| 1968-09-25 19:30:00September 25, 1968 | Clyde | 2 - 0 | Ayr United | 19:30:007:30 pm | League Cup | N/A |
| 1968-09-11 18:00:00September 11, 1968 | Ayr United | 0 - 1 | Clyde | 18:00:006:00 pm | League Cup | N/A |
| 1967-04-19 19:30:00April 19, 1967 | Ayr United | 0 - 1 | Clyde | 19:30:007:30 pm | Scottish Premiership | N/A |
| 1966-12-03 15:00:00December 3, 1966 | Clyde | 0 - 0 | Ayr United | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1964-03-14 15:00:00March 14, 1964 | Ayr United | 0 - 2 | Clyde | 15:00:003:00 pm | Scottish Championship | N/A |
| 1963-11-16 15:00:00November 16, 1963 | Clyde | 6 - 0 | Ayr United | 15:00:003:00 pm | Scottish Championship | N/A |
| 1963-08-28 19:30:00August 28, 1963 | Ayr United | 2 - 4 | Clyde | 19:30:007:30 pm | League Cup | N/A |
| 1963-08-14 19:30:00August 14, 1963 | Clyde | 3 - 4 | Ayr United | 19:30:007:30 pm | League Cup | N/A |
| 1962-03-17 15:00:00March 17, 1962 | Clyde | 5 - 0 | Ayr United | 15:00:003:00 pm | Scottish Championship | N/A |
| 1961-12-09 15:00:00December 9, 1961 | Ayr United | 3 - 4 | Clyde | 15:00:003:00 pm | Scottish Cup | N/A |
| 1961-11-18 15:00:00November 18, 1961 | Ayr United | 1 - 2 | Clyde | 15:00:003:00 pm | Scottish Championship | N/A |
| 1961-01-07 15:00:00January 7, 1961 | Ayr United | 2 - 2 | Clyde | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1960-09-17 15:00:00September 17, 1960 | Clyde | 2 - 2 | Ayr United | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1960-03-12 15:00:00March 12, 1960 | Ayr United | 0 - 2 | Clyde | 15:00:003:00 pm | Scottish Cup | N/A |
| 1959-12-26 15:00:00December 26, 1959 | Clyde | 3 - 0 | Ayr United | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1959-08-19 19:30:00August 19, 1959 | Ayr United | 1 - 2 | Clyde | 19:30:007:30 pm | Scottish Premiership | N/A |
| 1953-02-21 15:00:00February 21, 1953 | Clyde | 8 - 3 | Ayr United | 15:00:003:00 pm | Scottish Cup | N/A |
| 1952-04-12 15:00:00April 12, 1952 | Clyde | 3 - 1 | Ayr United | 15:00:003:00 pm | B Division Supplementary Cup | N/A |
| 1952-03-08 15:00:00March 8, 1952 | Clyde | 1 - 1 | Ayr United | 15:00:003:00 pm | Scottish Championship | N/A |
| 1951-12-01 14:15:00December 1, 1951 | Ayr United | 1 - 1 | Clyde | 14:15:002:15 pm | Scottish Championship | N/A |
| 1950-04-01 15:00:00April 1, 1950 | Ayr United | 3 - 2 | Clyde | 15:00:003:00 pm | Friendly | N/A |
