| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
| Season | Competition | Date | Venue | Results | Wolves Manager | Derby Manager | |
| 1885/86 | Friendly | 1 May 1886 | Racecourse Ground | L | 0-2 | Jack Addenbrooke | Committee |
| 1886/87 | Friendly | 5 February 1887 | Dudley Road | W | 5-1 | Jack Addenbrooke | Committee |
| 1886/87 | Friendly | 22 February 1887 | Racecourse Ground | L | 1-3 | Jack Addenbrooke | Committee |
| 1887/88 | Friendly | 21 April 1888 | Racecourse Ground | L | 1-3 | Jack Addenbrooke | Committee |
| 1888/89 | Football League | 3 November 1888 | Dudley Road | W | 4-1 | Jack Addenbrooke | Committee |
| 1888/89 | Football League | 12 January 1889 | Racecourse Ground | L | 0-3 | Jack Addenbrooke | Committee |
| 1889/90 | Football League | 23 November 1889 | Racecourse Ground | D | 3-3 | Jack Addenbrooke | Committee |
| 1889/90 | Football League | 25 January 1890 | Molineux | W | 2-1 | Jack Addenbrooke | Committee |
| 1889/90 | Friendly | 19 April 1890 | Molineux | L | 0-1 | Jack Addenbrooke | Committee |
| 1890/91 | Football League | 11 October 1890 | Molineux | W | 5-1 | Jack Addenbrooke | Committee |
| 1890/91 | Football League | 10 January 1891 | Racecourse Ground | L | 0-9 | Jack Addenbrooke | Committee |
| 1891/92 | Football League | 26 September 1891 | Molineux | L | 1-3 | Jack Addenbrooke | Committee |
| 1891/92 | Football League | 31 October 1891 | Racecourse Ground | L | 1-2 | Jack Addenbrooke | Committee |
| 1891/92 | Birmingham Cup | 8 February 1892 | Molineux | W | 2-1 | Jack Addenbrooke | Committee |
| 1892/93 | Football League | 26 November 1892 | Racecourse Ground | D | 2-2 | Jack Addenbrooke | committee |
| 1892/93 | Football League | 25 February 1893 | Molineux | W | 2-1 | Jack Addenbrooke | Committee |
| 1893/94 | Football League | 20 January 1894 | Molineux | L | 2-4 | Jack Addenbrooke | Committee |
| 1893/94 | Football League | 3 February 1894 | Racecourse Ground | L | 1-4 | Jack Addenbrooke | Committee |
| 1894/95 | Football League | 8 December 1894 | Molineux | D | 2-2 | Jack Addenbrooke | Committee |
| 1894/95 | Football League | 26 January 1895 | Racecourse Ground | W | 3-1 | Jack Addenbrooke | Committee |
| 1895/96 | Football League | 26 October 1895 | Baseball Ground | L | 2-5 | Jack Addenbrooke | Committee |
| 1895/96 | Football League | 16 November 1895 | Molineux | W | 2-0 | Jack Addenbrooke | Committee |
| 1895/96 | FA Cup | 21 March 1896 | Perry Barr | W | 2-1 | Jack Addenbrooke | Committee |
| 1896/97 | Football League | 1 September 1896 | Molineux | W | 1-0 | Jack Addenbrooke | Harry Newbould |
| 1896/97 | Football League | 19 September 1896 | Baseball Ground | L | 3-4 | Jack Addenbrooke | Harry Newbould |
| 1897/98 | Football League | 4 December 1897 | Molineux | W | 2-0 | Jack Addenbrooke | Harry Newbould |
| 1897/98 | Football League | 8 January 1898 | Baseball Ground | L | 2-3 | Jack Addenbrooke | Harry Newbould |
| 1897/98 | FA Cup | 12 February 1898 | Molineux | L | 0-1 | Jack Addenbrooke | Harry Newbould |
| 1898/99 | Football League | 8 October 1898 | Molineux | D | 2-2 | Jack Addenbrooke | Harry Newbould |
| 1898/99 | Football League | 4 February 1899 | Baseball Ground | L | 2-6 | Jack Addenbrooke | Harry Newbould |
| 1898/99 | FA Cup | 11 February 1899 | Baseball Ground | L | 1-2 | Jack Addenbrooke | Harry Newbould |
| 1899/00 | Football League | 16 December 1899 | Baseball Ground | W | 2-0 | Jack Addenbrooke | Harry Newbould |
| 1899/00 | Football League | 21 April 1900 | Molineux | W | 3-0 | Jack Addenbrooke | Harry Newbould |
| 1900/01 | Football League | 22 September 1900 | Baseball Ground | W | 5-4 | Jack Addenbrooke | Harry Newbould |
| 1900/01 | Football League | 19 January 1901 | Molineux | D | 0-0 | Jack Addenbrooke | Harry Newbould |
| 1901/02 | Football League | 28 September 1901 | Molineux | D | 0-0 | Jack Addenbrooke | Harry Newbould |
| 1901/02 | Football League | 25 December 1901 | Baseball Ground | L | 1-3 | Jack Addenbrooke | Harry Newbould |
| 1902/03 | Football League | 1 September 1902 | Molineux | W | 3-0 | Jack Addenbrooke | Harry Newbould |
| 1902/03 | Football League | 8 November 1902 | Baseball Ground | L | 1-3 | Jack Addenbrooke | Harry Newbould |
| 1903/04 | Football League | 5 September 1903 | Baseball Ground | L | 1-2 | Jack Addenbrooke | Harry Newbould |
| 1903/04 | Football League | 2 January 1904 | Molineux | D | 2-2 | Jack Addenbrooke | Harry Newbould |
| 1903/04 | FA Cup | 20 February 1904 | Baseball Ground | D | 2-2 | Jack Addenbrooke | Harry Newbould |
| 1903/04 | FA Cup | 24 February 1904 | Molineux | D | 2-2 | Jack Addenbrooke | Harry Newbould |
| 1903/04 | FA Cup | 29 February 1904 | Villa Park | L | 0-1 | Jack Addenbrooke | Harry Newbould |
| 1904/05 | Football League | 1 October 1904 | Molineux | W | 2-0 | Jack Addenbrooke | Harry Newbould |
| 1904/05 | Staffordshire Cup | 17 October 2004 | Baseball Ground | W | 4-2 | Jack Addenbrooke | Harry Newbould |
| 1904/05 | Football League | 28 January 1905 | Baseball Ground | L | 1-2 | Jack Addenbrooke | Harry Newbould |
| 1905/06 | Football League | 16 December 1905 | Baseball Ground | L | 0-2 | Jack Addenbrooke | Harry Newbould |
| 1905/06 | Football League | 21 April 1906 | Molineux | W | 7-0 | Jack Addenbrooke | Harry Newbould |
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