| 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 | |
| 1907/08 | Football League | 26 October 1907 | Molineux | D | 2-2 | Jack Addenbrooke | Jimmy Methven |
| 1907/08 | Football League | 8 April 1908 | Baseball Ground | L | 2-3 | Jack Addenbrooke | Jimmy Methven |
| 1908/09 | Football League | 16 September 1908 | Baseball Ground | L | 1-2 | Jack Addenbrooke | Jimmy Methven |
| 1908/09 | Football League | 25 December 1908 | Molineux | D | 1-1 | Jack Addenbrooke | Jimmy Methven |
| 1909/10 | Football League | 18 September 1909 | Baseball Ground | L | 0-5 | Jack Addenbrooke | Jimmy Methven |
| 1909/10 | Football League | 29 January 1910 | Molineux | L | 2-3 | Jack Addenbrooke | Jimmy Methven |
| 1910/11 | Football League | 5 September 1910 | Molineux | L | 1-2 | Jack Addenbrooke | Jimmy Methven |
| 1911/12 | Football League | 2 December 1911 | Molineux | L | 0-1 | Jack Addenbrooke | Jimmy Methven |
| 1910/11 | Football League | 27 December 1911 | Baseball Ground | L | 0-2 | Jack Addenbrooke | Jimmy Methven |
| 1911/12 | Football League | 6 April 1912 | Baseball Ground | D | 1-1 | Jack Addenbrooke | Jimmy Methven |
| 1914/15 | Football League | 12 September 1914 | Baseball Ground | L | 1-3 | Jack Addenbrooke | Jimmy Methven |
| 1914/15 | Football League | 16 January 1915 | Molineux | L | 0-1 | Jack Addenbrooke | Jimmy Methven |
| 1918/19 | War Years | 15 March 1919 | Molineux | D | 1-1 | Jack Addenbrooke | Jimmy Methven |
| 1918/19 | War Years | 19 April 1919 | Baseball Ground | L | 0-4 | Jack Addenbrooke | Jimmy Methven |
| 1920/21 | FA Cup | 29 January 1921 | Baseball Ground | D | 1-1 | Jack Addenbrooke | Jimmy Methven |
| 1920/21 | FA Cup | 3 February 1921 | Molineux | W | 1-0 | Jack Addenbrooke | Jimmy Methven |
| 1921/22 | Football League | 8 October 1921 | Baseball Ground | W | 3-2 | Jack Addenbrooke | Jimmy Methven |
| 1921/22 | Football League | 15 October 1921 | Molineux | L | 0-3 | Jack Addenbrooke | Jimmy Methven |
| 1922/23 | Football League | 26 August 1922 | Molineux | L | 0-1 | George Jobey | Cecil Potter |
| 1922/23 | Football League | 2 September 1922 | Baseball Ground | D | 1-1 | George Jobey | Cecil Potter |
| 1924/25 | Football League | 20 September 1924 | Molineux | L | 0-4 | Albert Hoskins | Cecil Potter |
| 1924/25 | Football League | 24 January 1925 | Baseball Ground | W | 1-0 | Albert Hoskins | Cecil Potter |
| 1925/26 | Football League | 7 November 1925 | Baseball Ground | L | 0-2 | Albert Hoskins | George Jobey |
| 1925/26 | Football League | 20 March 1926 | Molineux | W | 2-0 | Fred Scotchbrook | George Jobey |
| 1932/33 | Football League | 10 December 1932 | Baseball Ground | D | 4-4 | Major Frank Buckley | George Jobey |
| 1932/33 | FA Cup | 14 January 1933 | Molineux | L | 3-6 | Major Frank Buckley | George Jobey |
| 1932/33 | Football League | 22 April 1933 | Molineux | W | 3-1 | Major Frank Buckley | George Jobey |
| 1933/34 | Football League | 2 December 1933 | Baseball Ground | L | 1-3 | Major Frank Buckley | George Jobey |
| 1933/34 | FA Cup | 27 January 1934 | Baseball Ground | L | 0-3 | Major Frank Buckley | George Jobey |
| 1933/34 | Football League | 14 April 1934 | Molineux | W | 3-0 | Major Frank Buckley | George Jobey |
| 1934/35 | Football League | 25 December 1934 | Molineux | W | 5-1 | Major Frank Buckley | George Jobey |
| 1934/35 | Football League | 26 December 1934 | Baseball Ground | L | 0-2 | Major Frank Buckley | George Jobey |
| 1935/36 | Football League | 5 October 1935 | Baseball Ground | L | 1-3 | Major Frank Buckley | George Jobey |
| 1935/36 | Football League | 8 February 1936 | Molineux | D | 0-0 | Major Frank Buckley | George Jobey |
| 1936/37 | Football League | 23 September 1936 | Baseball Ground | L | 1-5 | Major Frank Buckley | George Jobey |
| 1936/37 | Football League | 1 May 1937 | Molineux | W | 3-1 | Major Frank Buckley | George Jobey |
| 1937/38 | Football League | 1 September 1937 | Baseball Ground | W | 2-1 | Major Frank Buckley | George Jobey |
| 1937/38 | Football League | 6 September 1937 | Molineux | D | 2-2 | Major Frank Buckley | George Jobey |
| 1938/39 | Football League | 27 August 1938 | Baseball Ground | D | 2-2 | Major Frank Buckley | George Jobey |
| 1938/39 | Football League | 24 December 1938 | Molineux | D | 0-0 | Major Frank Buckley | George Jobey |
| 1942/43 | War Competition | 21 November 1942 | Molineux | W | 8-1 | Major Frank Buckley | ? |
| 1942/43 | War Competition | 28 November 1942 | Baseball Ground | L | 1-3 | Major Frank Buckley | ? |
| 1942/43 | War Competition | 1 May 1943 | Baseball Ground | D | 3-3 | Major Frank Buckley | ? |
| 1943/44 | War Competition | 20 November 1943 | Molineux | L | 1-3 | Major Frank Buckley | ? |
| 1943/44 | War Competition | 27 November 1943 | Baseball Ground | D | 2-2 | Major Frank Buckley | ? |
| 1945/46 | War Competition | 3 October 1945 | Molineux | W | 1-0 | Ted Vizard | Ted Magner |
| 1945/46 | War Competition | 10 November 1945 | Baseball Ground | L | 0-2 | Ted Vizard | Ted Magner |
| 1946/47 | Football League | 7 April 1947 | Baseball Ground | L | 1-2 | Ted Vizard | Stuart McMillan |
| 1946/47 | Football League | 8 April 1947 | Molineux | W | 7-2 | Ted Vizard | Stuart McMillan |
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