| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
| Seasons | Competition | Date | Venue | Results | Wolves Manager | Portsmouth Manager | Referee | |
| 1924/25 | Football League (2) | 11 October 1924 | Fratton Park | D | 2-2 | Albert Hoskins | John McCartney | E Sambrook (Swansea) |
| 1924/25 | Football League (2) | 14 February 1925 | Molineux | L | 0-5 | Albert Hoskins | John McCartney | E Sambrook (Swansea) |
| 1925/26 | Football League (2) | 12 September 1925 | Molineux | W | 4-1 | Albert Hoskins | John McCartney | W Greenland (Palmers Green) |
| 1925/26 | Football League (2) | 23 January 1926 | Fratton Park | L | 0-3 | Albert Hoskins | John McCartney | W Greenland (Palmers Green) |
| 1926/27 | Football League (2) | 27 November 1926 | Fratton Park | L | 1-2 | Fred Scotchbrook | John McCartney | E Goddard (Swindon) |
| 1926/27 | Football League (2) | 16 April 1927 | Molineux | L | 0-1 | Fred Scotchbrook | John McCartney | T Chamberlain (Forest Gate) |
| 1932/33 | Football League (1) | 10 September 1932 | Fratton Park | L | 0-2 | Major Frank Buckley | Jack Tinn | F Ratcliffe (Crouch End) |
| 1932/33 | Football League (1) | 21 January 1933 | Molineux | W | 5-2 | Major Frank Buckley | Jack Tinn | F Ratcliffe (Crouch End) |
| 1933/34 | Football League (1) | 16 September 1933 | Fratton Park | D | 1-1 | Major Frank Buckley | Jack Tinn | G Gould (South Norwood) |
| 1933/34 | Football League (1) | 7 February 1934 | Molineux | D | 1-1 | Major Frank Buckley | Jack Tinn | G Gould (South Norwood) |
| 1934/35 | Football League (1) | 8 December 1934 | Molineux | L | 2-3 | Major Frank Buckley | Jack Tinn | Cpt G Hamilton-Jones (Woolwich) |
| 1934/35 | Football League (1) | 20 April 1935 | Fratton Park | W | 1-0 | Major Frank Buckley | Jack Tinn | Cpt G Hamilton-Jones (Woolwich) |
| 1935/36 | Football League (1) | 14 September 1935 | Molineux | W | 2-0 | Major Frank Buckley | Jack Tinn | L Gibbs (Reading) |
| 1935/36 | Football League (1) | 18 January 1936 | Fratton Park | L | 0-1 | Major Frank Buckley | Jack Tinn | L Gibbs (Reading) |
| 1936/37 | Football League (1) | 31 October 1936 | Fratton Park | D | 1-1 | Major Frank Buckley | Jack Tinn | L Gibbs (Reading) |
| 1936/37 | Football League (1) | 17 March 1937 | Molineux | D | 1-1 | Major Frank Buckley | Jack Tinn | L Gibbs (Woodley) |
| 1937/38 | Football League (1) | 27 November 1937 | Molineux | W | 5-0 | Major Frank Buckley | Jack Tinn | R Rudd (Kenton) |
| 1937/38 | Football League (1) | 9 April 1938 | Fratton Park | L | 0-1 | Major Frank Buckley | Jack Tinn | R Rudd (Kenton) |
| 1938/39 | Football League (1) | 24 September 1938 | Fratton Park | L | 0-1 | Major Frank Buckley | Jack Tinn | T Reed (Raynes Park) |
| 1938/39 | Football League (1) | 28 January 1939 | Molineux | W | 3-0 | Major Frank Buckley | Jack Tinn | T Reed (Raynes Park) |
| 1938/39 | FA Cup | 29 April 1939 | Wembley Stadium | L | 1-4 | Major Frank Buckley | Jack Tinn | T Thompson (Leamington on Tyne) |
| 1945/46 | War Competition | 9 February 1946 | Fratton Park | W | 2-0 | Ted Vizard | Jack Tinn | R Greenwood (Norbury) |
| 1945/46 | War Competition | 16 February 1946 | Molineux | W | 4-0 | Ted Vizard | Jack Tinn | R Greenwood (Norbury) |
| 1946/47 | Football League (1) | 28 September 1946 | Molineux | W | 3-1 | Ted Vizard | Jack Tinn | F Lowe (Bath) |
| 1946/47 | Football League (1) | 3 May 1947 | Fratton Park | D | 1-1 | Ted Vizard | Jack Tinn | F Lowe (Bath) |
| 1947/48 | Football League (1) | 15 November 1947 | Molineux | W | 3-1 | Ted Vizard | Bob Jackson | I Brown (Barnes) |
| 1947/48 | Football League (1) | 3 April 1948 | Fratton Park | L | 0-2 | Ted Vizard | Bob Jackson | I Brown (Barnes) |
| 1948/49 | Football League (1) | 23 October 1948 | Molineux | W | 3-0 | Stan Cullis | Bob Jackson | A Blyth (Edmonton, London) |
| 1948/49 | Football League (1) | 16 April 1949 | Fratton Park | L | 0-5 | Stan Cullis | Bob Jackson | A Blyth (Edmonton, London) |
| 1949/50 | Football League (1) | 1 October 1949 | Fratton Park | D | 1-1 | Stan Cullis | Bob Jackson | G Clark [Lieut] (Lee) |
| 1949/50 | Charity Shield | 19 October 1949 | Highbury | D | 1-1 | Stan Cullis | Bob Jackson | A Blyth (Edmonton, London) |
| 1949/50 | Football League (1) | 18 February 1950 | Molineux | W | 1-0 | Stan Cullis | Bob Jackson | G Clark [Lieut] (Lee) |
| 1950/51 | Football League (1) | 28 October 1950 | Fratton Park | W | 4-1 | Stan Cullis | Bob Jackson | E Greig (Kensal Rise) |
| 1950/51 | Football League (1) | 17 March 1951 | Molineux | L | 2-3 | Stan Cullis | Bob Jackson | E Greig (Kensal Rise) |
| 1951/52 | Football League (1) | 15 September 1951 | Fratton Park | W | 3-2 | Stan Cullis | Bob Jackson | F Fianders (Loudwater, Bucks) |
| 1951/52 | Football League (1) | 19 January 1952 | Molineux | D | 1-1 | Stan Cullis | Bob Jackson | B Griffiths (Newport, Mon) |
| 1952/53 | Football League (1) | 3 April 1953 | Fratton Park | D | 2-2 | Stan Cullis | Eddie Lever | HJ Wright (Thornton Heath) |
| 1952/53 | Football League (1) | 6 April 1953 | Molineux | W | 4-1 | Stan Cullis | Eddie Lever | HJ Wright (Thornton Heath) |
| 1953/54 | Football League (1) | 12 September 1953 | Molineux | W | 4-3 | Stan Cullis | Eddie Lever | N Taylor (Westbury, Wilts) |
| 1953/54 | Football League (1) | 23 January 1954 | Fratton Park | L | 0-2 | Stan Cullis | Eddie Lever | N Taylor (Westbury, Wilts) |
| 1954/55 | Football League (1) | 28 August 1954 | Fratton Park | D | 0-0 | Stan Cullis | Eddie Lever | A Hill (Newport, Mon) |
| 1954/55 | Football League (1) | 1 January 1955 | Molineux | D | 2-2 | Stan Cullis | Eddie Lever | A Hill (Newport, Mon) |
| 1955/56 | Football League (1) | 24 August 1955 | Fratton Park | L | 1-2 | Stan Cullis | Eddie Lever | G Pullin (Bristol) |
| 1955/56 | Football League (1) | 31 August 1955 | Molineux | W | 3-1 | Stan Cullis | Eddie Lever | G Pullin (Bristol) |
| 1956/57 | Football League (1) | 13 October 1956 | Molineux | W | 6-0 | Stan Cullis | Eddie Lever | AA Howlett (Swindon) |
| 1956/57 | Football League (1) | 20 April 1957 | Fratton Park | L | 0-1 | Stan Cullis | Eddie Lever | AA Howlett (Swindon) |
| 1957/58 | Football League (1) | 9 November 1957 | Fratton Park | D | 1-1 | Stan Cullis | Eddie Lever | R Smith (Newport, Mon) |
| 1957/58 | FA Cup | 25 January 1958 | Molineux | W | 5-1 | Stan Cullis | Eddie Lever | J Kelly (Chorley) |
| 1957/58 | Football League (1) | 5 April 1958 | Molineux | W | 1-0 | Stan Cullis | Eddie Lever | F Stringer (Liverpool) |
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