| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers | Programmes |
|
To Wolves |
||
| Smith, AJ | Guest | 1941-42 |
| Smith, AJ | Guest | 1944-45 |
| Beasant, DJ | Loan | 12 January 1993 |
| Cole, CM | Loan | 28 November 2002 |
| Mancienne, MI | Loan | 27 October 2008 |
| Mancienne, MI | Loan | 13 August 2009 |
| Mancienne, MI | Loan | 26 August 2010 |
| Saville, GA | £1,130,000 | 4 October 2013 |
|
To Chelsea |
||
| Barraclough, W | Fee Unknown | 1 November 1934 |
| Gold, WS | Fee Unknown | 6 May 1937 |
| Weaver, R | Fee Unknown | 12 March 1939 |
| Harris, J | Guest | 1943-44 |
| Harris, J | Guest | 1944-45 |
| Harris, J | Fee Unknown | 30 August 1945 |
| Barron, J | Fee Unknown | 9 April 1965 |
| Neto, P | £54,000,000 | 11 August 2024 |
