1:2 (1:1) |
| Perth |
Scottish League Cup 2023/24, Group A |
| 18.07.2023 | | Ayr United | | Stenhousemuir | | 1:0 (1:0) |
| Ayr |
Scottish League Cup 2022/23, Group F |
| 09.07.2022 | | Ayr United | | Elgin City | | 3:0 |
| Ayr |
Scottish League Cup 2021/22, Group E |
| 24.07.2021 | | Ayr United | | Falkirk | | 3:0 |
| Ayr |
Scottish League Cup 2021/22, Group E |
| 20.07.2021 | | Hamilton Academical | | Ayr United | | 0:1 (0:1) |
| Hamilton |
Scottish League Cup 2021/22, Group E |
| 13.07.2021 | | Ayr United | | Edinburgh City | | 3:0 (1:0) |
| Ayr |
Scottish League Cup 2020/21, Group F |
| 13.10.2020 | | Ayr United | | Annan Athletic | | 1:0 (1:0) |
| Ayr |
Scottish League Cup 2020/21, Group F |
| 06.10.2020 | | Albion Rovers | | Ayr United | | 2:5 (2:3) |
| Coatbridge |
Scottish League Cup 2019/20, Group G |
| 20.07.2019 | | Ayr United | | Falkirk | | 2:1 (1:1) |
| Ayr |
Scottish League Cup 2019/20, Group G |
| 13.07.2019 | | Berwick Rangers | | Ayr United | | 0:7 (0:5) |
| Berwick-upon-Tweed |
Scottish League Cup 2018/19, Second round |
| 18.08.2018 | | Dundee | | Ayr United | | 0:3 (0:0) |
| Dundee |
Scottish League Cup 2018/19, Group E |
| 28.07.2018 | | Partick Thistle | | Ayr United | | 0:2 (0:1) |
| Glasgow |
Scottish League Cup 2018/19, Group E |
| 24.07.2018 | | Ayr United | | Stenhousemuir | | 5:0 (3:0) |
| Ayr |
Scottish League Cup 2018/19, Group E |
| 21.07.2018 | | Albion Rovers | | Ayr United | | 0:2 (0:1) |
| Coatbridge |
Scottish League Cup 2018/19, Group E |
| 14.07.2018 | | Ayr United | | Greenock Morton | | 3:1 (0:1) |
| Ayr |
Scottish League Cup 2017/18, Group E |
| 29.07.2017 | | Annan Athletic | | Ayr United | | 1:6 (0:4) |
| Annan |
Scottish League Cup 2017/18, Group E |
| 25.07.2017 | | Ayr United | | Clyde | | 5:1 (2:1) |
| Ayr |
Scottish League Cup 2017/18, Group E |
| 18.07.2017 | | Dumbarton | | Ayr United | | 1:3 (1:1) |
| Dumbarton |
Scottish League Cup 2017/18, Group E |
| 14.07.2017 | | Ayr United | | Kilmarnock | | 1:0 (1:0) |
| Ayr |
Scottish League Cup 2016/17, First Round, Group G |
| 26.07.2016 | | Livingston | | Ayr United | | 0:2 (0:1) |
| Livingston |
Scottish League Cup 2016/17, First Round, Group G |
| 23.07.2016 | | Ayr United | | Edinburgh City | | 1:0 (1:0) |
| Ayr |
Scottish League Cup 2016/17, First Round, Group G |
| 16.07.2016 | | Ayr United | | Hamilton Academical | | 2:1 (1:0) |
| Ayr |
Scottish League Cup 2015/16, First Round |
| 01.08.2015 | | Ayr United | | Brechin City | | 2:0 (1:0) |
| Ayr |
Scottish League Cup 2014/15, First Round |
| 02.08.2014 | | East Stirlingshire | | Ayr United | | 0:4 (0:0) |
| Stenhousemuir |
Scottish League Cup 2012/13, First Round |
| 04.08.2012 | | Ayr United | | Clyde | | 6:1 (0:0) |
| Ayr |
Scottish League Cup 2011/12, Quarterfinal |
| 25.10.2011 | | St. Mirren | | Ayr United | | 0:1 (0:0) |
| Paisley |
Scottish League Cup 2011/12, Second Round |
| 24.08.2011 | | Ayr United | | Inverness | | 1:0 (0:0) |
| Ayr |
Scottish League Cup 2011/12, First Round |
| 30.07.2011 | | East Stirlingshire | | Ayr United | | 0:3 |
| Stenhousemuir |
Scottish League Cup 2008/09, First Round |
| 06.08.2008 | | Ayr United | | Berwick Rangers | | 2:1 (2:1) |
| Ayr |
Scottish League Cup 2006/07, First Round |
| 09.08.2006 | | Ayr United | | Berwick Rangers | | 2:0 (2:0) |
| Ayr |
Scottish League Cup 2005/06, Second Round |
| 23.08.2005 | | Ross County | | Ayr United | | 1:2 (1:2) |
| |
Scottish League Cup 2005/06, First Round |
| 09.08.2005 | | Greenock Morton | | Ayr United | | 1:2 (0:2) |
| |
Scottish League Cup 2001/02, Semifinal |
| 06.02.2002 | | Hibernian | | Ayr United | | 0:1 aet (0:0, 0:0) |
| Glasgow |
Scottish League Cup 2001/02, Quarterfinal |
| 28.11.2001 | | Ayr United | | Inverness | | 5:1 |
| |
Scottish League Cup 2001/02, Second Round |
| 25.09.2001 | | Ayr United | | Stranraer | | 4:0 |
| |
Scottish League Cup 1999/00, Second Round |
| 17.08.1999 | | Ayr United | | Hamilton Academical | | 2:1 |
| |
Scottish League Cup 1998, Third Round |
| 18.08.1998 | | Motherwell | | Ayr United | | 0:2 |
| |
Scottish League Cup 1998, Second Round |
| 08.08.1998 | | St. Mirren | | Ayr United | | 1:3 |
| |
Scottish League Cup 1998, First Round |
| 01.08.1998 | | Queen's Park | | Ayr United | | 1:3 |
| |
Scottish League Cup 1996, Second Round |
| 13.08.1996 | | Kilmarnock | | Ayr United | | 0:1 |
| |
Scottish League Cup 1996, First Round |
| 03.08.1996 | | Ayr United | | Livingston | | 5:2 |
| |
Scottish League Cup 1991, Third Round |
| 27.08.1991 | | Ayr United | | St. Johnstone | | 2:0 |
| |
Scottish League Cup 1991, Second Round |
| 21.08.1991 | | Dundee | | Ayr United | | 2:4 |
| |
Scottish League Cup 1987, First Round |
| 12.08.1987 | | Arbroath | | Ayr United | | 1:3 aet |
| |
Scottish League Cup 1986, Second Round |
| 20.08.1986 | | Kilmarnock | | Ayr United | | 1:2 |
| |
Scottish League Cup 1984, Second Round |
| 21.08.1984 | | Ayr United | | Motherwell | | 1:0 |
| |
Scottish League Cup 1982, Group 6 |
| 01.09.1982 | | Queen of the South | | Ayr United | | 1:4 |
| |
Scottish League Cup 1982, Group 6 |
| 28.08.1982 | | Ayr United | | St. Mirren | | 2:1 |
| |
Scottish League Cup 1981, Group 4 |
| 26.08.1981 | | Partick Thistle | | Ayr United | | 1:5 |
| |
Scottish League Cup 1981, Group 4 |
| 19.08.1981 | | Ayr United | | Motherwell | | 1:0 |
| |
Scottish League Cup 1981, Group 4 |
| 15.08.1981 | | Ayr United | | Partick Thistle | | 1:0 |
| |
Scottish League Cup 1981, Group 4 |
| 12.08.1981 | | Motherwell | | Ayr United | | 2:3 |
| |
Scottish League Cup 1980, Quarterfinal |
| 22.10.1980 | | Hibernian | | Ayr United | | 0:2 aet |
| |
Scottish League Cup 1980, Third Round |
| 24.09.1980 | | Ayr United | | Hearts | | 4:0 |
| |
Scottish League Cup 1980, Third Round |
| 03.09.1980 | | Hearts | | Ayr United | | 2:3 |
| |
Scottish League Cup 1980, Second Round |
| 30.08.1980 | | Ayr United | | Queen of the South | | 1:0 |
| |
Scottish League Cup 1980, Second Round |
| 27.08.1980 | | Queen of the South | | Ayr United | | 1:2 |
| |
Scottish League Cup 1980, First Round |
| 20.08.1980 | | Morton | | Ayr United | | 0:2 |
| |
Scottish League Cup 1979, Second Round |
| 03.09.1979 | | Hearts | | Ayr United | | 0:1 |
| |
Scottish League Cup 1978/79, Third Round |
| 04.10.1978 | | Falkirk | | Ayr United | | 0:2 |
| |
Scottish League Cup 1978/79, Second Round |
| 02.09.1978 | | Stranraer | | Ayr United | | 1:3 |
| |
Scottish League Cup 1978/79, Second Round |
| 30.08.1978 | | Ayr United | | Stranraer | | 1:0 |
| |
Scottish League Cup 1977/78, Third Round |
| 05.10.1977 | | Ayr United | | Forfar Athletic | | 2:1 |
| |
Scottish League Cup 1977/78, Second Round |
| 30.08.1977 | | Ayr United | | Queen's Park | | 1:0 |
| |
Scottish League Cup 1976, Group 2 |
| 25.08.1976 | | Ayr United | | Kilmarnock | | 3:1 |
| |
Scottish League Cup 1976, Group 2 |
| 14.08.1976 | | Ayr United | | St. Mirren | | 2:1 |
| |
Scottish League Cup 1975, Group 2 |
| 23.08.1975 | | Dundee | | Ayr United | | 2:4 |
| |
Scottish League Cup 1975, Group 2 |
| 13.08.1975 | | Ayr United | | Hibernian | | 2:1 |
| |
Scottish League Cup 1974, Group 4 |
| 14.08.1974 | | Ayr United | | Celtic | | 3:2 |
| |
Scottish League Cup 1973, Group 2 |
| 25.08.1973 | | Ayr United | | Morton | | 2:1 |
| |
Scottish League Cup 1973, Group 2 |
| 11.08.1973 | | Ayr United | | Dumbarton | | 2:0 |
| |
Scottish League Cup 1972, Group 3 |
| 26.08.1972 | | St. Mirren | | Ayr United | | 0:3 |
| |
Scottish League Cup 1972, Group 3 |
| 23.08.1972 | | Ayr United | | Clydebank | | 5:0 |
| |
Scottish League Cup 1972, Group 3 |
| 12.08.1972 | | Ayr United | | St. Mirren | | 2:1 |
| |
Scottish League Cup 1970, Group 3 |
| 26.08.1970 | | St. Mirren | | Ayr United | | 1:2 |
| |
Scottish League Cup 1969, Quarterfinal |
| 24.09.1969 | | Ayr United | | Dumbarton | | 1:0 |
| |
Scottish League Cup 1969, Quarterfinal |
| 10.09.1969 | | Dumbarton | | Ayr United | | 1:4 |
| |
Scottish League Cup 1969, Group 6 |
| 23.08.1969 | | Queen's Park | | Ayr United | | 0:1 |
| |
Scottish League Cup 1969, Group 6 |
| 16.08.1969 | | Ayr United | | Queen of the South | | 4:1 |
| |
Scottish League Cup 1969, Group 6 |
| 13.08.1969 | | East Stirlingshire | | Ayr United | | 0:1 |
| |
Scottish League Cup 1969, Group 6 |
| 09.08.1969 | | Ayr United | | Queen's Park | | 2:0 |
| |
Scottish League Cup 1968/69, Quarterfinal |
| 25.09.1968 | | Clyde | | Ayr United | | 0:2 |
| |
Scottish League Cup 1968/69, Group 5 |
| 31.08.1968 | | Ayr United | | Arbroath | | 3:1 |
| |
Scottish League Cup 1968/69, Group 5 |
| 28.08.1968 | | Ayr United | | Stirling Albion | | 1:0 |
| |
Scottish League Cup 1968/69, Group 5 |
| 24.08.1968 | | Cowdenbeath | | Ayr United | | 0:2 |
| |
Scottish League Cup 1968/69, Group 5 |
| 14.08.1968 | | Stirling Albion | | Ayr United | | 2:4 |
| |
Scottish League Cup 1968/69, Group 5 |
| 10.08.1968 | | Ayr United | | Cowdenbeath | | 3:1 |
| |
Scottish League Cup 1967, Supplementary Round |
| 06.09.1967 | | Clydebank | | Ayr United | | 2:4 |
| |
Scottish League Cup 1967, Supplementary Round |
| 04.09.1967 | | Ayr United | | Clydebank | | 1:0 |
| |
Scottish League Cup 1967, Group 5 |
| 02.09.1967 | | Ayr United | | Berwick Rangers | | 2:1 |
| |
Scottish League Cup 1967, Group 5 |
| 30.08.1967 | | St. Mirren | | Ayr United | | 1:2 |
| |
Scottish League Cup 1967, Group 5 |
| 26.08.1967 | | Ayr United | | Stranraer | | 1:0 |
| |
Scottish League Cup 1967, Group 5 |
| 16.08.1967 | | Ayr United | | St. Mirren | | 2:0 |
| |
Scottish League Cup 1967, Group 5 |
| 12.08.1967 | | Stranraer | | Ayr United | | 1:4 |
| |
Scottish League Cup 1966, Group 5 |
| 03.09.1966 | | Cowdenbeath | | Ayr United | | 0:3 |
| |
Scottish League Cup 1966, Group 5 |
| 27.08.1966 | | Ayr United | | Berwick Rangers | | 2:0 |
| |
Scottish League Cup 1965, Supplementary Round |
| 08.09.1965 | | Ayr United | | Third Lanark | | 1:0 |
| |
Scottish League Cup 1965, Supplementary Round |
| 06.09.1965 | | Third Lanark | | Ayr United | | 1:2 |
| |
Scottish League Cup 1965, Group 9 |
| 04.09.1965 | | Forfar Athletic | | Ayr United | | 1:3 |
| |
Scottish League Cup 1965, Group 9 |
| 28.08.1965 | | Brechin City | | Ayr United | | 0:1 |
| |
Scottish League Cup 1965, Group 9 |
| 21.08.1965 | | Ayr United | | Montrose | | 5:0 |
| |
Scottish League Cup 1965, Group 9 |
| 14.08.1965 | | Ayr United | | Stenhousemuir | | 5:2 |
| |
Scottish League Cup 1964, Group 8 |
| 22.08.1964 | | Ayr United | | Berwick Rangers | | 6:0 |
| |
Scottish League Cup 1964, Group 8 |
| 15.08.1964 | | Ayr United | | Dumbarton | | 2:1 |
| |
Scottish League Cup 1963, Group 6 |
| 14.08.1963 | | Clyde | | Ayr United | | 3:4 |
| |
Scottish League Cup 1962, Group 5 |
| 01.09.1962 | | Ayr United | | Hamilton Academical | | 3:2 |
| |
Scottish League Cup 1962, Group 5 |
| 25.08.1962 | | Ayr United | | East Stirlingshire | | 2:1 |
| |
Scottish League Cup 1961, Quarterfinal |
| 13.09.1961 | | Ayr United | | Stirling Albion | | 4:2 |
| |
Scottish League Cup 1961, Group 8 |
| 30.08.1961 | | Ayr United | | Cowdenbeath | | 3:1 |
| |
Scottish League Cup 1961, Group 8 |
| 26.08.1961 | | Dumbarton | | Ayr United | | 1:2 |
| |
Scottish League Cup 1961, Group 8 |
| 16.08.1961 | | Cowdenbeath | | Ayr United | | 2:3 |
| |
Scottish League Cup 1961, Group 8 |
| 12.08.1961 | | Ayr United | | Dumbarton | | 3:1 |
| |
Scottish League Cup 1959, Group 5 |
| 29.08.1959 | | Ayr United | | Hamilton Academical | | 5:2 |
| |
Scottish League Cup 1959, Group 5 |
| 12.08.1959 | | Ayr United | | Falkirk | | 2:1 |
| |
Scottish League Cup 1959, Group 5 |
| 08.08.1959 | | Berwick Rangers | | Ayr United | | 2:3 |
| |
Scottish League Cup 1958, Group 8 |
| 27.08.1958 | | Montrose | | Ayr United | | 1:2 |
| |
Scottish League Cup 1958, Group 8 |
| 23.08.1958 | | Ayr United | | Hamilton Academical | | 3:1 |
| |
Scottish League Cup 1958, Group 8 |
| 16.08.1958 | | Ayr United | | Forfar Athletic | | 4:0 |
| |
Scottish League Cup 1958, Group 8 |
| 13.08.1958 | | Ayr United | | Montrose | | 7:1 |
| |
Scottish League Cup 1957, Group 6 |
| 31.08.1957 | | Ayr United | | Cowdenbeath | | 3:2 |
| |
Scottish League Cup 1957, Group 6 |
| 24.08.1957 | | Ayr United | | Brechin City | | 4:2 |
| |
Scottish League Cup 1957, Group 6 |
| 14.08.1957 | | Ayr United | | Dunfermline Athletic | | 4:1 |
| |
Scottish League Cup 1956, Group 8 |
| 01.09.1956 | | Ayr United | | Stenhousemuir | | 3:1 |
| |
Scottish League Cup 1956, Group 8 |
| 29.08.1956 | | Third Lanark | | Ayr United | | 1:5 |
| |
Scottish League Cup 1955, Group 6 |
| 27.08.1955 | | Ayr United | | St. Johnstone | | 3:2 |
| |
Scottish League Cup 1955, Group 6 |
| 17.08.1955 | | Ayr United | | Queen's Park | | 3:2 |
| |
Scottish League Cup 1954, Quarterfinal |
| 22.09.1954 | | Ayr United | | Airdrieonians | | 2:1 |
| |
Scottish League Cup 1954, Group 6 |
| 04.09.1954 | | Ayr United | | Dunfermline Athletic | | 3:1 |
| |
Scottish League Cup 1954, Group 6 |
| 01.09.1954 | | Brechin City | | Ayr United | | 2:4 |
| |
Scottish League Cup 1954, Group 6 |
| 28.08.1954 | | Ayr United | | Dundee United | | 3:1 |
| |
Scottish League Cup 1954, Group 6 |
| 14.08.1954 | | Dundee United | | Ayr United | | 2:5 |
| |
Scottish League Cup 1953, Quarterfinal |
| 16.09.1953 | | Ayr United | | Rangers | | 3:2 |
| |
Scottish League Cup 1953, Group 6 |
| 29.08.1953 | | Ayr United | | Queen's Park | | 3:1 |
| |
Scottish League Cup 1953, Group 6 |
| 26.08.1953 | | Ayr United | | Albion Rovers | | 3:0 |
| |
Scottish League Cup 1953, Group 6 |
| 12.08.1953 | | Albion Rovers | | Ayr United | | 1:4 |
| |
Scottish League Cup 1953, Group 6 |
| 08.08.1953 | | Ayr United | | Stenhousemuir | | 2:1 |
| |
Scottish League Cup 1952, Group 6 |
| 16.08.1952 | | Ayr United | | Dundee United | | 4:1 |
| |
Scottish League Cup 1952, Group 6 |
| 13.08.1952 | | Ayr United | | Dumbarton | | 11:1 |
| |
Scottish League Cup 1951, Group 8 |
| 29.08.1951 | | Dumbarton | | Ayr United | | 1:3 |
| |
Scottish League Cup 1951, Group 8 |
| 15.08.1951 | | Ayr United | | Dumbarton | | 5:0 |
| |
Scottish League Cup 1950, Quarterfinal |
| 20.09.1950 | | Dundee United | | Ayr United | | 1:2 |
| |
Scottish League Cup 1950, Quarterfinal |
| 16.09.1950 | | Ayr United | | Dundee United | | 3:0 |
| |
Scottish League Cup 1950, Group 5 |
| 02.09.1950 | | Dunfermline Athletic | | Ayr United | | 2:5 |
| |
Scottish League Cup 1950, Group 5 |
| 30.08.1950 | | Kilmarnock | | Ayr United | | 0:1 |
| |
Scottish League Cup 1950, Group 5 |
| 26.08.1950 | | Ayr United | | Dumbarton | | 3:0 |
| |
Scottish League Cup 1950, Group 5 |
| 19.08.1950 | | Ayr United | | Dunfermline Athletic | | 1:0 |
| |
Scottish League Cup 1950, Group 5 |
| 12.08.1950 | | Dumbarton | | Ayr United | | 1:4 |
| |
Scottish League Cup 1949, Group 7 |
| 31.08.1949 | | Ayr United | | Alloa Athletic | | 4:0 |
| |
Scottish League Cup 1948, Group 8 |
| 09.10.1948 | | Ayr United | | Dumbarton | | 2:1 |
| |
Scottish League Cup 1948, Group 8 |
| 18.09.1948 | | Dumbarton | | Ayr United | | 1:2 |
| |
Scottish League Cup 1948, Group 8 |
| 11.09.1948 | | Ayr United | | Arbroath | | 4:2 |
| |
Scottish League Cup 1947, Group 8 |
| 06.09.1947 | | Ayr United | | Stirling Albion | | 3:2 |
| |
Scottish League Cup 1947, Group 8 |
| 30.08.1947 | | Kilmarnock | | Ayr United | | 1:2 |
| |
Scottish League Cup 1947, Group 8 |
| 16.08.1947 | | Stirling Albion | | Ayr United | | 1:5 |
| |
Scottish League Cup 1946/47, Section 8 |
| 12.10.1946 | | Ayr United | | Albion Rovers | | 4:3 |
| |
Scottish League Cup 1946/47, Section 8 |
| 05.10.1946 | | Ayr United | | Airdrieonians | | 2:1 |
| |