| Date | Opponents | Venue | Competition | Results |
Alex Mackie
| 26 December 1899 | Sunderland | Molineux | Football League (1) | W | 1-0 |
| 1 January 1900 | Sunderland | Roker Park | Football League (1) | W | 2-1 |
| 15 September 1900 | Sunderland | Molineux | Football League (1) | D | 2-2 |
| 12 January 1901 | Sunderland | Roker Park | Football League (1) | L | 2-7 |
| 14 September 1901 | Sunderland | Molineux | Football League (1) | W | 4-2 |
| 11 January 1902 | Sunderland | Roker Park | Football League (1) | L | 0-2 |
| 6 September 1902 | Sunderland | Molineux | Football League (1) | D | 3-3 |
| 3 January 1903 | Sunderland | Roker Park | Football League (1) | L | 0-3 |
| 24 October 1903 | Sunderland | Molineux | Football League (1) | W | 2-1 |
| 1 April 1904 | Sunderland | Roker Park | Football League (1) | L | 1-2 |
| 17 September 1904 | Sunderland | Molineux | Football League (1) | W | 1-0 |
| 14 January 1905 | Sunderland | Roker Park | Football League (1) | L | 0-3 |
| 4 February 1905 | Sunderland | Roker Park | FA Cup | D | 1-1 |
| 8 February 1905 | Sunderland | Molineux | FA Cup | W | 1-0 |
Ernest Magnall
| 9 December 1899 | Burnley | Turf Moor | Football League (1) | W | 1-0 |
| 14 April 1900 | Burnley | Molineux | Football League (1) | W | 3-0 |
Tom Maley
| 19 September 1903 | Manchester City | Hyde Road | Football League (1) | L | 1-4 |
| 21 March 1904 | Manchester City | Molineux | Football League (1) | L | 1-6 |
| 14 November 1904 | Manchester City | Hyde Road | Football League (1) | L | 1-5 |
| 24 April 1905 | Manchester City | Molineux | Football League (1) | L | 0-3 |
| 16 September 1905 | Manchester City | Hyde Road | Football League (1) | L | 0-4 |
| 20 January 1906 | Manchester City | Molineux | Football League (1) | L | 2-3 |
| 18 November 1911 | Bradford (PA) | Molineux | Football League (2) | D | 1-1 |
| 23 March 1912 | Bradford (PA) | Park Avenue | Football League (2) | W | 2-0 |
| 2 November 1912 | Bradford (PA) | Molineux | Football League (2) | D | 0-0 |
| 1 February 1913 | Bradford (PA) | Park Avenue | FA Cup | L | 0-3 |
| 16 April 1913 | Bradford (PA) | Park Avenue | Football League (2) | L | 1-5 |
| 8 November 1913 | Bradford (PA) | Molineux | Football League (2) | W | 1-0 |
| 14 March 1914 | Bradford (PA) | Park Avenue | Football League (2) | L | 0-1 |
| 4 March 1922 | Bradford (PA) | Park Avenue | Football League (2) | D | 0-0 |
| 11 March 1922 | Bradford (PA) | Molineux | Football League (2) | W | 5-0 |
Alex Massie
| 14 October 1905 | Middlesbrough | Ayresome Park | Football League (1) | L | 1-3 |
| 17 February 1906 | Middlesbrough | Molineux | Football League (1) | D | 0-0 |
Bob Masters
| 16 September 1912 | Nottingham Forest | Molineux | Football League (2) | L | 2-3 |
| 25 December 1912 | Nottingham Forest | City Ground | Football League (2) | L | 0-2 |
| 6 September 1913 | Nottingham Forest | City Ground | Football League (2) | W | 3-1 |
| 27 December 1913 | Nottingham Forest | Molineux | Football League (2) | W | 4-1 |
| 7 November 1914 | Nottingham Forest | City Ground | Football League (2) | L | 1-3 |
| 13 March 1915 | Nottingham Forest | Molineux | Football League (2) | W | 5-1 |
| 25 October 1919 | Nottingham Forest | City Ground | Football League (2) | L | 0-1 |
| 1 November 1919 | Nottingham Forest | Molineux | Football League (2) | W | 4-0 |
| 5 February 1921 | Nottingham Forest | City Ground | Football League (2) | D | 1-1 |
| 14 February 1921 | Nottingham Forest | Molineux | Football League (2) | W | 2-1 |
| 26 December 1921 | Nottingham Forest | City Ground | Football League (2) | D | 0-0 |
| 27 December 1921 | Nottingham Forest | Molineux | Football League (2) | W | 2-0 |
Harry Matthews
| 15 January 1910 | Reading | Molineux | FA Cup | W | 5-0 |
| 9 January 1915 | Reading | Elm Park | FA Cup | W | 1-0 |
Jimmy McEwen
| 28 October 1911 | Glossop | North Road | Football League (2) | W | 1-0 |
| 2 March 1912 | Glossop | Molineux | Football League (2) | D | 1-1 |
| 21 December 1912 | Glossop | Molineux | Football League (2) | W | 3-1 |
| 26 April 1913 | Glossop | North Road | Football League (2) | W | 3-1 |
| 25 October 1913 | Glossop | Molineux | Football League (2) | W | 1-0 |
| 28 February 1914 | Glossop | North Road | Football League (2) | W | 2-1 |
Thomas H McIntosh
| 5 March 1921 | Everton | Goodison Park | FA Cup | W | 1-0 |
John McKenna
| 29 September 1894 | Liverpool | Molineux | Football League (1) | W | 3-1 |
| 1 December 1894 | Liverpool | Anfield Road | Football League (1) | D | 3-3 |
| 15 February 1896 | Liverpool | Molineux | FA Cup | W | 2-0 |
Bob McRoberts
| 5 November 1910 | Birmingham | St Andrews | Football League (2) | W | 3-1 |
| 11 March 1911 | Birmingham | Molineux | Football League (2) | W | 3-1 |
| 7 October 1911 | Birmingham | Molineux | Football League (2) | W | 1-0 |
| 10 February 1912 | Birmingham | St Andrews | Football League (2) | L | 1-3 |
| 14 September 1912 | Birmingham | St Andrews | Football League (2) | D | 0-0 |
| 4 January 1913 | Birmingham | Molineux | Football League (2) | D | 2-2 |
| 27 September 1913 | Birmingham | Molineux | Football League (2) | W | 1-0 |
| 24 January 1914 | Birmingham | St Andrews | Football League (2) | L | 1-4 |
| 26 September 1914 | Birmingham | St Andrews | Football League (2) | W | 2-1 |
| 19 April 1915 | Birmingham | Molineux | Football League (2) | D | 0-0 |
Peter McWilliam
| 02 April 1920 | Tottenham Hotspur | White Hart Lane | Football League (2) | L | 2-4 |
| 05 April 1920 | Tottenham Hotspur | Molineux | Football League (2) | L | 1-3 |
| 23 April 1921 | Tottenham Hotspur | Stamford Bridge | FA Cup | L | 0-1 |
David Menzies
| 20 December 1919 | Hull City | Molineux | Football League (2) | W | 4-2 |
| 27 December 1919 | Hull City | Anlaby Road | Football League (2) | L | 3-10 |
| 18 December 1920 | Hull City | Anlaby Road | Football League (2) | W | 1-0 |
| 01 January 1921 | Hull City | Molineux | Football League (2) | L | 1-3 |
Jimmy Methven
| 26 October 1907 | Derby County | Molineux | Football League (2) | D | 2-2 |
| 8 April 1908 | Derby County | Baseball Ground | Football League (2) | L | 2-3 |
| 16 September 1908 | Derby County | Baseball Ground | Football League (2) | L | 1-2 |
| 25 December 1908 | Derby County | Molineux | Football League (2) | D | 1-1 |
| 18 September 1909 | Derby County | Baseball Ground | Football League (2) | L | 0-5 |
| 29 January 1910 | Derby County | Molineux | Football League (2) | L | 2-3 |
| 5 September 1910 | Derby County | Molineux | Football League (2) | L | 1-2 |
| 27 December 1911 | Derby County | Baseball Ground | Football League (2) | L | 0-2 |
| 2 December 1911 | Derby County | Molineux | Football League (2) | L | 0-1 |
| 6 April 1912 | Derby County | Baseball Ground | Football League (2) | D | 1-1 |
| 12 September 1914 | Derby County | Baseball Ground | Football League (2) | L | 1-3 |
| 16 January 1915 | Derby County | Molineux | Football League (2) | L | 0-1 |
| 15 March 1919 | Derby County | Molineux | War Competition | D | 1-1 |
| 19 April 1919 | Derby County | Baseball Ground | War Competition | L | 0-4 |
| 29 January 1921 | Derby County | Baseball Ground | FA Cup | D | 1-1 |
| 3 February 1921 | Derby County | Molineux | FA Cup | W | 1-0 |
| 8 October 1921 | Derby County | Baseball Ground | Football League (2) | W | 3-2 |
| 15 October 1921 | Derby County | Molineux | Football League (2) | L | 0-3 |
Robert Middleton
| 12 September 1903 | Blackburn Rovers | Molineux | Football League (1) | W | 1-0 |
| 9 January 1904 | Blackburn Rovers | Ewood Park | Football League (1) | D | 1-1 |
| 24 December 1904 | Blackburn Rovers | Ewood Park | Football League (1) | L | 0-3 |
| 22 April 1905 | Blackburn Rovers | Molineux | Football League (1) | W | 2-0 |
| 21 October 1905 | Blackburn Rovers | Molineux | Football League (1) | W | 2-1 |
| 24 February 1906 | Blackburn Rovers | Ewood Park | Football League (1) | L | 1-3 |
Tom Mitchell
| 29 September 1888 | Blackburn Rovers | Dudley Road | Football League | D | 2-2 |
| 20 October 1888 | Blackburn Rovers | Leamington Road | Football League | D | 2-2 |
| 16 March 1889 | Blackburn Rovers | Alexandra Recreation Ground | FA Cup | D | 1-1 |
| 23 March 1889 | Blackburn Rovers | Alexandra Recreation Ground | FA Cup | W | 3-1 |
| 14 September 1889 | Blackburn Rovers | Leamington Road | Football League | L | 3-4 |
| 26 December 1889 | Blackburn Rovers | Molineux | Football League | L | 2-4 |
| 8 March 1890 | Blackburn Rovers | County Ground | FA Cup | L | 0-1 |
| 27 September 1890 | Blackburn Rovers | Ewood Park | Football League | W | 3-2 |
| 26 December 1890 | Blackburn Rovers | Molineux | Football League | W | 2-0 |
| 14 February 1891 | Blackburn Rovers | Ewood Park | FA Cup | L | 0-2 |
| 10 October 1891 | Blackburn Rovers | Ewood Park | Football League | L | 0-2 |
| 28 November 1891 | Blackburn Rovers | Molineux | Football League | W | 6-1 |
| 10 September 1892 | Blackburn Rovers | Molineux | Football League (1) | W | 4-2 |
| 12 November1892 | Blackburn Rovers | Ewood Park | Football League (1) | D | 3-3 |
| 4 March 1893 | Blackburn Rovers | Trent Bridge | FA Cup | W | 2-1 |
| 23 September 1893 | Blackburn Rovers | Ewood Park | Football League (1) | L | 0-3 |
| 26 December 1893 | Blackburn Rovers | Molineux | Football League (1) | W | 5-1 |
| 23 February 1895 | Blackburn Rovers | Molineux | Football League (1) | D | 3-3 |
| 23 March 1895 | Blackburn Rovers | Ewood Park | Football League (1) | L | 1-5 |
| 9 November 1895 | Blackburn Rovers | Ewood Park | Football League (1) | L | 1-3 |
| 14 December 1895 | Blackburn Rovers | Molineux | Football League (1) | L | 1-2 |
Dick Molyneux
| 16 September 1889 | Everton | Molineux | Football League | W | 2-1 |
| 30 September 1889 | Everton | Anfield | Football League | D | 1-1 |
| 13 September 1890 | Everton | Anfield | Football League | L | 0-5 |
| 6 December 1890 | Everton | Molineux | Football League | L | 0-1 |
| 21 November 1891 | Everton | Molineux | Football League | W | 5-1 |
| 12 December 1891 | Everton | Anfield | Football League | L | 1-2 |
| 10 December 1892 | Everton | Goodison Park | Football League (1) | L | 2-3 |
| 18 March 1893 | Everton | Molineux | Football League (1) | L | 2-4 |
| 25 March 1893 | Everton | Fallowfield | FA Cup | W | 1-0 |
| 18 November 1893 | Everton | Molineux | Football League (1) | 0-2 A | |
| 4 December 1893 | Everton | Molineux | Football League (1) | W | 2-0 |
| 24 March 1894 | Everton | Goodison Park | Football League (1) | L | 0-3 |
| 5 January 1895 | Everton | Molineux | Football League (1) | W | 1-0 |
| 8 April 1895 | Everton | Goodison Park | Football League (1) | L | 1-2 |
| 28 September 1895 | Everton | Molineux | Football League (1) | L | 2-3 |
| 2 November 1895 | Everton | Goodison Park | Football League (1) | L | 0-2 |
| 12 September 1896 | Everton | Molineux | Football League (1) | L | 0-1 |
| 31 October 1896 | Everton | Goodison Park | Football League (1) | D | 0-0 |
| 18 September 1897 | Everton | Goodison Park | Football League (1) | L | 0-3 |
| 9 October 1897 | Everton | Molineux | Football League (1) | L | 2-3 |
| 19 November 1898 | Everton | Goodison Park | Football League (1) | L | 1-2 |
| 29 April 1899 | Everton | Molineux | Football League (1) | L | 1-2 |
| 17 March 1900 | Everton | Molineux | Football League (1) | W | 2-1 |
| 24 March 1900 | Everton | Goodison Park | Football League (1) | W | 1-0 |
| 8 September 1900 | Everton | Goodison Park | Football League (1) | L | 1-5 |
| 5 January 1901 | Everton | Molineux | Football League (1) | D | 1-1 |
Archie Montgomery
| 1 February 1908 | Bury | Molineux | FA Cup | W | 2-0 |
| 12 October 1912 | Bury | Gigg Lane | Football League (2) | L | 0-1 |
| 15 February 1913 | Bury | Molineux | Football League (2) | W | 3-1 |
| 20 December 1913 | Bury | Gigg Lane | Football League (2) | W | 4-1 |
| 25 April 1914 | Bury | Molineux | Football League (2) | W | 3-0 |
| 24 October 1914 | Bury | Gigg Lane | Football League (2) | L | 1-4 |
| 27 February 1915 | Bury | Molineux | Football League (2) | D | 1-1 |
George Morrell
| 13 September 1913 | Woolwich Arsenal | Molineux | Football League (2) | L | 1-2 |
| 3 January 1914 | Woolwich Arsenal | Highbury | Football League (2) | L | 1-3 |
| 5 September 1914 | Arsenal | Molineux | Football League (2) | W | 1-0 |
| 2 January 1915 | Arsenal | Highbury | Football League (2) | L | 1-5 |
