| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
|
To Wolves |
||
| Wharton, G | Guest | 1944-45 |
| Henderson, JG | Fee Unknown | 17 March 1958 |
| Petterson, AK | Loan | 15 February 2000 |
| Wallace, JF | Free | 4 October 2014 |
|
To Pompey |
||
| Smith, W | Fee Unknown | November 1898 |
| Wharton, G | Fee Unknown | 11 November 1937 |
| Jones, EN | Fee Unknown | 11 November 1937 |
| Barlow, H | Fee Unknown | 25 February 1939 |
| Bennett, R | Fee Unknown | 1 July 1948 |
| Howells, R | Fee Unknown | 1 March 1959 |
| Bromley, M | Fee Unknown | 1 April 1984 |
| Lange, AS | Loan | 26 March 1992 |
| Claridge, S | £250,000 | 10 August 1998 |
| Halford, G | Loan | 18 October 2010 |
| Halford, G | £900,000 | 11 July 2011 |
| McCarey, A | Loan | 23 September 2015 |
| Ronan, CP | Loan | 3 January 2018 |
| Deslandes, SBN | Loan | 3 January 2018 |
| Mason, J | Loan | 31 August 2018 |
