| 1969-01-04 15:00:00January 4, 1969 | Raith Rovers | 1 - 1 | Clyde | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1968-09-21 15:00:00September 21, 1968 | Clyde | 3 - 2 | Raith Rovers | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1968-04-30 19:30:00April 30, 1968 | Clyde | 5 - 0 | Raith Rovers | 19:30:007:30 pm | Scottish Premiership | N/A |
| 1967-12-30 15:00:00December 30, 1967 | Raith Rovers | 1 - 1 | Clyde | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1964-03-07 15:00:00March 7, 1964 | Clyde | 3 - 3 | Raith Rovers | 15:00:003:00 pm | Scottish Championship | N/A |
| 1963-11-09 15:00:00November 9, 1963 | Raith Rovers | 1 - 2 | Clyde | 15:00:003:00 pm | Scottish Championship | N/A |
| 1963-03-27 19:30:00March 27, 1963 | Clyde | 4 - 2 | Raith Rovers | 19:30:007:30 pm | Scottish Premiership | N/A |
| 1963-01-26 15:00:00January 26, 1963 | Raith Rovers | 3 - 2 | Clyde | 15:00:003:00 pm | Scottish Cup | N/A |
| 1962-10-20 15:00:00October 20, 1962 | Raith Rovers | 1 - 1 | Clyde | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1961-03-18 15:00:00March 18, 1961 | Clyde | 0 - 2 | Raith Rovers | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1960-11-12 15:00:00November 12, 1960 | Raith Rovers | 1 - 0 | Clyde | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1960-02-27 15:00:00February 27, 1960 | Clyde | 6 - 1 | Raith Rovers | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1959-10-24 15:00:00October 24, 1959 | Raith Rovers | 3 - 1 | Clyde | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1959-03-28 15:00:00March 28, 1959 | Raith Rovers | 1 - 0 | Clyde | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1958-11-29 15:00:00November 29, 1958 | Clyde | 4 - 1 | Raith Rovers | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1958-02-22 15:00:00February 22, 1958 | Clyde | 6 - 2 | Raith Rovers | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1957-11-02 15:00:00November 2, 1957 | Raith Rovers | 5 - 0 | Clyde | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1956-04-21 15:00:00April 21, 1956 | Clyde | 1 - 3 | Raith Rovers | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1955-12-17 14:15:00December 17, 1955 | Raith Rovers | 1 - 3 | Clyde | 14:15:002:15 pm | Scottish Premiership | N/A |
| 1955-02-26 15:00:00February 26, 1955 | Raith Rovers | 2 - 3 | Clyde | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1955-02-19 15:00:00February 19, 1955 | Clyde | 3 - 1 | Raith Rovers | 15:00:003:00 pm | Scottish Cup | N/A |
| 1954-11-06 14:45:00November 6, 1954 | Clyde | 3 - 0 | Raith Rovers | 14:45:002:45 pm | Scottish Premiership | N/A |
| 1954-04-03 15:00:00April 3, 1954 | Clyde | 4 - 2 | Raith Rovers | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1953-12-12 14:15:00December 12, 1953 | Raith Rovers | 3 - 4 | Clyde | 14:15:002:15 pm | Scottish Premiership | N/A |
| 1953-04-11 15:00:00April 11, 1953 | Raith Rovers | 3 - 2 | Clyde | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1952-11-01 15:00:00November 1, 1952 | Clyde | 3 - 2 | Raith Rovers | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1952-08-27 19:00:00August 27, 1952 | Clyde | 6 - 1 | Raith Rovers | 19:00:007:00 pm | League Cup | N/A |
| 1952-08-13 19:00:00August 13, 1952 | Raith Rovers | 4 - 3 | Clyde | 19:00:007:00 pm | League Cup | N/A |
| 1951-03-17 15:00:00March 17, 1951 | Raith Rovers | 4 - 1 | Clyde | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1950-12-09 14:15:00December 9, 1950 | Clyde | 1 - 0 | Raith Rovers | 14:15:002:15 pm | Scottish Premiership | N/A |
| 1950-03-18 15:00:00March 18, 1950 | Clyde | 1 - 1 | Raith Rovers | 15:00:003:00 pm | Scottish Premiership | N/A |
| 1950-02-11 15:00:00February 11, 1950 | Raith Rovers | 3 - 2 | Clyde | 15:00:003:00 pm | Scottish Cup | N/A |
| 1949-12-10 14:15:00December 10, 1949 | Raith Rovers | 7 - 1 | Clyde | 14:15:002:15 pm | Scottish Premiership | N/A |
