| 1994-09-17 15:00:00September 17, 1994 | Cowdenbeath | 2 - 1 | Clyde | 15:00:003:00 pm | Challenge Cup | N/A |
| 1992-03-14 15:00:00March 14, 1992 | Cowdenbeath | 3 - 1 | Clyde | 15:00:003:00 pm | Scottish League One | N/A |
| 1992-02-01 15:00:00February 1, 1992 | Cowdenbeath | 0 - 3 | Clyde | 15:00:003:00 pm | Scottish League One | N/A |
| 1991-10-19 15:00:00October 19, 1991 | Clyde | 4 - 0 | Cowdenbeath | 15:00:003:00 pm | Scottish League One | N/A |
| 1990-10-23 19:30:00October 23, 1990 | Clyde | 2 - 1 | Cowdenbeath | 19:30:007:30 pm | Challenge Cup | N/A |
| 1988-02-03 19:30:00February 3, 1988 | Cowdenbeath | 0 - 1 | Clyde | 19:30:007:30 pm | Scottish Cup | N/A |
| 1988-01-30 15:00:00January 30, 1988 | Clyde | 0 - 0 | Cowdenbeath | 15:00:003:00 pm | Scottish Cup | N/A |
| 1982-04-17 15:00:00April 17, 1982 | Clyde | 2 - 0 | Cowdenbeath | 15:00:003:00 pm | Scottish League One | N/A |
| 1981-11-07 15:00:00November 7, 1981 | Clyde | 1 - 1 | Cowdenbeath | 15:00:003:00 pm | Scottish League One | N/A |
| 1981-09-05 15:00:00September 5, 1981 | Cowdenbeath | 0 - 4 | Clyde | 15:00:003:00 pm | Scottish League One | N/A |
| 1981-03-18 19:30:00March 18, 1981 | Cowdenbeath | 2 - 0 | Clyde | 19:30:007:30 pm | Scottish League One | N/A |
| 1980-12-06 15:00:00December 6, 1980 | Clyde | 2 - 2 | Cowdenbeath | 15:00:003:00 pm | Scottish League One | N/A |
| 1980-10-11 15:00:00October 11, 1980 | Cowdenbeath | 4 - 2 | Clyde | 15:00:003:00 pm | Scottish League One | N/A |
| 1978-04-15 15:00:00April 15, 1978 | Cowdenbeath | 1 - 2 | Clyde | 15:00:003:00 pm | Scottish League One | N/A |
| 1978-03-29 19:30:00March 29, 1978 | Clyde | 4 - 1 | Cowdenbeath | 19:30:007:30 pm | Scottish League One | N/A |
| 1977-09-14 19:30:00September 14, 1977 | Clyde | 3 - 2 | Cowdenbeath | 19:30:007:30 pm | Scottish League One | N/A |
| 1977-02-12 15:00:00February 12, 1977 | Cowdenbeath | 2 - 0 | Clyde | 15:00:003:00 pm | Scottish League One | N/A |
| 1977-01-08 15:00:00January 8, 1977 | Clyde | 4 - 1 | Cowdenbeath | 15:00:003:00 pm | Scottish League One | N/A |
| 1976-10-09 15:00:00October 9, 1976 | Cowdenbeath | 4 - 3 | Clyde | 15:00:003:00 pm | Scottish League One | N/A |
| 1973-04-07 15:00:00April 7, 1973 | Cowdenbeath | 1 - 1 | Clyde | 15:00:003:00 pm | Scottish Championship | N/A |
| 1972-12-02 15:00:00December 2, 1972 | Clyde | 2 - 1 | Cowdenbeath | 15:00:003:00 pm | Scottish Championship | N/A |
| 1971-02-20 15:00:00February 20, 1971 | Cowdenbeath | 1 - 1 | Clyde | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1970-10-17 15:00:00October 17, 1970 | Clyde | 1 - 3 | Cowdenbeath | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1964-03-21 15:00:00March 21, 1964 | Clyde | 2 - 1 | Cowdenbeath | 15:00:003:00 pm | Scottish Championship | N/A |
| 1963-10-26 15:00:00October 26, 1963 | Cowdenbeath | 2 - 3 | Clyde | 15:00:003:00 pm | Scottish Championship | N/A |
| 1962-08-25 15:00:00August 25, 1962 | Clyde | 1 - 0 | Cowdenbeath | 15:00:003:00 pm | League Cup | N/A |
| 1962-08-11 15:00:00August 11, 1962 | Cowdenbeath | 1 - 2 | Clyde | 15:00:003:00 pm | League Cup | N/A |
| 1961-09-13 19:30:00September 13, 1961 | Cowdenbeath | 1 - 0 | Clyde | 19:30:007:30 pm | Scottish Championship | N/A |
| 1961-09-06 19:30:00September 6, 1961 | Clyde | 4 - 1 | Cowdenbeath | 19:30:007:30 pm | Scottish Championship | N/A |
| 1957-04-01 19:00:00April 1, 1957 | Cowdenbeath | 0 - 0 | Clyde | 19:00:007:00 pm | Scottish Championship | N/A |
| 1956-11-03 14:45:00November 3, 1956 | Clyde | 4 - 0 | Cowdenbeath | 14:45:002:45 pm | Scottish Championship | N/A |
| 1952-01-05 14:15:00January 5, 1952 | Cowdenbeath | 3 - 2 | Clyde | 14:15:002:15 pm | Scottish Championship | N/A |
| 1951-10-06 15:00:00October 6, 1951 | Clyde | 11 - 1 | Cowdenbeath | 15:00:003:00 pm | Scottish Championship | N/A |
