| 19 Nov 10 | L. Miller Lee Miller |  MiddlesbroughMID | → |  Notts CountyNOTT | Loan |
| 18 Oct 10 | M. Emnes Marvin Emnes | MiddlesbroughMID | → |  Swansea CitySWA | Loan |
| 31 Aug 10 | J. Grounds Jonathan Grounds | MiddlesbroughMID | → |  HibernianHIBS | Loan |
| 31 Aug 10 | A. Mido Ahmed Hossam Mido | MiddlesbroughMID | → |  Ajax AmsterdamAJA | Loan |
| 31 Aug 10 | A. Taylor Andrew Taylor | MiddlesbroughMID | → |  WatfordWAT | Loan |
| 31 Aug 10 | J. Grounds Jonathan Grounds | MiddlesbroughMID | → | HibernianHIBS | Loan |
| 31 Aug 10 | A. Mido Ahmed Hossam Mido | MiddlesbroughMID | → | Ajax AmsterdamAJA | Loan |
| 28 Aug 10 | M. Tavares Mickaël Tavares |  Hamburg SVHSV | → | MiddlesbroughMID | Loan |
| 28 Aug 10 | M. Tavares Mickaël Tavares | Hamburg SVHSV | → | MiddlesbroughMID | Loan |
| 20 Aug 10 | J. Walker Josh Walker | MiddlesbroughMID | → | WatfordWAT | Free |
| 19 Aug 10 | M. Kilgallon Matthew Kilgallon |  SunderlandSUN | → | MiddlesbroughMID | Loan |
| 19 Aug 10 | M. Kilgallon Matthew Kilgallon | SunderlandSUN | → | MiddlesbroughMID | Loan |
| 18 Aug 10 | B. Jones Brad Jones | MiddlesbroughMID | → |  LiverpoolLIV | 2300000 |
| 18 Aug 10 | B. Jones Brad Jones | MiddlesbroughMID | → | LiverpoolLIV | 2300000 |
| 28 Jul 10 | T. Kink Tarmo Kink | GEXGyori ETOGyori ETO | → | MiddlesbroughMID | Undisclosed |
| 23 Jul 10 | J. Johnson John Johnson | MiddlesbroughMID | → |  Northampton TownNHT | Free |
| 16 Jul 10 | K. Thomson Kevin Thomson |  RangersRAN | → | MiddlesbroughMID | 2000000 |
| 16 Jul 10 | K. Thomson Kevin Thomson | RangersRAN | → | MiddlesbroughMID | 2000000 |
| 13 Jul 10 | S. McManus Stephen McManus |  CelticCEL | → | MiddlesbroughMID | Undisclosed |
| 13 Jul 10 | S. McManus Stephen McManus | CelticCEL | → | MiddlesbroughMID | Undisclosed |
| 07 Jul 10 | N. Bailey Nick Bailey |  Charlton AthleticCHA | → | MiddlesbroughMID | 1400000 |
| 05 Jul 10 | K. Boyd Kris Boyd | XXX | → | MiddlesbroughMID | Free |
| 05 May 10 | A. Halliday Andrew Halliday |  LivingstonLIV | → | MiddlesbroughMID | Undisclosed |
| 25 Mar 10 | J. O'Shea Jay O'Shea |  Birmingham CityBIR | → | MiddlesbroughMID | Loan |
| 25 Mar 10 | J. O'Shea Jay O'Shea | Birmingham CityBIR | → | MiddlesbroughMID | Loan |
| 27 Feb 10 | J. Walker Josh Walker | MiddlesbroughMID | → |  Rotherham UnitedROT | Loan |
| 27 Feb 10 | J. Steele Jason Steele | MiddlesbroughMID | → | Northampton TownNHT | Loan |
| 24 Feb 10 | Gary Martin | MiddlesbroughMID | → | UFXUjpest FCUjpest FC | Loan |
| 01 Feb 10 | A. Mido Ahmed Hossam Mido | MiddlesbroughMID | → |  West Ham UnitedWHU | Loan |
| 01 Feb 10 | L. Miller Lee Miller |  AberdeenABER | → | MiddlesbroughMID | Undisclosed |
| 01 Feb 10 | S. McDonald Scott McDonald | CelticCEL | → | MiddlesbroughMID | Undisclosed |
| 01 Feb 10 | A. Johnson Adam Johnson | MiddlesbroughMID | → |  Manchester CityMNC | Undisclosed |
| 01 Feb 10 | K. Naughton Kyle Naughton |  Tottenham HotspurTOT | → | MiddlesbroughMID | Loan |
| 01 Feb 10 | S. McDonald Scott McDonald | CelticCEL | → | MiddlesbroughMID | Undisclosed |
| 01 Feb 10 | L. Miller Lee Miller | AberdeenABER | → | MiddlesbroughMID | Undisclosed |
| 01 Feb 10 | A. Mido Ahmed Hossam Mido | MiddlesbroughMID | → | West Ham UnitedWHU | Loan |
| 01 Feb 10 | K. Naughton Kyle Naughton | Tottenham HotspurTOT | → | MiddlesbroughMID | Loan |
| 01 Feb 10 | A. Johnson Adam Johnson | MiddlesbroughMID | → | Manchester CityMNC | Undisclosed |
| 29 Jan 10 | S. McManus Stephen McManus | CelticCEL | → | MiddlesbroughMID | Loan |
| 29 Jan 10 | S. McManus Stephen McManus | CelticCEL | → | MiddlesbroughMID | Loan |
| 19 Jan 10 | M. Yeates Mark Yeates | MiddlesbroughMID | → |  Sheffield UnitedSHU | Undisclosed |
| 13 Jan 10 | W. Flood Willo Flood | CelticCEL | → | MiddlesbroughMID | Free |
| 13 Jan 10 | B. Robson Barry Robson | CelticCEL | → | MiddlesbroughMID | Undisclosed |
| 13 Jan 10 | B. Robson Barry Robson | CelticCEL | → | MiddlesbroughMID | Undisclosed |
| 13 Jan 10 | W. Flood Willo Flood | CelticCEL | → | MiddlesbroughMID | Free |
| 11 Jan 10 | M. Shawky Mohamed Shawky | MiddlesbroughMID | → |  KayserisporKAY | Undisclosed |
| 08 Jan 10 | D. Digard Didier Digard | MiddlesbroughMID | → |  NiceNICE | Loan |
| 08 Jan 10 | D. Digard Didier Digard | MiddlesbroughMID | → | NiceNICE | Loan |