| Seasons | Competitions | Date | Venue | | Results | Wolves Manager | Man United Manager | Referee |
| 1959/60 | Football League (1) | 17 October 1959 | Molineux | W | 3-2 | Stan Cullis | Matt Busby | J Hunt (Portsmouth) |
| 1959/60 | Football League (1) | 5 March 1960 | Old Trafford | W | 2-0 | Stan Cullis | Matt Busby | W Surtees (Langley Park, Co Durham) |
| 1960/61 | Football League (1) | 24 September 1960 | Old Trafford | W | 3-1 | Stan Cullis | Matt Busby | R Wendle (Chesterfield) |
| 1960/61 | Football League (1) | 11 February 1961 | Molineux | W | 2-1 | Stan Cullis | Matt Busby | C Rogers (Greenford) |
| 1961/62 | Football League (1) | 30 September 1961 | Old Trafford | W | 2-0 | Stan Cullis | Matt Busby | E Crawford (Doncaster) |
| 1961/62 | Football League (1) | 28 February 1962 | Molineux | D | 2-2 | Stan Cullis | Matt Busby | H New (Portsnouth) |
| 1962/63 | Football League (1) | 17 November 1962 | Molineux | L | 2-3 | Stan Cullis | Matt Busby | N Burtenshaw (Great Yarmouth) |
| 1962/63 | Football League (1) | 22 April 1963 | Old Trafford | L | 1-2 | Stan Cullis | Matt Busby | R Tinkler (Boston) |
| 1963/64 | Football League (1) | 2 November 1963 | Molineux | W | 2-0 | Stan Cullis | Matt Busby | K Stokes (Newark) |
| 1963/64 | Football League (1) | 28 March 1964 | Old Trafford | D | 2-2 | Stan Cullis | Matt Busby | R Harper (Sheffield) |
| 1964/65 | Football League (1) | 17 October 1964 | Molineux | L | 2-4 | Gardiner / Shorthouse © | Matt Busby | H New (Portsnouth) |
| 1964/65 | Football League (1) | 27 February 1965 | Old Trafford | L | 0-3 | Andy Beattie © | Matt Busby | A Luty (Leeds) |
| 1964/65 | FA Cup | 10 March 1965 | Molineux | L | 3-5 | Andy Beattie © | Matt Busby | L Callaghan (Merthyr Tydfil) |
| 1965/66 | FA Cup | 5 March 1966 | Molineux | L | 2-4 | Andy Beattie © | Matt Busby | K Howley (Middlesbrough) |
| 1967/68 | Football League (1) | 26 December 1967 | Old Trafford | L | 0-4 | Ronnie Allen | Matt Busby | K Styles (Barnsley) |
| 1967/68 | Football League (1) | 30 December 1967 | Molineux | L | 2-3 | Ronnie Allen | Matt Busby | K Walker (Maidstone) |
| 1968/69 | Football League (1) | 30 November 1968 | Old Trafford | L | 0-2 | Bill McGarry | Matt Busby | N Graham (Newbiggin by the Sea) |
| 1968/69 | Football League (1) | 15 February 1969 | Molineux | D | 2-2 | Bill McGarry | Matt Busby | B Homewood (Sunbury on Thames) |
| 1969/70 | Football League (1) | 23 August 1969 | Molineux | D | 0-0 | Bill McGarry | Matt Busby | T Dawes (Norwich) |
| 1969/70 | Football League (1) | 26 December 1969 | Old Trafford | D | 0-0 | Bill McGarry | Matt Busby | R Kirkpatrick (Leicester) |
| 1970/71 | Football League (1) | 3 October 1970 | Molineux | W | 3-2 | Bill McGarry | Matt Busby | A Dimond (Harlow) |
| 1970/71 | Football League (1) | 12 April 1971 | Old Trafford | L | 0-1 | Bill McGarry | Matt Busby | R Kirkpatrick (Leicester) |
| 1971/72 | Football League (1) | 28 August 1971 | Molineux | D | 1-1 | Bill McGarry | Frank O’Farrell | T Reynolds (Swansea) |
| 1971/72 | Football League (1) | 8 January 1972 | Old Trafford | W | 3-1 | Bill McGarry | Frank O’Farrell | H Davey (Hucknall) |
| 1972/73 | Football League (1) | 16 September 1972 | Molineux | W | 2-0 | Bill McGarry | Frank O’Farrell | P Baldwin (Redcar) |
| 1972/73 | FA Cup | 13 January 1973 | Molineux | W | 1-0 | Bill McGarry | Tommy Docherty | R Kirkpatrick (Leicester) |
| 1972/73 | Football League (1) | 10 February 1973 | Old Trafford | L | 1-2 | Bill McGarry | Tommy Docherty | H Williams (Sheffield) |
| 1973/74 | Football League (1) | 6 October 1973 | Molineux | W | 2-1 | Bill McGarry | Tommy Docherty | R Challis (Tonbridge) |
| 1973/74 | Football League (1) | 23 February 1974 | Old Trafford | D | 0-0 | Bill McGarry | Tommy Docherty | H Williams (Sheffield) |
| 1975/76 | Football League (1) | 16 August 1975 | Molineux | L | 0-2 | Bill McGarry | Tommy Docherty | B Homewood (Sunbury on Thames) |
| 1974/75 | Football League (1) | 20 December 1975 | Old Trafford | L | 0-1 | Bill McGarry | Tommy Docherty | K McNally (Mold) |
| 1975/76 | FA Cup | 6 March 1976 | Old Trafford | D | 1-1 | Bill McGarry | Tommy Docherty | P Partridge (Bishop Auckland) |
| 1975/76 | FA Cup | 9 March 1976 | Molineux | L | 2-3 | Bill McGarry | Tommy Docherty | P Partridge (Bishop Auckland) |
| 1977/78 | Football League (1) | 3 December 1977 | Old Trafford | L | 1-3 | Sammy Chung | Dave Sexton | G Flint (Kirby-in-Ashfield) |
| 1977/78 | Football League (1) | 29 April 1978 | Molineux | W | 2-1 | Sammy Chung | Dave Sexton | L Sinclair (Stockport) |
| 1978/79 | Football League (1) | 28 October 1978 | Molineux | L | 2-4 | Sammy Chung | Dave Sexton | A Glasson (Salisbury) |
| 1978/79 | Football League (1) | 7 May 1979 | Old Trafford | L | 2-3 | Richie Barker ©* | Dave Sexton | B Davies (Clwyd) |
| 1979/80 | Football League (1) | 22 September 1979 | Molineux | W | 3-1 | John Barnwell | Dave Sexton | M Scott (Nottingham) |
| 1979/90 | Football League (1) | 9 February 1980 | Old Trafford | W | 1-0 | John Barnwell | Dave Sexton | A Saunders (Newcastle-upon-Tyne) |
| 1980/81 | Football League (1) | 19 August 1980 | Molineux | W | 1-0 | John Barnwell | Dave Sexton | P Richardson (Lincoln) |
| 1980/81 | Football League (1) | 12 November 1980 | Old Trafford | D | 0-0 | John Barnwell | Dave Sexton | T Farley (Newton Aycliffe) |
| 1981/82 | Football League (1) | 3 October 1981 | Old Trafford | L | 0-5 | John Barnwell | Ron Atkinson | R Bridges (Deeside) |
| 1981/82 | Football League (1) | 13 February 1982 | Molineux | L | 0-1 | Ian Greaves | Ron Atkinson | K Salmon (Barnet) |
| 1983/84 | Football League (1) | 29 October 1983 | Old Trafford | L | 0-3 | Graham Hawkins | Ron Atkinson | G Courtney (Spennymoor) |
| 1983/84 | Football League (1) | 18 February 1984 | Molineux | D | 1-1 | Graham Hawkins | Ron Atkinson | D Brazier (Northampton) |
| 1994/95 | Friendly | 3 August 1994 | Molineux | L | 1-2 | Graham Taylor | Alex Ferguson | x |
| 2003/04 | Premier League | 27 August 2003 | Old Trafford | L | 0-1 | Dave Jones | Alex Ferguson | G Poll (Tring) |
| 2003/04 | Premier League | 17 January 2004 | Molineux | W | 1-0 | Dave Jones | Alex Ferguson | A D’Urso (Billericay) |
| 2005/06 | FA Cup | 29 January 2006 | Molineux | L | 0-3 | Glen Hoddle | Alex Ferguson | U Rennie (Sheffield) |