| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers | Programmes |
| Seasons | Competition | Date | Venue | Results | Wolves Manager | Bolton Manager | |
| 1884/85 | Friendly | 27 April 1885 | Dudley Road | L | 0-1 | George Worrall | Tom Rawthorne |
| 1885/86 | Friendly | 10 October 1885 | Dudley Road | L | 0-2 | Jack Addenbrooke | JJ Bentley |
| 1885/86 | Friendly | 6 February 1886 | Pikes Lane | L | 0-5 | Jack Addenbrooke | JJ Bentley |
| 1886/87 | Friendly | 4 September 1886 | Pikes Lane | L | 0-9 | Jack Addenbrooke | WG Struthers |
| 1887/88 | Friendly | 5 September 1887 | Dudley Road | D | 1-1 | Jack Addenbrooke | JJ Bentley |
| 1888/89 | Football League | 10 November 1888 | Dudley Road | W | 3-2 | Jack Addenbrooke | JJ Bentley |
| 1888/89 | Football League | 29 December 1888 | Pikes Lane | L | 1-2 | Jack Addenbrooke | JJ Bentley |
| 1888/89 | Friendly | 20 April 1889 | Pikes Lane | L | 1-2 | Jack Addenbrooke | JJ Bentley |
| 1889/90 | Football League | 24 February 1890 | Pikes Lane | L | 1-4 | Jack Addenbrooke | JJ Bentley |
| 1889/90 | Football League | 15 March 1890 | Molineux | W | 5-1 | Jack Addenbrooke | JJ Bentley |
| 1890/91 | Football League | 8 November 1890 | Molineux | W | 1-0 | Jack Addenbrooke | JJ Bentley |
| 1890/91 | Football League | 29 December 1890 | Pikes Lane | L | 0-6 | Jack Addenbrooke | JJ Bentley |
| 1891/92 | Football League | 5 December 1891 | Pikes Lane | L | 0-3 | Jack Addenbrooke | JJ Bentley |
| 1891/92 | Football League | 16 April 1892 | Molineux | L | 1-2 | Jack Addenbrooke | JJ Bentley |
| 1892/93 | Football League (1) | 1 October 1892 | Pikes Lane | L | 1-3 | Jack Addenbrooke | JJ Bentley |
| 1892/93 | Football League (1) | 22 October 1892 | Molineux | L | 1-2 | Jack Addenbrooke | JJ Bentley |
| 1892/93 | FA Cup | 21 January 1893 | Pikes Lane | D | 1-1 | Jack Addenbrooke | JJ Bentley |
| 1892/93 | FA Cup | 28 January 1893 | Molineux | W | 2-1 | Jack Addenbrooke | JJ Bentley |
| 1892/93 | Football League (1) | 9 September 1893 | Molineux | W | 2-1 | Jack Addenbrooke | JJ Bentley |
| 1892/93 | Football League (1) | 21 October 1893 | Pikes Lane | L | 0-2 | Jack Addenbrooke | JJ Bentley |
| 1894/95 | Football League (1) | 27 October 1894 | Molineux | W | 4-2 | Jack Addenbrooke | JJ Bentley |
| 1894/95 | Football League (1) | 15 December 1894 | Pikes Lane | L | 1-6 | Jack Addenbrooke | JJ Bentley |
| 1895/96 | Football League (1) | 4 January 1896 | Burnden Park | L | 0-4 | Jack Addenbrooke | Harry Downs |
| 1895/96 | Football League (1) | 11 April 1896 | Molineux | W | 5-0 | Jack Addenbrooke | Harry Downs |
| 1896/97 | Football League (1) | 5 April 1897 | Burnden Park | W | 2-1 | Jack Addenbrooke | Fred Brettell |
| 1896/97 | Football League (1) | 20 April 1897 | Molineux | W | 4-0 | Jack Addenbrooke | Fred Brettell |
| 1897/98 | Football League (1) | 12 March 1898 | Burnden Park | L | 1-2 | Jack Addenbrooke | Fred Brettell |
| 1897/98 | Football League (1) | 9 April 1898 | Molineux | W | 2-0 | Jack Addenbrooke | Fred Brettell |
| 1898/99 | Football League (1) | 1 October 1898 | Burnden Park | L | 1-2 | Jack Addenbrooke | John Somerville |
| 1898/99 | FA Cup | 28 January 1899 | Molineux | D | 0-0 | Jack Addenbrooke | John Somerville |
| 1898/99 | FA Cup | 1 February 1899 | Burnden Park | W | 1-0 | Jack Addenbrooke | John Somerville |
| 1898/99 | Football League (1) | 4 April 1899 | Molineux | W | 1-0 | Jack Addenbrooke | John Somerville |
| 1900/01 | Football League (1) | 29 September 1900 | Molineux | D | 1-1 | Jack Addenbrooke | John Somerville |
| 1900/01 | Football League (1) | 29 April 1901 | Burnden Park | L | 0-1 | Jack Addenbrooke | John Somerville |
| 1901/02 | Football League (1) | 19 October 1901 | Burnden Park | D | 2-2 | Jack Addenbrooke | John Somerville |
| 1901/02 | FA Cup | 25 January 1902 | Molineux | L | 0-2 | Jack Addenbrooke | John Somerville |
| 1901/02 | Football League (1) | 15 February 1902 | Molineux | L | 1-2 | Jack Addenbrooke | John Somerville |
| 1902/03 | Football League (1) | 18 October 1902 | Molineux | W | 3-1 | Jack Addenbrooke | John Somerville |
| 1902/03 | Football League (1) | 14 February 1903 | Burnden Park | L | 1-4 | Jack Addenbrooke | John Somerville |
| 1905/06 | Football League (1) | 23 September 1905 | Molineux | W | 2-0 | Jack Addenbrooke | John Somerville |
| 1905/06 | Football League (1) | 27 January 1906 | Burnden Park | L | 2-3 | Jack Addenbrooke | John Somerville |
| 1908/09 | Football League (2) | 21 November 1908 | Burnden Park | L | 1-1 | Jack Addenbrooke | John Somerville |
| 1908/09 | Football League (2) | 27 March 1909 | Molineux | L | 1-2 | Jack Addenbrooke | John Somerville |
| 1910/11 | Football League (2) | 17 September 1910 | Molineux | W | 3-0 | Jack Addenbrooke | Will Settle |
| 1910/11 | Football League (2) | 21 January 1911 | Burnden Park | L | 1-4 | Jack Addenbrooke | Will Settle |
| 1932/33 | Football League (1) | 29 August 1932 | Molineux | W | 4-1 | Major Frank Buckley | Charles Foweraker |
| 1932/33 | Football League (1) | 5 September 1932 | Burnden Park | L | 0-2 | Major Frank Buckley | Charles Foweraker |
| 1935/36 | Football League (1) | 25 December 1935 | Burnden Park | W | 3-0 | Major Frank Buckley | Charles Foweraker |
| 1935/36 | Football League (1) | 26 December 1935 | Molineux | D | 3-3 | Major Frank Buckley | Charles Foweraker |
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