| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
| Seasons | Competition | Date | Venue | Results | Wolves Manager | Sunderland Manager | Referee | |
| 1888/89 | Friendly | 23 April 1889 | Newcastle Road | D | 1-1 | Jack Addenbrooke | Tom Watson | x |
| 1888/89 | Friendly | 11 May 1889 | Newcastle Road | D | 1-1 | Jack Addenbrooke | Tom Watson | x |
| 1889/90 | Friendly | 14 October 1889 | Molineux | W | 4-1 | Jack Addenbrooke | Tom Watson | x |
| 1889/90 | Friendly | 8 April 1890 | Newcastle Road | D | 2-2 | Jack Addenbrooke | Tom Watson | x |
| 1890/91 | Football League | 15 September 1890 | Newcastle Road | W | 4-3 | Jack Addenbrooke | Tom Watson | Unknown |
| 1890/91 | Football League | 27 December 1890 | Molineux | L | 0-3 | Jack Addenbrooke | Tom Watson | T Mitchell (Blackburn) |
| 1891/92 | Football League | 5 September 1891 | Newcastle Road | L | 2-5 | Jack Addenbrooke | Tom Watson | C Glover (Darlington) |
| 1891/92 | Football League | 26 December 1891 | Molineux | L | 1-3 | Jack Addenbrooke | Tom Watson | F Norris (Bolton) |
| 1892/93 | Football League (1) | 26 December 1892 | Molineux | W | 2-0 | Jack Addenbrooke | Tom Watson | T Helme (Farnworth) |
| 1892/93 | Football League (1) | 2 January 1893 | Newcastle Road | L | 2-5 | Jack Addenbrooke | Tom Watson | J Lewis (Blackburn) |
| 1893/94 | Football League (1) | 4 November 1893 | Newcastle Road | L | 0-6 | Jack Addenbrooke | Tom Watson | J Fox (Sheffield) |
| 1893/94 | Football League (1) | 6 January 1894 | Molineux | W | 2-1 | Jack Addenbrooke | Tom Watson | J Fox (Sheffield) |
| 1894/95 | Football League (1) | 3 November 1894 | Newcastle Road | L | 0-2 | Jack Addenbrooke | Tom Watson | J Jeffries (Middlesbrough) |
| 1894/95 | Football League (1) | 1 January 1895 | Molineux | L | 1-4 | Jack Addenbrooke | Tom Watson | T Helme (Farnworth) |
| 1895/96 | Football League (1) | 21 September 1895 | Newcastle Road | D | 2-2 | Jack Addenbrooke | Tom Watson | J West (Lincoln) |
| 1895/96 | Football League (1) | 27 December 1895 | Molineux | L | 1-3 | Jack Addenbrooke | Tom Watson | G Dale (Newton Heath) |
| 1896/97 | Football League (1) | 3 October 1896 | Newcastle Road | W | 3-0 | Jack Addenbrooke | Bob Campbell | J Strawson (Lincoln) |
| 1896/97 | Football League (1) | 24 October 1896 | Molineux | L | 0-1 | Jack Addenbrooke | Bob Campbell | R Kirkham (Darwen) |
| 1897/98 | Football League (1) | 11 September 1897 | Newcastle Road | L | 2-3 | Jack Addenbrooke | Bob Campbell | A Cooper (Durham) |
| 1897/98 | Football League (1) | 13 November 1897 | Molineux | W | 4-2 | Jack Addenbrooke | Bob Campbell | Unknown |
| 1898/99 | Football League (1) | 5 November 1898 | Molineux | W | 2-0 | Jack Addenbrooke | Bob Campbell | A Kingscott (Derby) |
| 1898/99 | Football League (1) | 4 March 1899 | Roker Park | L | 0-3 | Jack Addenbrooke | Bob Campbell | J Lewis (Blackburn) |
| 1899/00 | Football League (1) | 26 December 1899 | Molineux | W | 1-0 | Jack Addenbrooke | Alex Mackie | AJ Barker (Hanley) |
| 1899/00 | Football League (1) | 1 January 1900 | Roker Park | W | 2-1 | Jack Addenbrooke | Alex Mackie | H Boldison (Stockton on Tees) |
| 1900/01 | Football League (1) | 15 September 1900 | Molineux | D | 2-2 | Jack Addenbrooke | Alex Mackie | A Hall (Derby) |
| 1900/01 | Football League (1) | 12 January 1901 | Roker Park | L | 2-7 | Jack Addenbrooke | Alex Mackie | J Stott (Rawtenstall) |
| 1901/02 | Football League (1) | 14 September 1901 | Molineux | W | 4-2 | Jack Addenbrooke | Alex Mackie | T Helme (Farnworth) |
| 1901/02 | Football League (1) | 11 January 1902 | Roker Park | L | 0-2 | Jack Addenbrooke | Alex Mackie | T Helme (Farnworth) |
| 1902/03 | Football League (1) | 6 September 1902 | Molineux | D | 3-3 | Jack Addenbrooke | Alex Mackie | J Stott (Rawtenstall) |
| 1902/03 | Football League (1) | 3 January 1903 | Roker Park | L | 0-3 | Jack Addenbrooke | Alex Mackie | J Cooper (Blackburn) |
| 1903/04 | Football League (1) | 24 October 1903 | Molineux | W | 2-1 | Jack Addenbrooke | Alex Mackie | W Nunnerley (Wrexham) |
| 1903/04 | Football League (1) | 1 April 1904 | Roker Park | L | 1-2 | Jack Addenbrooke | Alex Mackie | W Nunnerley (Wrexham) |
| 1904/05 | Football League (1) | 17 September 1904 | Molineux | W | 1-0 | Jack Addenbrooke | Alex Mackie | R Wild (Bury) |
| 1904/05 | Football League (1) | 14 January 1905 | Roker Park | L | 0-3 | Jack Addenbrooke | Alex Mackie | R Wild (Bury) |
| 1904/05 | FA Cup | 4 February 1905 | Roker Park | D | 1-1 | Jack Addenbrooke | Alex Mackie | J Bailey (Leicester) |
| 1904/05 | FA Cup | 08 February 1905 | Molineux | W | 1-0 | Jack Addenbrooke | Alex Mackie | A Hines (Nottingham) |
| 1905/06 | Football League (1) | 4 November 1905 | Molineux | W | 5-2 | Jack Addenbrooke | Bob Kyle | W Chadwick (Blackburn) |
| 1905/06 | Football League (1) | 10 March 1906 | Roker Park | L | 2-7 | Jack Addenbrooke | Bob Kyle | W Chadwick (Blackburn) |
| 1932/33 | Football League (1) | 19 November 1932 | Molineux | L | 0-2 | Major Frank Buckley | John Cochrane | A Taylor (Wigan) |
| 1932/33 | Football League (1) | 1 April 1933 | Roker Park | W | 1-0 | Major Frank Buckley | John Cochrane | A Taylor (Wigan) |
| 1933/34 | Football League (1) | 9 September 1933 | Molineux | L | 1-6 | Major Frank Buckley | John Cochrane | H Hull (Burnley) |
| 1933/34 | Football League (1) | 20 January 1934 | Roker Park | D | 3-3 | Major Frank Buckley | John Cochrane | H Hull (Burnley) |
| 1934/35 | Football League (1) | 1 September 1934 | Molineux | L | 1-2 | Major Frank Buckley | John Cochrane | P Snape (Manchester) |
| 1934/35 | Football League (1) | 5 January 1935 | Roker Park | D | 0-0 | Major Frank Buckley | John Cochrane | P Snape (Manchester) |
| 1935/36 | Football League (1) | 19 October 1935 | Molineux | L | 3-4 | Major Frank Buckley | John Cochrane | J Williams (Bolton) |
| 1935/36 | Football League (1) | 22 February 1936 | Roker Park | L | 1-3 | Major Frank Buckley | John Cochrane | J Williams (Bolton) |
| 1936/37 | FA Cup | 6 March 1937 | Molineux | D | 1-1 | Major Frank Buckley | John Cochrane | G Twist (Westhoughton) |
| 1936/37 | FA Cup | 10 March 1937 | Roker Park | D | 2-2 | Major Frank Buckley | John Cochrane | G Twist (Westhoughton) |
| 1936/37 | FA Cup | 15 March 1937 | Hillsborough | L | 0-4 | Major Frank Buckley | John Cochrane | G Twist (Westhoughton) |
| 1936/37 | Football League (1) | 26 March 1937 | Roker Park | L | 2-6 | Major Frank Buckley | John Cochrane | J Rennie (Oldham) |
| 1936/37 | Football League (1) | 29 March 1937 | Molineux | D | 1-1 | Major Frank Buckley | John Cochrane | J Rennie (Oldham) |
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