| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
|
To Wolves |
||
| Black DG | Fee Unknown | 15 March 1893 |
| Fox VW | Fee Unknown | 10 October 1924 |
| Fenton M | Guest | 1944-45 |
| Miller D | Fee Unknown | 31 August 1945 |
| Burke M | £15,000 | 14 March 1991 |
| Beresford M | Loan | 18 August 2001 |
| Ince PEC | Free | 6 August 2002 |
| Wheater DJ | Loan | 28 September 2006 |
| Traore A | £18,000,000 | 8 August 2018 |
|
To Middlesbrough |
||
| Laking GE | Fee Unknown | 16 October 1936 |
| Hardisty J | Guest | 1941-42 |
| Bicknell R | Guest | 1944-45 |
| Mullen J | Guest | 1945-46 |
| Russell ET | Fee Unknown | 12 December 1951 |
| le Flem PR | £18,000 | 26 February 1965 |
| Ikeme C | Loan | 1 August 2011 |
| Hammill AJ | Loan | 31 January 2012 |
| Batth DT | Loan | 31 August 2018 |
| Giles RJ | Loan | 1 July 2022 |