| 26 Nov 09 | W. Feeney Warren Feeney |  Cardiff CityCAR | → |  Sheffield WednesdaySHW | Loan |
| 26 Nov 09 | T. Soares Tom Soares |  Stoke CitySTK | → | Sheffield WednesdaySHW | Loan |
| 26 Nov 09 | T. Soares Tom Soares | Stoke CitySTK | → | Sheffield WednesdaySHW | Loan |
| 26 Nov 09 | A. Jameson Arron Jameson | Sheffield WednesdaySHW | → | MTXMatlock TownMatlock Town | Loan |
| 18 Nov 09 | R. Wood Richard Wood | Sheffield WednesdaySHW | → |  Coventry CityCOV | Loan |
| 14 Nov 09 | A. Sodje Akpo Sodje | Sheffield WednesdaySHW | → |  Charlton AthleticCHA | Loan |
| 09 Oct 09 | A. Jameson Arron Jameson | Sheffield WednesdaySHW | → | HTXHarrogate TownHarrogate Town | Loan |
| 27 Aug 09 | L. Boden Luke Boden | Sheffield WednesdaySHW | → |  Northampton TownNHT | Loan |
| 21 Aug 09 | L. Varney Luke Varney |  Derby CountyDER | → | Sheffield WednesdaySHW | Loan |
| 10 Jul 09 | D. Potter Darren Potter |  Wolverhampton WanderersWOL | → | Sheffield WednesdaySHW | Undisclosed |
| 10 Jul 09 | D. Potter Darren Potter | Wolverhampton WanderersWOL | → | Sheffield WednesdaySHW | Undisclosed |
| 01 Jul 09 | T. Miller Tommy Miller |  Ipswich TownIPS | → | Sheffield WednesdaySHW | Free |
| 01 Jul 09 | D. Purse Darren Purse | Cardiff CityCAR | → | Sheffield WednesdaySHW | Free |
| 20 Mar 09 | L. Varney Luke Varney | Derby CountyDER | → | Sheffield WednesdaySHW | Loan |
| 13 Mar 09 | W. Small Wade Small | Sheffield WednesdaySHW | → |  BlackpoolBLP | Loan |
| 02 Feb 09 | M. Gray Michael Gray | Wolverhampton WanderersWOL | → | Sheffield WednesdaySHW | Free |
| 26 Jan 09 | L. Buxton Lewis Buxton | Stoke CitySTK | → | Sheffield WednesdaySHW | Nominal |
| 26 Jan 09 | L. Buxton Lewis Buxton | Stoke CitySTK | → | Sheffield WednesdaySHW | Nominal |
| 15 Jan 09 | D. Potter Darren Potter | Wolverhampton WanderersWOL | → | Sheffield WednesdaySHW | Loan |
| 09 Jan 09 | M. Gray Michael Gray | Wolverhampton WanderersWOL | → | Sheffield WednesdaySHW | Loan |
| 02 Jan 09 | D. Burton Deon Burton | Sheffield WednesdaySHW | → | Charlton AthleticCHA | Free |