| First Team | Second Team Matches | Youth Matches | League debuts | Associated with both clubs | Transfers |
| To Wolves | |||
| Charley | D | Fee Unknown | 26 April 1899 |
| Marr | A | Fee Unknown | 6 May 1913 |
| Gardiner | J G | Free | 12 June 1928 |
| Brown | W | Satisfactory | 4 July 1928 |
| Barratt | H J | Guest | 25 May 1940 |
| Carr | W M | £100,000 | 13 March 1975 |
| Mardenborough | S A | Free | 20 September 1983 |
| Langley | T W | Free | 6 July 1984 |
| Edwards | P R | £100,000 | 13 August 1992 |
| Roussel | C | £1,530,000 | 15 February 2001 |
| Edworthy | M | Free | 31 August 2002 |
| Kyle | K A | Loan | 30 January 2008 |
| Clarke | L M | £750,000 | 30 January 2014 |
|
To City |
|||
| Arrowsmith | A | Fee Unknown | 8 August 1905 |
| Layton | G W | Fee Unknown | 28 May 1906 |
| Juggins | E | Fee Unknown | 3 June 1907 |
| Bowen | T G | Fee Unknown | 29 June 1928 |
| Higham | F | Fee Unknown | 29 June 1928 |
| Richards | W E | Fee Unknown | 14 March 1929 |
| Watson | E G | Fee Unknown | 14 March 1929 |
| Baker | J E | Fee Unknown | 8 May 1929 |
| Hackett | E | Fee Unknown | 9 May 1931 |
| Robinson | C | Fee Unknown | 11 May 1931 |
| Brown | J | Fee Unknown | 22 October 1936 |
| Ashall | G H | £3,500 | 9 May 1938 |
| Aldecoa | E G | Fee Unknown | 14 December 1945 |
| Alderton | J H | Fee Unknown | 1 October 1947 |
| Springthorpe | T A | Substantial | 21 December 1950 |
| Allen | R | Fee Unknown | 1 June 1959 |
| Clements | D | Small Fee | 22 July 1964 |
| Powell | B I | £75,000 | 3 September 1975 |
| Dangerfield | C | Contract Cancelled | 21 November 1975 |
| Hibbitt | K | Fee Unknown | 13 August 1984 |
| Bayly | M J | Loan | 21 January 1985 |
| Rodger | G | Released | 13 February 1985 |
| Bayly | M J | Fee Unknown | 20 April 1985 |
| Cook | P A | £600,000 | 18 August 1994 |
| Froggatt | S J | £1,900,000 | 1 October 1998 |
| Keane | R D | £6,000,000 | 18 August 1999 |
| Cameron | C | Free | 29 June 2006 |
| Eastwood | F | £1,200,000 | 11 July 2008 |
| Reckford | J V J | Loan | 1 July 2012 |
| Ricketts | S D | Free | 6 July 2015 |
| Enobakhare | B | Loan | 8 January 2019 |
| Giles | R J | Loan | 31 January 2020 |
| Giles | R J | Loan | 21 July 2020 |
