| 31 Aug 16 | C. Colkett Charlie Colkett |  ChelseaCHE | → |  Bristol RoversBRI | Loan |
| 31 Aug 16 | Jake Clarke-Salter | ChelseaCHE | → | Bristol RoversBRI | Loan |
| 31 Aug 16 | N. Baxter Nathan Baxter | ChelseaCHE | → | MPXMet PoliceMet Police | Loan |
| 31 Aug 16 | M. Miazga Matt Miazga | ChelseaCHE | → |  VitesseVIT | Loan |
| 31 Aug 16 | M. Alonso Marcos Alonso |  FiorentinaFIO | → | ChelseaCHE | Undisclosed |
| 31 Aug 16 | D. Luiz David Luiz |  Paris Saint-Germain PSG | → | ChelseaCHE | Undisclosed |
| 31 Aug 16 | L. Piazon Lucas Piazon | ChelseaCHE | → |  FulhamFUL | Loan |
| 31 Aug 16 | D. Luiz David Luiz | Paris Saint-Germain PSG | → | ChelseaCHE | Undisclosed |
| 31 Aug 16 | C. Atsu Christian Atsu | ChelseaCHE | → |  Newcastle UnitedNEW | Loan |
| 31 Aug 16 | J. Cuadrado Juan Cuadrado | ChelseaCHE | → |  JuventusJUV | Loan |
| 31 Aug 16 | M. Alonso Marcos Alonso | FiorentinaFIO | → | ChelseaCHE | Undisclosed |
| 31 Aug 16 | C. Atsu Christian Atsu | ChelseaCHE | → | Newcastle UnitedNEW | Loan |
| 31 Aug 16 | L. Piazon Lucas Piazon | ChelseaCHE | → | FulhamFUL | Loan |
| 31 Aug 16 | K. Omeruo Kenneth Omeruo | ChelseaCHE | → |  AlanyasporALA | Loan |
| 31 Aug 16 | M. Miazga Matt Miazga | ChelseaCHE | → | VitesseVIT | Loan |
| 31 Aug 16 | I. Feruz Islam Feruz | ChelseaCHE | → |  MouscronREM | Loan |
| 31 Aug 16 | C. Cuevas Cristian Cuevas | ChelseaCHE | → |  Sint-TruidenseSTVV | Loan |
| 31 Aug 16 | J. Cuadrado Juan Cuadrado | ChelseaCHE | → | JuventusJUV | Loan |
| 31 Aug 16 | Dion Conroy | ChelseaCHE | → |  Aldershot TownALD | Loan |
| 30 Aug 16 | Kenedy | ChelseaCHE | → |  WatfordWAT | Loan |
| 30 Aug 16 | P. Bamford Patrick Bamford | ChelseaCHE | → |  BurnleyBUR | Loan |
| 30 Aug 16 | L. Rémy Loïc Rémy | ChelseaCHE | → |  Crystal PalaceCRY | Loan |
| 27 Aug 16 | M. Pasalic Mario Pasalic | ChelseaCHE | → |  AC MilanMIL | Loan |
| 27 Aug 16 | M. Pasalic Mario Pasalic | ChelseaCHE | → | AC MilanMIL | Loan |
| 25 Aug 16 | Eduardo | DZXDinamo ZagrebDinamo Zagreb | → | ChelseaCHE | Undisclosed |
| 23 Aug 16 | M. Marin Marko Marin | ChelseaCHE | → |  OlympiakosOLY | Undisclosed |
| 15 Aug 16 | I. Brown Isaiah Brown | ChelseaCHE | → |  Rotherham UnitedROT | Loan |
| 15 Aug 16 | J. Blackman Jamal Blackman | ChelseaCHE | → |  Wycombe WanderersWYC | Loan |
| 15 Aug 16 | I. Brown Isaiah Brown | ChelseaCHE | → | Rotherham UnitedROT | Loan |
| 14 Aug 16 | M. Hector Michael Hector | ChelseaCHE | → |  Eintracht FrankfurtSGE | Loan |
| 14 Aug 16 | M. Hector Michael Hector | ChelseaCHE | → | Eintracht FrankfurtSGE | Loan |
| 12 Aug 16 | D. Pantic Danilo Pantic | ChelseaCHE | → |  ExcelsiorEXC | Loan |
| 12 Aug 16 | B. Traoré Bertrand Traoré | ChelseaCHE | → |  Ajax AmsterdamAJA | Loan |
| 12 Aug 16 | D. Pantic Danilo Pantic | ChelseaCHE | → | ExcelsiorEXC | Loan |
| 12 Aug 16 | B. Traoré Bertrand Traoré | ChelseaCHE | → | Ajax AmsterdamAJA | Loan |
| 11 Aug 16 | A. Davey Alex Davey | ChelseaCHE | → |  Crawley TownCRA | Loan |
| 06 Aug 16 | J. Houghton Jordan Houghton | ChelseaCHE | → |  Doncaster RoversDON | Loan |
| 05 Aug 16 | T. Abraham Tammy Abraham | ChelseaCHE | → |  Bristol CityBRC | Loan |
| 05 Aug 16 | P. Djilobodji Papy Djilobodji | ChelseaCHE | → |  SunderlandSUN | 8000000 |
| 05 Aug 16 | T. Abraham Tammy Abraham | ChelseaCHE | → | Bristol CityBRC | Loan |
| 03 Aug 16 | M. Salah Mohamed Salah | ChelseaCHE | → |  AS RomaROMA | Undisclosed |
| 03 Aug 16 | M. Salah Mohamed Salah | ChelseaCHE | → | AS RomaROMA | Undisclosed |
| 02 Aug 16 | B. Rahman Baba Rahman | ChelseaCHE | → |  Schalke 04SCHA | Loan |
| 02 Aug 16 | B. Rahman Baba Rahman | ChelseaCHE | → | Schalke 04SCHA | Loan |
| 22 Jul 16 | V. Angban Victorien Angban | ChelseaCHE | → |  GranadaGCF | Loan |
| 22 Jul 16 | V. Angban Victorien Angban | ChelseaCHE | → | GranadaGCF | Loan |
| 20 Jul 16 | A. Kiwomya Alex Kiwomya | ChelseaCHE | → |  Crewe AlexandraCREW | Loan |
| 16 Jul 16 | N. Kanté N'Golo Kanté |  Leicester CityLEI | → | ChelseaCHE | Undisclosed |
| 14 Jul 16 | J. Swift John Swift | ChelseaCHE | → |  ReadingREA | Free |
| 14 Jul 16 | J. Swift John Swift | ChelseaCHE | → | ReadingREA | Free |
| 13 Jul 16 | T. Kalas Tomás Kalas | ChelseaCHE | → | FulhamFUL | Loan |
| 13 Jul 16 | T. Kalas Tomás Kalas | ChelseaCHE | → | FulhamFUL | Loan |
| 07 Jul 16 | J. Boga Jeremie Boga | ChelseaCHE | → | GranadaGCF | Loan |
| 07 Jul 16 | J. Boga Jeremie Boga | ChelseaCHE | → | GranadaGCF | Loan |
| 03 Jul 16 | M. Batshuayi Michy Batshuayi |  MarseilleMAR | → | ChelseaCHE | Undisclosed |
| 03 Jul 16 | M. Batshuayi Michy Batshuayi | MarseilleMAR | → | ChelseaCHE | Undisclosed |
| 01 Jul 16 | Faiq Jefri Bolkiah | ChelseaCHE | → | Leicester CityLEI | Free |
| 01 Jul 16 | C. Musonda Charly Musonda | ChelseaCHE | → |  Real BetisBET | Loan |
| 01 Jul 16 | N. Aké Nathan Aké | ChelseaCHE | → | WatfordWAT | Loan |
| 01 Jul 16 | N. de Souza Nathan de Souza | ChelseaCHE | → | VitesseVIT | Loan |
| 01 Jul 16 | N. de Souza Nathan de Souza | ChelseaCHE | → | VitesseVIT | Loan |
| 01 Jul 16 | C. Musonda Charly Musonda | ChelseaCHE | → | Real BetisBET | Loan |
| 01 Jul 16 | M. Beeney Mitchell Beeney | ChelseaCHE | → | Crawley TownCRA | Loan |
| 10 Mar 16 | J. Houghton Jordan Houghton | ChelseaCHE | → |  Plymouth ArgylePLY | Loan |
| 01 Feb 16 | M. van Ginkel Marco van Ginkel | ChelseaCHE | → |  PSV EindhovenPSV | Loan |
| 01 Feb 16 | M. van Ginkel Marco van Ginkel | ChelseaCHE | → | PSV EindhovenPSV | Loan |
| 30 Jan 16 | P. Bamford Patrick Bamford | ChelseaCHE | → |  Norwich CityNOR | Loan |
| 30 Jan 16 | M. Miazga Matt Miazga |  New York Red BullsNY | → | ChelseaCHE | Undisclosed |
| 30 Jan 16 | M. Miazga Matt Miazga | New York Red BullsNY | → | ChelseaCHE | Undisclosed |
| 29 Jan 16 | Alexandre Pato |  CorinthiansCOR | → | ChelseaCHE | Loan |
| 29 Jan 16 | C. Musonda Charly Musonda | ChelseaCHE | → | Real BetisBET | Loan |
| 29 Jan 16 | Alexandre Pato | CorinthiansCOR | → | ChelseaCHE | Loan |
| 29 Jan 16 | C. Musonda Charly Musonda | ChelseaCHE | → | Real BetisBET | Loan |
| 27 Jan 16 | Ramires | ChelseaCHE | → | JSXJiangsu SuningJiangsu Suning | Undisclosed |
| 25 Jan 16 | C. Atsu Christian Atsu | ChelseaCHE | → |  MálagaMCF | Loan |
| 25 Jan 16 | C. Atsu Christian Atsu | ChelseaCHE | → | MálagaMCF | Loan |
| 21 Jan 16 | A. Kiwomya Alex Kiwomya | ChelseaCHE | → |  Fleetwood TownFLE | Loan |
| 21 Jan 16 | P. Djilobodji Papy Djilobodji | ChelseaCHE | → |  Werder BremenWER | Loan |
| 21 Jan 16 | P. Djilobodji Papy Djilobodji | ChelseaCHE | → | Werder BremenWER | Loan |
| 07 Jan 16 | W. Oliveira Wallace Oliveira | ChelseaCHE | → |  GrêmioGRE | Loan |
| 07 Jan 16 | W. Oliveira Wallace Oliveira | ChelseaCHE | → | GrêmioGRE | Loan |