| Club | Results | Competition | Date | Venue | Wolves Manager | |
| Blackburn Rovers | W | 2-1 | Football League (1) | 13 September 1958 | Ewood Park | Stan Cullis |
| Everton | W | 1-0 | Football League (1) | 6 December 1958 | Molineux | Stan Cullis |
| Everton | W | 1-0 | Football League (1) | 25 April 1959 | Goodison Park | Stan Cullis |
| Everton | W | 2-0 | Football League (1) | 26 September 1959 | Molineux | Stan Cullis |
| Everton | W | 2-0 | Football League (1) | 13 February 1960 | Goodison Park | Stan Cullis |
| Everton | L | 1-3 | Football League (1) | 10 September 1960 | Goodison Park | Stan Cullis |
| Everton | W | 4-1 | Football League (1) | 21 January 1961 | Molineux | Stan Cullis |
| Clapton Orient | W | 4-0 | Football League (1) | 24 November 1962 | Brisbane Road | Stan Cullis |
| Clapton Orient | W | 2-1 | Football League (1) | 30 March 1963 | Molineux | Stan Cullis |
| Nottingham Forest | L | 0-3 | Football League (1) | 7 September 1963 | City Ground | Stan Cullis |
| Nottingham Forest | L | 2-3 | Football League (1) | 11 January 1964 | Molineux | Stan Cullis |
| Nottingham Forest | L | 1-2 | Football League (1) | 31 October 1964 | Molineux | Gardiner / Shorthouse © |
| Nottingham Forest | W | 2-0 | Football League (1) | 24 April 1965 | City Ground | Andy Beattie © |
| Nottingham Forest | L | 1-3 | Football League (1) | 11 November 1967 | City Ground | Ronnie Allen |
| Nottingham Forest | W | 6-1 | Football League (1) | 6 April 1968 | Molineux | Ronnie Allen |
| Nottingham Forest | D | 0-0 | Football League (1) | 2 November 1968 | Meadow Lane | Ronnie Allen |
