| First Team Matches | Second Team Matches | League Debuts | Associated with both clubs | Transfers |
| Seasons | Competition | Date | Venue | Results | Wolves Manager | Oldham Manager | Referee | |
| 1907/08 | Football League (2) | 4 April 1908 | Boundary Park | L | 0-2 | Jack Addenbrooke | David Ashworth | J Pearson (Crewe) |
| 1907/08 | Football League (2) | 20 April 1908 | Molineux | W | 2-1 | Jack Addenbrooke | David Ashworth | J Pearson (Crewe) |
| 1908/09 | Football League (2) | 28 November 1908 | Boundary Park | L | 1-2 | Jack Addenbrooke | David Ashworth | A McQue (London) |
| 1908/09 | Football League (2) | 3 April 1909 | Molineux | D | 1-1 | Jack Addenbrooke | David Ashworth | A McQue (London) |
| 1909/10 | Football League (2) | 23 October 1909 | Molineux | W | 1-0 | Jack Addenbrooke | David Ashworth | J Bailey (Leicester) |
| 1909/10 | Football League (2) | 5 March 1910 | Boundary Park | L | 0-3 | Jack Addenbrooke | David Ashworth | J Bailey (Leicester) |
| 1924/25 | Football League (2) | 22 November 1924 | Molineux | W | 2-0 | Albert Hoskins | Bob Mellor | W Bunnell (Preston) |
| 1924/25 | Football League (2) | 28 March 1925 | Boundary Park | L | 0-2 | Albert Hoskins | Bob Mellor | A Kirby (Lostock Hall, Preston) |
| 1925/26 | Football League (2) | 25 December 1925 | Boundary Park | W | 2-1 | Albert Hoskins | Bob Mellor | A Ward (Kirkham, Lancs) |
| 1925/26 | Football League (2) | 26 December 1925 | Molineux | W | 2-1 | Albert Hoskins | Bob Mellor | A Ward (Kirkham, Lancs) |
| 1926/27 | Football League (2) | 4 December 1926 | Molineux | D | 1-1 | Fred Scotchbrook | Bob Mellor | G Watson (West Bridgford) |
| 1926/27 | Football League (2) | 23 April 1927 | Boundary Park | L | 0-2 | Fred Scotchbrook | Bob Mellor | G Watson (West Bridgford) |
| 1927/28 | Football League (2) | 19 November 1927 | Boundary Park | L | 0-3 | Major Frank Buckley | Andy Wilson | G Davies (Bury) |
| 1927/28 | Football League (2) | 31 March 1928 | Molineux | W | 3-1 | Major Frank Buckley | Andy Wilson | T Crew (Leicester) |
| 1928/29 | Football League (2) | 6 October 1928 | Boundary Park | W | 4-0 | Major Frank Buckley | Andy Wilson | H Norman (Preston) |
| 1928/29 | Football League (2) | 16 February 1929 | Molineux | D | 0-0 | Major Frank Buckley | Andy Wilson | W Forshaw (Liverpool) |
| 1929/30 | Football League (2) | 9 November 1929 | Boundary Park | L | 0-6 | Major Frank Buckley | Andy Wilson | W Walden (Derby) |
| 1929/30 | FA Cup | 11 January 1930 | Boundary Park | L | 0-1 | Major Frank Buckley | Andy Wilson | F Harris (York) |
| 1929/30 | Football League (2) | 15 March 1930 | Molineux | D | 1-1 | Major Frank Buckley | Andy Wilson | W Walden (Derby) |
| 1930/31 | Football League (2) | 25 December 1930 | Boundary Park | L | 0-2 | Major Frank Buckley | Andy Wilson | J Millward (Derby) |
| 1930/31 | Football League (2) | 26 December 1930 | Molineux | W | 3-0 | Major Frank Buckley | Andy Wilson | J Millward (Derby) |
| 1931/32 | Football League (2) | 28 November 1931 | Boundary Park | W | 2-0 | Major Frank Buckley | Andy Wilson | H Mee (Mansfield) |
| 1931/32 | Football League (2) | 9 April 1932 | Molineux | W | 7-1 | Major Frank Buckley | Andy Wilson | H Mee (Mansfield) |
| 1966/67 | FA Cup | 28 January 1967 | Boundary Park | D | 2-2 | Ronnie Allen | Jimmy McIlroy | P Bye (Bedford) |
| 1966/67 | FA Cup | 1 February 1967 | Molineux | W | 4-1 | Ronnie Allen | Jimmy McIlroy | P Rhodes (York) |
| 1976/77 | Football League (2) | 18 September 1976 | Molineux | W | 5-0 | Sammy Chung | Jimmy Frizzell | R Capey (Madeley Heath, Crewe) |
| 1976/77 | Football League (2) | 15 March 1977 | Boundary Park | W | 2-0 | Sammy Chung | Jimmy Frizzell | T Mills (Barnsley) |
| 1982/83 | Football League (2) | 13 November 1982 | Boundary Park | L | 1-4 | Graham Hawkins | Joe Royle | J Key (Rotherham) |
| 1982/83 | Football League (2) | 26 March 1983 | Molineux | D | 0-0 | Graham Hawkins | Joe Royle | C Downey (Hounslow) & M Ibbotson |
| 1984/85 | Football League (2) | 13 October 1984 | Boundary Park | L | 2-3 | Tommy Docherty | Joe Royle | C Seel (Carlisle) |
| 1984/85 | Football League (2) | 16 March 1985 | Molineux | L | 0-3 | Tommy Docherty | Joe Royle | N Butler (East Molesey) |
| 1989/90 | Football League (2) | 28 October 1989 | Molineux | D | 1-1 | Graham Turner | Joe Royle | R Lewis (Great Bookham) |
| 1989/90 | Football League (2) | 3 May 1990 | Boundary Park | D | 1-1 | Graham Turner | Joe Royle | J Key (Sheffield) |
| 1990/91 | Football League (2) | 25 August 1990 | Molineux | L | 2-3 | Graham Turner | Joe Royle | M Bodenham (Looe, Cornwall) |
| 1990/91 | Football League (2) | 15 December 1990 | Boundary Park | L | 1-4 | Graham Turner | Joe Royle | K Lupton (Stockton on Tees) |
| 1994/95 | Football League (N1) | 26 December 1994 | Boundary Park | L | 1-4 | Graham Taylor | Graeme Sharp | J Watson (Whitley Bay) |
| 1994/95 | Football League (N1) | 17 April 1995 | Molineux | W | 2-1 | Graham Taylor | Graeme Sharp | C Wilkes (Gloucester) |
| 1995/96 | Football League (N1) | 18 November 1995 | Molineux | L | 1-3 | Bobby Downes © | Graeme Sharp | W Burns (Scarborough) |
| 1995/96 | Football League (N1) | 13 April 1996 | Boundary Park | D | 0-0 | Mark McGhee | Graeme Sharp | I Cruikshanks (Hartlepool) |
| 1996/97 | Football League (N1) | 14 December 1996 | Molineux | L | 0-1 | Mark McGhee | Graeme Sharp | G Laws (Whitley Bay) |
| 1996/97 | Football League (N1) | 15 March 1997 | Boundary Park | L | 2-3 | Mark McGhee | Neil Warnock | R Pearson (Peterlee, Co Durham) |
| 2006/07 | FA Cup | 6 January 2007 | Molineux | D | 2-2 | Mick McCarthy | John Sheridan | P Crossley (Kent) |
| 2006/07 | FA Cup | 16 January 2007 | Boundary Park | W | 2-0 | Mick McCarthy | John Sheridan | KK Wright (Cambridgehire) |
| 2013/14 | Football League (L1) | 22 October 2013 | Molineux | W | 2-0 | Kenny Jackett | Lee Johnson | M Haywood (West Yorkshire) |
| 2013/14 | FA Cup | 9 November 2013 | Boundary Park | D | 1-1 | Kenny Jackett | Lee Johnson | G Eltringham |
| 2013/14 | FA Cup | 19 November 2013 | Molineux | L | 1-2 | Kenny Jackett | Lee Johnson | K Stroud (Bournemouth) |
| 2013/14 | Football League (L1) | 28 January 2014 | Boundary Park | W | 3-0 | Kenny Jackett | Lee Johnson | G Salisbury (Preston) |
