| 16 Oct 20 | D. Sanderson Dion Sanderson |  Wolverhampton WanderersWOL | → |  SunderlandSUN | Loan |
| 16 Oct 20 | R. Bennett Ryan Bennett | Wolverhampton WanderersWOL | → |  Swansea CitySWA | Undisclosed |
| 16 Oct 20 | R. Bennett Ryan Bennett | Wolverhampton WanderersWOL | → | Swansea CitySWA | Undisclosed |
| 10 Oct 20 | A. Samuels Austin Samuels | Wolverhampton WanderersWOL | → |  Bradford CityBRD | Loan |
| 05 Oct 20 | R. Vinagre Ruben Vinagre | Wolverhampton WanderersWOL | → |  OlympiakosOLY | Loan |
| 04 Oct 20 | R. Aït-Nouri Rayan Aït-Nouri |  AngersANG | → | Wolverhampton WanderersWOL | Loan |
| 04 Oct 20 | R. Aït-Nouri Rayan Aït-Nouri | AngersANG | → | Wolverhampton WanderersWOL | Loan |
| 23 Sept 20 | N. Semedo Nélson Semedo |  BarcelonaBAR | → | Wolverhampton WanderersWOL | Undisclosed |
| 23 Sept 20 | N. Semedo Nélson Semedo | BarcelonaBAR | → | Wolverhampton WanderersWOL | Undisclosed |
| 22 Sept 20 | L. Bonatini Léo Bonatini | Wolverhampton WanderersWOL | → | GXXGrasshopperGrasshopper | Loan |
| 19 Sept 20 | Diogo Jota | Wolverhampton WanderersWOL | → |  LiverpoolLIV | Undisclosed |
| 19 Sept 20 | L. Campana Leonardo Campana | Wolverhampton WanderersWOL | → |  FC FamalicaoFAM | Loan |
| 19 Sept 20 | K. Hoever Ki-Jana Hoever | LiverpoolLIV | → | Wolverhampton WanderersWOL | Undisclosed |
| 09 Sept 20 | Vitinha |  FC PortoPOR | → | Wolverhampton WanderersWOL | Loan |
| 09 Sept 20 | C. Robinson Callum Robinson |  Sheffield UnitedSHU | → | Wolverhampton WanderersWOL | Swap |
| 08 Sept 20 | T. Taylor Terry Taylor | Wolverhampton WanderersWOL | → |  Grimsby TownGRI | Loan |
| 08 Sept 20 | B. Jordão Bruno Jordão | Wolverhampton WanderersWOL | → | FC FamalicaoFAM | Loan |
| 07 Sept 20 | B. Ashley-Seal Bernard Ashley-Seal | Wolverhampton WanderersWOL | → |  Northampton TownNHT | Undisclosed |
| 06 Sept 20 | F. Marçal Fernando Marçal |  LyonLYON | → | Wolverhampton WanderersWOL | Undisclosed |
| 06 Sept 20 | F. Marçal Fernando Marçal | LyonLYON | → | Wolverhampton WanderersWOL | Undisclosed |
| 05 Sept 20 | Fábio Silva | FC PortoPOR | → | Wolverhampton WanderersWOL | Undisclosed |
| 02 Sept 20 | M. Sarkic Matija Sarkic | Wolverhampton WanderersWOL | → |  Shrewsbury TownSHR | Loan |
| 30 Aug 20 | M. Doherty Matt Doherty | Wolverhampton WanderersWOL | → |  Tottenham HotspurTOT | Undisclosed |
| 28 Aug 20 | C. John Cameron John | Wolverhampton WanderersWOL | → |  Doncaster RoversDON | Undisclosed |
| 25 Aug 20 | M. Gibbs-White Morgan Gibbs-White | Wolverhampton WanderersWOL | → | Swansea CitySWA | Loan |
| 25 Aug 20 | M. Gibbs-White Morgan Gibbs-White | Wolverhampton WanderersWOL | → | Swansea CitySWA | Loan |
| 23 Aug 20 | C. Ronan Connor Ronan | Wolverhampton WanderersWOL | → | GXXGrasshopperGrasshopper | Loan |
| 14 Aug 20 | W. Norris Will Norris | Wolverhampton WanderersWOL | → |  BurnleyBUR | Undisclosed |
| 27 Jul 20 | E. Watt Elliot Watt | Wolverhampton WanderersWOL | → | Bradford CityBRD | Undisclosed |
| 27 Jul 20 | M. Sarkic Matija Sarkic |  Aston VillaAVL | → | Wolverhampton WanderersWOL | Free |
| 21 Jul 20 | R. Giles Ryan John Giles | Wolverhampton WanderersWOL | → |  Coventry CityCOV | Loan |
| 07 Jul 20 | H. Costa Hélder Costa | Wolverhampton WanderersWOL | → |  Leeds UnitedLEE | Undisclosed |
| 07 Jul 20 | H. Costa Hélder Costa | Wolverhampton WanderersWOL | → | Leeds UnitedLEE | Undisclosed |
| 31 Jan 20 | B. Ashley-Seal Bernard Ashley-Seal | Wolverhampton WanderersWOL | → |  Accrington StanleyACCR | Loan |
| 31 Jan 20 | D. Sanderson Dion Sanderson | Wolverhampton WanderersWOL | → |  Cardiff CityCAR | Loan |
| 31 Jan 20 | R. Patrício Rui Patrício | Wolverhampton WanderersWOL | → |  Leicester CityLEI | Loan |
| 31 Jan 20 | L. Matheson Luke Matheson | Wolverhampton WanderersWOL | → |  RochdaleROCH | Loan |
| 31 Jan 20 | J. Graham Jordan Graham | Wolverhampton WanderersWOL | → |  GillinghamGIL | Loan |
| 31 Jan 20 | R. Giles Ryan John Giles | Wolverhampton WanderersWOL | → | Coventry CityCOV | Loan |
| 31 Jan 20 | R. Bennett Ryan Bennett | Wolverhampton WanderersWOL | → | Leicester CityLEI | Loan |
| 31 Jan 20 | L. Matheson Luke Matheson | RochdaleROCH | → | Wolverhampton WanderersWOL | Undisclosed |
| 31 Jan 20 | S. Deslandes Sylvain Deslandes | Wolverhampton WanderersWOL | → | FAPFC Arges PitestiFC Arges Pitesti | Undisclosed |
| 31 Jan 20 | H. Burgoyne Harry Burgoyne | Wolverhampton WanderersWOL | → | Shrewsbury TownSHR | Undisclosed |
| 31 Jan 20 | D. Sanderson Dion Sanderson | Wolverhampton WanderersWOL | → | Cardiff CityCAR | Loan |
| 30 Jan 20 | D. Podence Daniel Podence | OlympiakosOLY | → | Wolverhampton WanderersWOL | Undisclosed |
| 29 Jan 20 | E. Loiodice Enzo Loiodice |  Dijon FCODIJO | → | Wolverhampton WanderersWOL | Loan |
| 29 Jan 20 | E. Loiodice Enzo Loiodice | Dijon FCODIJO | → | Wolverhampton WanderersWOL | Loan |
| 21 Jan 20 | L. Campana Leonardo Campana |  Barcelona SCBAR | → | Wolverhampton WanderersWOL | Free |
| 17 Jan 20 | C. Ronan Connor Ronan | Wolverhampton WanderersWOL | → |  BlackpoolBLP | Loan |
| 14 Jan 20 | R. Mir Rafa Mir | Wolverhampton WanderersWOL | → |  HuescaHUE | Loan |
| 10 Jan 20 | P. Cutrone Patrick Cutrone | Wolverhampton WanderersWOL | → |  FiorentinaFIO | Loan |
| 10 Jan 20 | P. Cutrone Patrick Cutrone | Wolverhampton WanderersWOL | → | FiorentinaFIO | Loan |
| 07 Jan 20 | I. Cavaleiro Ivan Cavaleiro | Wolverhampton WanderersWOL | → |  FulhamFUL | Undisclosed |
| 07 Jan 20 | I. Cavaleiro Ivan Cavaleiro | Wolverhampton WanderersWOL | → | FulhamFUL | Undisclosed |
| 01 Jan 20 | E. Watt Elliot Watt | Wolverhampton WanderersWOL | → |  Carlisle UnitedCAR | Loan |