| First Team | Second Team Matches | League debuts | Associated with both clubs | Transfers |
| Seasons | Competitions | Date | Venue | Results | Wolves Manager | Crewe Manager | Referee | |
| 1908/09 | FA Cup | 16 January 1909 | Molineux | D | 2-2 | Jack Addenbrooke | Edmund Goodman | S Peers (Liverpool) |
| 1908/09 | FA Cup | 21 January 1909 | Crystal Palace | L | 2-4 | Jack Addenbrooke | Edmund Goodman | S Peers (Liverpool) |
| 1921/22 | Football League (2) | 19 November 1921 | Molineux | L | 0-1 | Jack Addenbrooke | Edmund Goodman | A Kingscott (Long Eaton) |
| 1921/22 | Football League (2) | 7 December 1921 | The Nest | D | 1-1 | Jack Addenbrooke | Edmund Goodman | A Kingscott (Long Eaton) |
| 1922/23 | Football League (2) | 28 April 1922 | The Nest | L | 0-5 | George Jobey | Edmund Goodman | A Kirby (Lostock Hall, Preston) |
| 1922/23 | Football League (2) | 5 May 1923 | Molineux | W | 1-0 | George Jobey | Edmund Goodman | A Kirby (Lostock Hall, Preston) |
| 1924/25 | Football League (2) | 13 December 1924 | Selhurst Park | L | 1-2 | Albert Hoskins | Edmund Goodman | W Harper (Stourbridge) |
| 1924/25 | Football League (2) | 18 April 1925 | Molineux | W | 3-1 | Albert Hoskins | Edmund Goodman | W Harper (Stourbridge) |
| 1965/66 | Football League (2) | 30 October 1965 | Molineux | W | 1-0 | Andy Beattie © | Dick Graham | D Payne (Sheffield) |
| 1965/66 | Football League (2) | 9 April 1966 | Selhurst Park | W | 1-0 | Andy Beattie © | Dick Graham | R Aldous (Ipswich) |
| 1966/67 | Football League (2) | 7 September 1966 | Molineux | D | 1-1 | Andy Beattie © | Bert Head | K Seddon (Formby) |
| 1966/67 | Football League (2) | 13 May 1967 | Selhurst Park | L | 1-4 | Ronnie Allen | Bert Head | E Wallace (Swindon) |
| 1969/70 | Football League (1) | 22 November 1969 | Selhurst Park | L | 1-2 | Bill McGarry | Bert Head | N Burtenshaw (Great Yarmouth) |
| 1969/70 | Football League (1) | 18 March 1969 | Molineux | D | 1-1 | Bill McGarry | Bert Head | G Jones (Bowerham, Lancaster) |
| 1970/71 | Football League (1) | 28 November 1970 | Selhurst Park | D | 1-1 | Bill McGarry | Bert Head | R Darlington (Runcorn) |
| 1970/71 | Football League (1) | 30 January 1971 | Molineux | W | 2-1 | Bill McGarry | Bert Head | F Nicholson (Manchester) |
| 1971/72 | Football League (1) | 31 August 1971 | Molineux | W | 1-0 | Bill McGarry | Bert Head | E Wallace (Swindon) |
| 1971/72 | Football League (1) | 18 March 1972 | Selhurst Park | W | 2-0 | Bill McGarry | Bert Head | H Davey (Hucknall) |
| 1972/73 | Football League (1) | 14 October 1972 | Selhurst Park | D | 1-1 | Bill McGarry | Bert Head | A Morrissey (Bramhall) |
| 1972/73 | Football League (1) | 10 March 1973 | Molineux | D | 1-1 | Bill McGarry | Bert Head | W Johnson (Kendal) |
| 1977/78 | Friendly | 10 August 1977 | Selhurst Park | W | 2-1 | Sammy Chung | Terry Venables | x |
| 1978/79 | FA Cup | 26 February 1979 | Selhurst Park | W | 1-0 | John Barnwell | Terry Venables | DT Richardson (Lincoln) |
| 1979/80 | Football League (1) | 8 September 1979 | Molineux | D | 1-1 | John Barnwell | Terry Venables | D Clarke (Accrington) |
| 1979/80 | FL Cup | 25 September 1979 | Selhurst Park | W | 2-1 | John Barnwell | Terry Venables | A Gunn (Burgess Hill, Sussex) |
| 1979/80 | Football League (1) | 19 January 1980 | Selhurst Park | L | 0-1 | John Barnwell | Terry Venables | T Spencer (Salisbury) |
| 1980/81 | Football League (1) | 30 August 1980 | Molineux | W | 2-0 | John Barnwell | Terry Venables | P Tyldesley (Stockport) |
| 1980/81 | Football League (1) | 17 January 1981 | Selhurst Park | D | 0-0 | John Barnwell | Malcolm Allison | T Spencer (Salisbury) |
| 1982/83 | Football League (2) | 27 November 1982 | Selhurst Park | W | 4-3 | Graham Hawkins | Alan Mullery | A Robinson (Waterlooville) |
| 1982/83 | Football League (2) | 30 April 1983 | Molineux | W | 1-0 | Graham Hawkins | Alan Mullery | M Chadwick (Darwen) |
| 1984/85 | Football League (2) | 20 October 1984 | Molineux | W | 2-1 | Tommy Docherty | Steve Coppell | B Stevens (Stonehouse, Glos) |
| 1984/85 | Football League (2) | 9 March 1985 | Selhurst Park | D | 0-0 | Tommy Docherty | Steve Coppell | D Axcell (Southend on Sea) |
| 1993/94 | Football League (N1) | 17 October 1993 | Selhurst Park | D | 1-1 | Graham Turner | Alan Smith | M Pierce (Portsmouth) |
| 1993/94 | FA Cup | 8 January 1994 | Molineux | W | 1-0 | Graham Turner | Alan Smith | B Hill (Kettering) |
| 1993/94 | Football League (N1) | 15 January 1994 | Molineux | W | 2-0 | Graham Turner | Alan Smith | R Gifford (Llanbradach, M Glam) |
| 1994/95 | FA Cup | 11 March 1995 | Selhurst Park | D | 1-1 | Graham Taylor | Alan Smith | G Willard (Worthing) |
| 1994/95 | FA Cup | 22 March 1995 | Molineux | L | 1-4 | Graham Taylor | Alan Smith | G Willard (Worthing) |
| 1995/96 | Football League (N1) | 22 November 1995 | Selhurst Park | L | 2-3 | Bobby Downes © | Steve Coppell | G Pooley (Bishop Stortford) |
| 1995/96 | Football League (N1) | 20 April 1996 | Molineux | L | 0-2 | Mark McGhee | Dave Bassett | J Lloyd (Wrexham) |
| 1996/97 | Football League (N1) | 23 November 1996 | Selhurst Park | W | 3-2 | Mark McGhee | Dave Bassett | R Poulain (Huddersfield) |
| 1996/97 | Football League (N1) | 15 February 1997 | Molineux | L | 0-3 | Mark McGhee | Dave Bassett | E Lomas (Manchester) |
| 1996/97 | Football League (P Offs) | 10 May 1997 | Selhurst Park | L | 1-3 | Mark McGhee | Steve Coppell | N Barry (Scunthorpe) |
| 1996/97 | Football League (P Offs) | 14 May 1997 | Molineux | W | 2-1 | Mark McGhee | Steve Coppell | C Wilkes (Gloucester) |
| 1998/99 | Football League (N1) | 20 October 1998 | Selhurst Park | L | 2-3 | Mark McGhee | Terry Venables | A Butler (Sutton in Ashfield) |
| 1998/99 | Football League (N1) | 10 April 1999 | Molineux | D | 0-0 | Colin Lee | Steve Coppell | T Heibron (Newton Aycliffe) |
| 1999/00 | Football League (N1) | 28 September 1999 | Selhurst Park | D | 1-1 | Colin Lee | Steve Coppell | C Wilkes (Gloucester) |
| 1999/00 | Football League (N1) | 5 February 2000 | Molineux | W | 2-1 | Colin Lee | Steve Coppell | T Jones (Barrow-in-Furness) |
| 2000/01 | Football League (N1) | 11 November 2000 | Molineux | L | 1-3 | Colin Lee | Alan Smith | J Robinson (Hull) |
| 2000/01 | Football League (N1) | 28 April 2001 | Selhurst Park | W | 2-0 | Dave Jones | Alan Smith* | M Ryan (Preston) |
| 2001/02 | Football League (N1) | 20 October 2001 | Molineux | L | 0-1 | Dave Jones | Steve Bruce | S Dunn (Bristol) |
| 2001/02 | Football League (N1) | 7 February 2002 | Selhurst Park | W | 2-0 | Dave Jones | Trevor Francis | E Wolstenholme (Blackburn) |
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