| 02 Sept 19 | S. Diallo Sadou Diallo |  Wolverhampton WanderersWOL | → |  Accrington StanleyACCR | Loan |
| 02 Sept 19 | C. Johnson Connor Johnson | Wolverhampton WanderersWOL | → |  KilmarnockKIL | Loan |
| 02 Sept 19 | C. Johnson Connor Johnson | Wolverhampton WanderersWOL | → | KilmarnockKIL | Loan |
| 08 Aug 19 | B. Enobakhare Bright Enobakhare | Wolverhampton WanderersWOL | → |  Wigan AthleticWGA | Loan |
| 08 Aug 19 | M. Shabani Meritan Shabani |  Bayern MunichMUN | → | Wolverhampton WanderersWOL | Undisclosed |
| 08 Aug 19 | B. Enobakhare Bright Enobakhare | Wolverhampton WanderersWOL | → | Wigan AthleticWGA | Loan |
| 08 Aug 19 | M. Shabani Meritan Shabani | Bayern MunichMUN | → | Wolverhampton WanderersWOL | Undisclosed |
| 06 Aug 19 | R. Dadashov Renat Dadashov | EXXEstorilEstoril | → | Wolverhampton WanderersWOL | Undisclosed |
| 06 Aug 19 | R. Dadashov Renat Dadashov | Wolverhampton WanderersWOL | → |  Paços de FerreiraPFC | Loan |
| 02 Aug 19 | B. Jordão Bruno Jordão |  LazioLAZ | → | Wolverhampton WanderersWOL | Undisclosed |
| 02 Aug 19 | B. Jordão Bruno Jordão | LazioLAZ | → | Wolverhampton WanderersWOL | Undisclosed |
| 02 Aug 19 | P. Neto Pedro Neto | LazioLAZ | → | Wolverhampton WanderersWOL | Undisclosed |
| 02 Aug 19 | Niall Ellis | Wolverhampton WanderersWOL | → |  Doncaster RoversDON | Loan |
| 02 Aug 19 | Cameron John | Wolverhampton WanderersWOL | → | Doncaster RoversDON | Loan |
| 02 Aug 19 | P. Neto Pedro Neto | LazioLAZ | → | Wolverhampton WanderersWOL | Undisclosed |
| 30 Jul 19 | W. Norris Will Norris | Wolverhampton WanderersWOL | → |  Ipswich TownIPS | Loan |
| 30 Jul 19 | P. Cutrone Patrick Cutrone |  AC MilanMIL | → | Wolverhampton WanderersWOL | Undisclosed |
| 30 Jul 19 | R. Mir Rafa Mir | Wolverhampton WanderersWOL | → |  Nottingham ForestFOR | Loan |
| 30 Jul 19 | P. Cutrone Patrick Cutrone | AC MilanMIL | → | Wolverhampton WanderersWOL | Undisclosed |
| 30 Jul 19 | R. Mir Rafa Mir | Wolverhampton WanderersWOL | → | Nottingham ForestFOR | Loan |
| 27 Jul 19 | J. Vallejo Jesús Vallejo |  Real MadridMAD | → | Wolverhampton WanderersWOL | Loan |
| 27 Jul 19 | J. Vallejo Jesús Vallejo | Real MadridMAD | → | Wolverhampton WanderersWOL | Loan |
| 13 Jul 19 | I. Cavaleiro Ivan Cavaleiro | Wolverhampton WanderersWOL | → |  FulhamFUL | Loan |
| 13 Jul 19 | I. Cavaleiro Ivan Cavaleiro | Wolverhampton WanderersWOL | → | FulhamFUL | Loan |
| 08 Jul 19 | S. Dandery Seedorf Sherwin Dandery Seedorf | Wolverhampton WanderersWOL | → |  MotherwellMOT | Undisclosed |
| 08 Jul 19 | S. Dandery Seedorf Sherwin Dandery Seedorf | Wolverhampton WanderersWOL | → | MotherwellMOT | Undisclosed |
| 03 Jul 19 | H. Costa Hélder Costa | Wolverhampton WanderersWOL | → |  Leeds UnitedLEE | Loan |
| 03 Jul 19 | H. Costa Hélder Costa | Wolverhampton WanderersWOL | → | Leeds UnitedLEE | Loan |
| 01 Jul 19 | R. Giles Ryan John Giles | Wolverhampton WanderersWOL | → |  Shrewsbury TownSHR | Loan |
| 01 Jul 19 | K. Hause Kortney Hause | Wolverhampton WanderersWOL | → |  Aston VillaAVL | Undisclosed |
| 01 Jul 19 | R. Jiménez Raúl Jiménez |  BenficaBEN | → | Wolverhampton WanderersWOL | Undisclosed |
| 01 Jul 19 | L. Dendoncker Leander Dendoncker |  AnderlechtAND | → | Wolverhampton WanderersWOL | Undisclosed |
| 28 May 19 | E. Ebanks-Landell Ethan Ebanks-Landell | Wolverhampton WanderersWOL | → | Shrewsbury TownSHR | Undisclosed |
| 31 Jan 19 | D. Iorfa Dominic Iorfa | Wolverhampton WanderersWOL | → |  Sheffield WednesdaySHW | Undisclosed |
| 31 Jan 19 | Jonny |  Atletico MadridATL | → | Wolverhampton WanderersWOL | Undisclosed |
| 31 Jan 19 | L. Bonatini Léo Bonatini | Wolverhampton WanderersWOL | → | Nottingham ForestFOR | Loan |
| 31 Jan 19 | D. Iorfa Dominic Iorfa | Wolverhampton WanderersWOL | → | Sheffield WednesdaySHW | Undisclosed |
| 31 Jan 19 | Jonny | Atletico MadridATL | → | Wolverhampton WanderersWOL | Undisclosed |
| 31 Jan 19 | L. Bonatini Léo Bonatini | Wolverhampton WanderersWOL | → | Nottingham ForestFOR | Loan |
| 30 Jan 19 | Ben Stevenson | Wolverhampton WanderersWOL | → |  Colchester UnitedCOL | Free |
| 29 Jan 19 | D. Batth Danny Batth | Wolverhampton WanderersWOL | → |  Stoke CitySTK | Undisclosed |
| 29 Jan 19 | D. Batth Danny Batth | Wolverhampton WanderersWOL | → | Stoke CitySTK | Undisclosed |
| 11 Jan 19 | E. Ebanks-Landell Ethan Ebanks-Landell | Wolverhampton WanderersWOL | → |  RochdaleROCH | Loan |
| 08 Jan 19 | B. Enobakhare Bright Enobakhare | Wolverhampton WanderersWOL | → |  Coventry CityCOV | Loan |
| 07 Jan 19 | K. Hause Kortney Hause | Wolverhampton WanderersWOL | → | Aston VillaAVL | Loan |
| 07 Jan 19 | K. Hause Kortney Hause | Wolverhampton WanderersWOL | → | Aston VillaAVL | Loan |
| 04 Jan 19 | B. Afobe Benik Afobe | Wolverhampton WanderersWOL | → | Stoke CitySTK | Undisclosed |
| 04 Jan 19 | B. Afobe Benik Afobe | Wolverhampton WanderersWOL | → | Stoke CitySTK | Undisclosed |
| 01 Jan 19 | J. Graham Jordan Graham | Wolverhampton WanderersWOL | → |  Oxford UnitedOXF | Loan |
| 01 Jan 19 | David Wang | Wolverhampton WanderersWOL | → |  Sporting CPSCP | Loan |
| 01 Jan 19 | David Wang | JBXJumilla BJumilla B | → | Wolverhampton WanderersWOL | Undisclosed |