| Seasons | Competition | Date | Venue |  | Results | Wolves Manager | Bolton Manager | Referee | 
| 1884/85 | Friendly | 27 April 1885 | Dudley Road | L | 0-1 | George Worrall | Tom Rawthorne | x | 
| 1885/86 | Friendly | 10 October 1885 | Dudley Road | L | 0-2 | Jack Addenbrooke | JJ Bentley | x | 
| 1885/86 | Friendly | 6 February 1886 | Pikes Lane | L | 0-5 | Jack Addenbrooke | JJ Bentley | x | 
| 1886/87 | Friendly | 25 September 1886 | Pikes Lane | L | 0-9 | Jack Addenbrooke | WG Struthers | x | 
| 1887/88 | Friendly | 5 September 1887 | Dudley Road | D | 1-1 | Jack Addenbrooke | JJ Bentley | x | 
| 1888/89 | Football League | 10 November 1888 | Dudley Road | W | 3-2 | Jack Addenbrooke | JJ Bentley | C Crump (Wolverhampton) | 
| 1888/89 | Football League | 29 December 1888 | Pikes Lane | L | 1-2 | Jack Addenbrooke | JJ Bentley | J Cooper (Blackburn) | 
| 1888/89 | Friendly | 20 April 1889 | Pikes Lane | L | 1-2 | Jack Addenbrooke | JJ Bentley | x | 
| 1889/90 | Football League | 24 February 1890 | Pikes Lane | L | 1-4 | Jack Addenbrooke | JJ Bentley | Unknown | 
| 1889/90 | Football League | 15 March 1890 | Molineux | W | 5-1 | Jack Addenbrooke | JJ Bentley | Unknown | 
| 1890/91 | Football League | 8 November 1890 | Molineux | W | 1-0 | Jack Addenbrooke | JJ Bentley | Unknown | 
| 1890/91 | Football League | 29 December 1890 | Pikes Lane | L | 0-6 | Jack Addenbrooke | JJ Bentley | Unknown | 
| 1891/92 | Football League | 5 December 1891 | Pikes Lane | L | 0-3 | Jack Addenbrooke | JJ Bentley | T Armitt (Leek) | 
| 1891/92 | Football League | 16 April 1892 | Molineux | L | 1-2 | Jack Addenbrooke | JJ Bentley | Unknown | 
| 1892/93 | Football League (1) | 1 October 1892 | Pikes Lane | L | 1-3 | Jack Addenbrooke | JJ Bentley | T Duxbury (Darwen) | 
| 1892/93 | Football League (1) | 22 October 1892 | Molineux | L | 1-2 | Jack Addenbrooke | JJ Bentley | T Armitt (Leek) | 
| 1892/93 | FA Cup | 21 January 1893 | Pikes Lane | D | 1-1 | Jack Addenbrooke | JJ Bentley | J Fox (Sheffield) | 
| 1892/93 | FA Cup | 28 January 1893 | Molineux | W | 2-1 | Jack Addenbrooke | JJ Bentley | J Fox (Sheffield) | 
| 1892/93 | Football League (1) | 9 September 1893 | Molineux | W | 2-1 | Jack Addenbrooke | JJ Bentley | A Kingscott (Derby) | 
| 1892/93 | Football League (1) | 21 October 1893 | Pikes Lane | L | 0-2 | Jack Addenbrooke | JJ Bentley | A Scragg (Crewe) | 
| 1894/95 | Football League (1) | 27 October 1894 | Molineux | W | 4-2 | Jack Addenbrooke | JJ Bentley | H Shelton (West Bridgford) | 
| 1894/95 | Football League (1) | 15 December 1894 | Pikes Lane | L | 1-6 | Jack Addenbrooke | JJ Bentley | J Fox (Sheffield) | 
| 1895/96 | Football League (1) | 4 January 1896 | Burnden Park | L | 0-4 | Jack Addenbrooke | Harry Downs | AJ Barker (Newcastle Under Lyme) | 
| 1895/96 | Football League (1) | 11 April 1896 | Molineux | W | 5-0 | Jack Addenbrooke | Harry Downs | Unknown | 
| 1896/97 | Football League (1) | 5 April 1897 | Burnden Park | W | 2-1 | Jack Addenbrooke | Fred Brettell | AJ Barker (Hanley) | 
| 1896/97 | Football League (1) | 20 April 1897 | Molineux | W | 4-0 | Jack Addenbrooke | Fred Brettell | T West (Plumstead) | 
| 1897/98 | Football League (1) | 12 March 1898 | Burnden Park | L | 1-2 | Jack Addenbrooke | Fred Brettell | Unknown | 
| 1897/98 | Football League (1) | 9 April 1898 | Molineux | W | 2-0 | Jack Addenbrooke | Fred Brettell | Unknown | 
| 1898/99 | Football League (1) | 1 October 1898 | Burnden Park | L | 1-2 | Jack Addenbrooke | John Somerville | A Scragg (Crewe) | 
| 1898/99 | FA Cup | 28 January 1899 | Molineux | D | 0-0 | Jack Addenbrooke | John Somerville | AJ Barker (Hanley) | 
| 1898/99 | FA Cup | 1 February 1899 | Burnden Park | W | 1-0 | Jack Addenbrooke | John Somerville | AJ Barker (Hanley) | 
| 1898/99 | Football League (1) | 4 April 1899 | Molineux | W | 1-0 | Jack Addenbrooke | John Somerville | Unknown | 
| 1900/01 | Football League (1) | 29 September 1900 | Molineux | D | 1-1 | Jack Addenbrooke | John Somerville | T Kirkham (Burslem) | 
| 1900/01 | Football League (1) | 29 April 1901 | Burnden Park | L | 0-1 | Jack Addenbrooke | John Somerville | J Strawson (Lincoln) | 
| 1901/02 | Football League (1) | 19 October 1901 | Burnden Park | D | 2-2 | Jack Addenbrooke | John Somerville | F Bye (Sheffield) | 
| 1901/02 | FA Cup | 25 January 1902 | Molineux | L | 0-2 | Jack Addenbrooke | John Somerville | F King (London) | 
| 1901/02 | Football League (1) | 15 February 1902 | Molineux | L | 1-2 | Jack Addenbrooke | John Somerville | F Bye (Sheffield) | 
| 1902/03 | Football League (1) | 18 October 1902 | Molineux | W | 3-1 | Jack Addenbrooke | John Somerville | S Roberts (Crewe) | 
| 1902/03 | Football League (1) | 14 February 1903 | Burnden Park | L | 1-4 | Jack Addenbrooke | John Somerville | S Roberts (Crewe) | 
| 1905/06 | Football League (1) | 23 September 1905 | Molineux | W | 2-0 | Jack Addenbrooke | John Somerville | S Carr (London) | 
| 1905/06 | Football League (1) | 27 January 1906 | Burnden Park | L | 2-3 | Jack Addenbrooke | John Somerville | S Carr (London) | 
| 1908/09 | Football League (2) | 21 November 1908 | Burnden Park | L | 1-1 | Jack Addenbrooke | John Somerville | F Heath (Small Heath) | 
| 1908/09 | Football League (2) | 27 March 1909 | Molineux | L | 1-2 | Jack Addenbrooke | John Somerville | A McArthur (Newcastle-on-Tyne) | 
| 1910/11 | Football League (2) | 17 September 1910 | Molineux | W | 3-0 | Jack Addenbrooke | Will Settle | C Fallowfield (Streatham Heath) | 
| 1910/11 | Football League (2) | 21 January 1911 | Burnden Park | L | 1-4 | Jack Addenbrooke | Will Settle | J Smith (Doncaster) | 
| 1932/33 | Football League (1) | 29 August 1932 | Molineux | W | 4-1 | Major Frank Buckley | Charles Foweraker | T Crew (Leicester) | 
| 1932/33 | Football League (1) | 5 September 1932 | Burnden Park | L | 0-2 | Major Frank Buckley | Charles Foweraker | T Crew (Leicester) | 
| 1935/36 | Football League (1) | 25 December 1935 | Burnden Park | W | 3-0 | Major Frank Buckley | Charles Foweraker | C Fletcher (Dagenham) | 
| 1935/36 | Football League (1) | 26 December 1935 | Molineux | D | 3-3 | Major Frank Buckley | Charles Foweraker | C Fletcher (Dagenham) | 
| 1936/37 | Football League (1) | 3 October 1936 | Molineux | L | 2-3 | Major Frank Buckley | Charles Foweraker | E Wood (Sheffield) | 
| 1936/37 | Football League (1) | 6 February 1937 | Burnden Park | W | 2-1 | Major Frank Buckley | Charles Foweraker | E Wood (Sheffield) |