| 07 Sept 20 | M. Lowe Max Lowe |  Derby CountyDER | → |  Sheffield UnitedSHU | Undisclosed |
| 07 Sept 20 | J. Bogle Jayden Bogle | Derby CountyDER | → | Sheffield UnitedSHU | Undisclosed |
| 07 Sept 20 | M. Lowe Max Lowe | Derby CountyDER | → | Sheffield UnitedSHU | Undisclosed |
| 07 Sept 20 | J. Bogle Jayden Bogle | Derby CountyDER | → | Sheffield UnitedSHU | Undisclosed |
| 03 Sept 20 | R. Norrington-Davies Rhys Norrington-Davies | Sheffield UnitedSHU | → |  Luton TownLUT | Loan |
| 03 Sept 20 | R. Norrington-Davies Rhys Norrington-Davies | Sheffield UnitedSHU | → | Luton TownLUT | Loan |
| 28 Aug 20 | L. Freeman Luke Freeman | Sheffield UnitedSHU | → |  Nottingham ForestFOR | Loan |
| 28 Aug 20 | L. Freeman Luke Freeman | Sheffield UnitedSHU | → | Nottingham ForestFOR | Loan |
| 19 Aug 20 | A. Ramsdale Aaron Ramsdale |  AFC BournemouthBOU | → | Sheffield UnitedSHU | Undisclosed |
| 31 Jan 20 | R. Morrison Ravel Morrison | Sheffield UnitedSHU | → |  MiddlesbroughMID | Loan |
| 31 Jan 20 | R. Morrison Ravel Morrison | Sheffield UnitedSHU | → | MiddlesbroughMID | Loan |
| 21 Jan 20 | J. Robinson Jack Robinson | Nottingham ForestFOR | → | Sheffield UnitedSHU | Undisclosed |
| 21 Jan 20 | J. Robinson Jack Robinson | Nottingham ForestFOR | → | Sheffield UnitedSHU | Undisclosed |
| 10 Jan 20 | R. Stearman Richard Stearman | Sheffield UnitedSHU | → |  Huddersfield TownHUD | Free |
| 10 Jan 20 | R. Stearman Richard Stearman | Sheffield UnitedSHU | → | Huddersfield TownHUD | Free |