| First Team Matches | Second Team Matches | Youth Team Matches | League Debuts | Associated with both clubs | Transfers |
To Wolves
| Henderson CJ | Fee Unknown | May 1895 |
| Hughes WH | Fee Unknown | 18 September 1913 |
| Crew WE | Fee Unknown | 21 May 1923 |
| Bennett M | Fee Unknown | 30 June 1983 |
| Paatelainen MMP | £200,000 | 8 August 1997 |
| Coleman S | Loan | 2 September 1997 |
| Ricketts SD | Free | 4 July 2013 |
To Bolton
| Picken AH | Fee Unknown | 8 April 1905 |
| Stanley J | Fee Unknown | 24 April 1906 |
| Weaver W | Fee Unknown | 30 October 1928 |
| Griffiths J | Fee Unknown | 2 June 1932 |
| Steen AW | Guest | 1941-42 |
| Hipkin RW | Guest | 1942-43 |
| Hatton RJ | £30,000 | 16 March 1967 |
| Wharton TJ | £60,000 | 30 October 1967 |
| Boswell AH | Released | 21 October 1969 |
| Evans A | Loan | 27 February 1985 |
| Davies MN | £500,000 | 26 January 2009 |
| Connolly MR | £1,000,000 | 1 July 2009 |
| Henry J | Loan | 31 August 2016 |