Scottish League Cup 2018/19, Second round |
 | 18.08.2018 |  | Dundee | | Ayr United |  | 0:3 (0:0) |
| Dundee |
Scottish League Cup 1991, Second Round |
 | 21.08.1991 |  | Dundee | | Ayr United |  | 2:4 |
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Scottish League Cup 1980, Semifinal |
 | 19.11.1980 |  | Dundee | | Ayr United |  | 3:2 |
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Scottish League Cup 1980, Semifinal |
 | 05.11.1980 |  | Ayr United | | Dundee |  | 1:1 |
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Scottish League Cup 1979, Third Round |
 | 10.10.1979 |  | Ayr United | | Dundee |  | 0:1 |
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Scottish League Cup 1979, Third Round |
 | 26.09.1979 |  | Dundee | | Ayr United |  | 2:1 |
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Scotland 1975/76, Premier Division |
 | 03.04.1976 |  | Dundee | | Ayr United |  | 1:2 (0:0) |
| Dundee |
Scotland 1975/76, Premier Division |
 | 17.01.1976 |  | Ayr United | | Dundee |  | 3:1 (1:0) |
| Ayr |
Scotland 1975/76, Premier Division |
 | 22.11.1975 |  | Dundee | | Ayr United |  | 2:2 (0:0) |
| Dundee |
Scotland 1975/76, Premier Division |
 | 20.09.1975 |  | Ayr United | | Dundee |  | 2:1 (0:0) |
| Ayr |
Scottish League Cup 1975, Group 2 |
 | 23.08.1975 |  | Dundee | | Ayr United |  | 2:4 |
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Scottish League Cup 1975, Group 2 |
 | 16.08.1975 |  | Ayr United | | Dundee |  | 1:1 |
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Scotland 1974/75, Division 1 |
 | 12.04.1975 |  | Dundee | | Ayr United |  | 2:3 |
| Dundee |
Scotland 1974/75, Division 1 |
 | 07.12.1974 |  | Ayr United | | Dundee |  | 2:1 |
| Ayr |
Scotland 1973/74, Division 1 |
 | 02.03.1974 |  | Ayr United | | Dundee |  | 4:2 |
| Ayr |
Scotland 1973/74, Division 1 |
 | 27.10.1973 |  | Dundee | | Ayr United |  | 2:1 |
| Dundee |
Scotland 1972/73, Division 1 |
 | 31.03.1973 |  | Dundee | | Ayr United |  | 2:1 |
| Dundee |
Scotland 1972/73, Division 1 |
 | 25.11.1972 |  | Ayr United | | Dundee |  | 2:1 |
| Ayr |
Scotland 1971/72, Division 1 |
 | 22.01.1972 |  | Dundee | | Ayr United |  | 5:1 |
| Dundee |
Scotland 1971/72, Division 1 |
 | 02.10.1971 |  | Ayr United | | Dundee |  | 0:0 |
| Ayr |
Scotland 1970/71, Division 1 |
 | 06.02.1971 |  | Dundee | | Ayr United |  | 2:1 |
| Dundee |
Scotland 1970/71, Division 1 |
 | 10.10.1970 |  | Ayr United | | Dundee |  | 0:1 |
| Ayr |
Scottish League Cup 1970, Group 3 |
 | 19.08.1970 |  | Dundee | | Ayr United |  | 4:1 |
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Scottish League Cup 1970, Group 3 |
 | 12.08.1970 |  | Ayr United | | Dundee |  | 1:2 |
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Scotland 1969/70, Division 1 |
 | 31.01.1970 |  | Ayr United | | Dundee |  | 3:2 |
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Scotland 1969/70, Division 1 |
 | 06.09.1969 |  | Dundee | | Ayr United |  | 1:0 |
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Scotland 1966/67, Division 1 |
 | 10.03.1967 |  | Dundee | | Ayr United |  | 3:0 |
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Scotland 1966/67, Division 1 |
 | 12.11.1966 |  | Ayr United | | Dundee |  | 1:1 |
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Scotland 1960/61, Division 1 |
 | 25.03.1961 |  | Dundee | | Ayr United |  | 6:1 |
| |
Scotland 1960/61, Division 1 |
 | 19.11.1960 |  | Ayr United | | Dundee |  | 2:4 |
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Scottish League Cup 1960, Group 4 |
 | 31.08.1960 |  | Dundee | | Ayr United |  | 3:0 |
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Scottish League Cup 1960, Group 4 |
 | 17.08.1960 |  | Ayr United | | Dundee |  | 1:2 |
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Scotland 1959/60, Division 1 |
 | 09.03.1960 |  | Ayr United | | Dundee |  | 1:0 |
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Scotland 1959/60, Division 1 |
 | 17.10.1959 |  | Dundee | | Ayr United |  | 3:1 |
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Scotland 1956/57, Division 1 |
 | 16.02.1957 |  | Ayr United | | Dundee |  | 0:1 |
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Scotland 1956/57, Division 1 |
 | 15.12.1956 |  | Dundee | | Ayr United |  | 5:0 |
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Scotland 1937/38, Division 1 |
 | 30.04.1938 |  | Ayr United | | Dundee |  | 0:0 |
| |
Scotland 1937/38, Division 1 |
 | 11.04.1938 |  | Dundee | | Ayr United |  | 5:1 |
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Scotland 1935/36, Division 1 |
 | 14.03.1936 |  | Ayr United | | Dundee |  | 1:2 |
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Scotland 1935/36, Division 1 |
 | 26.10.1935 |  | Dundee | | Ayr United |  | 6:1 |
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Scotland 1934/35, Division 1 |
 | 30.03.1935 |  | Ayr United | | Dundee |  | 3:2 |
| |
Scotland 1934/35, Division 1 |
 | 10.11.1934 |  | Dundee | | Ayr United |  | 5:4 |
| |
Scotland 1933/34, Division 1 |
 | 31.03.1934 |  | Dundee | | Ayr United |  | 2:1 |
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Scotland 1933/34, Division 1 |
 | 25.11.1933 |  | Ayr United | | Dundee |  | 3:3 |
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Scotland 1932/33, Division 1 |
 | 08.04.1933 |  | Ayr United | | Dundee |  | 6:0 |
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Scotland 1932/33, Division 1 |
 | 26.11.1932 |  | Dundee | | Ayr United |  | 1:1 |
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Scotland 1931/32, Division 1 |
 | 05.12.1931 |  | Ayr United | | Dundee |  | 1:0 |
| |
Scotland 1931/32, Division 1 |
 | 02.09.1931 |  | Dundee | | Ayr United |  | 2:2 |
| |
Scotland 1930/31, Division 1 |
 | 18.03.1931 |  | Dundee | | Ayr United |  | 5:2 |
| |
Scotland 1930/31, Division 1 |
 | 08.11.1930 |  | Ayr United | | Dundee |  | 2:6 |
| |
Scotland 1929/30, Division 1 |
 | 05.04.1930 |  | Dundee | | Ayr United |  | 3:0 |
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Scotland 1929/30, Division 1 |
 | 30.11.1929 |  | Ayr United | | Dundee |  | 2:2 |
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Scotland 1928/29, Division 1 |
 | 02.01.1929 |  | Ayr United | | Dundee |  | 0:3 |
| |
Scotland 1928/29, Division 1 |
 | 27.10.1928 |  | Dundee | | Ayr United |  | 2:3 |
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Scotland 1924/25, Division 1 |
 | 25.02.1925 |  | Dundee | | Ayr United |  | 1:0 |
| |
Scotland 1924/25, Division 1 |
 | 08.11.1924 |  | Ayr United | | Dundee |  | 1:0 |
| |
Scotland 1923/24, Division 1 |
 | 20.02.1924 |  | Dundee | | Ayr United |  | 2:1 |
| |
Scotland 1923/24, Division 1 |
 | 15.12.1923 |  | Ayr United | | Dundee |  | 2:0 |
| |
Scotland 1922/23, Division 1 |
 | 03.03.1923 |  | Ayr United | | Dundee |  | 1:0 |
| |
Scotland 1922/23, Division 1 |
 | 07.10.1922 |  | Dundee | | Ayr United |  | 1:0 |
| |
Scotland 1921/22, Division 1 |
 | 29.04.1922 |  | Ayr United | | Dundee |  | 0:2 |
| |
Scotland 1921/22, Division 1 |
 | 17.09.1921 |  | Dundee | | Ayr United |  | 1:0 |
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Scotland 1920/21, The League |
 | 26.03.1921 |  | Dundee | | Ayr United |  | 2:0 |
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Scotland 1920/21, The League |
 | 04.12.1920 |  | Ayr United | | Dundee |  | 1:1 |
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Scotland 1919/20, The League |
 | 10.04.1920 |  | Ayr United | | Dundee |  | 5:3 |
| |
Scotland 1919/20, The League |
 | 29.11.1919 |  | Dundee | | Ayr United |  | 7:1 |
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Scotland 1916/17, The League |
 | 03.02.1917 |  | Ayr United | | Dundee |  | 1:2 |
| |
Scotland 1916/17, The League |
 | 20.01.1917 |  | Dundee | | Ayr United |  | 2:1 |
| |
Scotland 1915/16, The League |
 | 11.03.1916 |  | Ayr United | | Dundee |  | 1:2 |
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Scotland 1915/16, The League |
 | 21.08.1915 |  | Dundee | | Ayr United |  | 2:0 |
| |
Scotland 1914/15, Division 1 |
 | 10.04.1915 |  | Ayr United | | Dundee |  | 0:0 |
| |
Scotland 1914/15, Division 1 |
 | 12.12.1914 |  | Dundee | | Ayr United |  | 2:3 |
| |
Scotland 1913/14, Division 1 |
 | 14.02.1914 |  | Ayr United | | Dundee |  | 1:3 |
| |
Scotland 1913/14, Division 1 |
 | 30.08.1913 |  | Dundee | | Ayr United |  | 2:0 |
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