| 17 Sept 19 | B. Burns Bobby Burns |  Heart of MidlothianHOM | → |  Newcastle JetsNEW | Loan |
| 17 Sept 19 | B. Burns Bobby Burns | Heart of MidlothianHOM | → | Newcastle JetsNEW | Loan |
| 02 Sept 19 | L. O'Connor Lee O'Connor |  Manchester UnitedMAN | → |  CelticCEL | Undisclosed |
| 02 Sept 19 | R. Kent Ryan Kent |  LiverpoolLIV | → |  RangersRAN | Undisclosed |
| 02 Sept 19 | J. Frimpong Jeremie Frimpong |  Manchester CityMNC | → | CelticCEL | Undisclosed |
| 02 Sept 19 | R. Kent Ryan Kent | LiverpoolLIV | → | RangersRAN | Undisclosed |
| 02 Sept 19 | J. Frimpong Jeremie Frimpong | Manchester CityMNC | → | CelticCEL | Undisclosed |
| 02 Sept 19 | L. O'Connor Lee O'Connor | Manchester UnitedMAN | → | CelticCEL | Undisclosed |
| 02 Sept 19 | C. Johnson Connor Johnson |  Wolverhampton WanderersWOL | → |  KilmarnockKIL | Loan |
| 02 Sept 19 | C. Johnson Connor Johnson | Wolverhampton WanderersWOL | → | KilmarnockKIL | Loan |
| 02 Sept 19 | G. Taylor Greg Taylor | KilmarnockKIL | → | CelticCEL | Undisclosed |
| 30 Aug 19 | M. Elyounoussi Mohammed Elyounoussi |  SouthamptonSOU | → | CelticCEL | Loan |
| 30 Aug 19 | Ryotaro Meshino | Manchester CityMNC | → | Heart of MidlothianHOM | Loan |
| 30 Aug 19 | M. Elyounoussi Mohammed Elyounoussi | SouthamptonSOU | → | CelticCEL | Loan |
| 30 Aug 19 | Ryotaro Meshino | Manchester CityMNC | → | Heart of MidlothianHOM | Loan |
| 29 Aug 19 | D. Del Fabro Dario Del Fabro |  JuventusJUV | → | KilmarnockKIL | Loan |
| 29 Aug 19 | D. Del Fabro Dario Del Fabro | JuventusJUV | → | KilmarnockKIL | Loan |
| 28 Aug 19 | M. Bauer Moritz Bauer |  Stoke CitySTK | → | CelticCEL | Loan |
| 28 Aug 19 | M. Bauer Moritz Bauer | Stoke CitySTK | → | CelticCEL | Loan |
| 22 Aug 19 | F. Forster Fraser Forster | SouthamptonSOU | → | CelticCEL | Loan |
| 22 Aug 19 | F. Forster Fraser Forster | SouthamptonSOU | → | CelticCEL | Loan |
| 20 Aug 19 | N. Hamalainen Niko Hamalainen |  Queens Park RangersQPR | → | KilmarnockKIL | Loan |
| 20 Aug 19 | J. Stobbs Jack Stobbs |  Sheffield WednesdaySHW | → |  LivingstonLIV | Loan |
| 20 Aug 19 | N. Hamalainen Niko Hamalainen | Queens Park RangersQPR | → | KilmarnockKIL | Loan |
| 20 Aug 19 | J. Stobbs Jack Stobbs | Sheffield WednesdaySHW | → | LivingstonLIV | Loan |
| 15 Aug 19 | A. King Andy King |  Leicester CityLEI | → | RangersRAN | Loan |
| 15 Aug 19 | A. King Andy King | Leicester CityLEI | → | RangersRAN | Loan |
| 13 Aug 19 | J. Pereira Joel Pereira | Manchester UnitedMAN | → | Heart of MidlothianHOM | Loan |
| 13 Aug 19 | J. Pereira Joel Pereira | Manchester UnitedMAN | → | Heart of MidlothianHOM | Loan |
| 09 Aug 19 | K. McAllister Kyle McAllister |  Derby CountyDER | → |  St MirrenSTM | Undisclosed |
| 09 Aug 19 | K. McAllister Kyle McAllister | Derby CountyDER | → | St MirrenSTM | Undisclosed |
| 09 Aug 19 | B. Barker Brandon Barker | Manchester CityMNC | → | RangersRAN | Undisclosed |
| 09 Aug 19 | B. Barker Brandon Barker | Manchester CityMNC | → | RangersRAN | Undisclosed |
| 08 Aug 19 | K. Tierney Kieran Tierney | CelticCEL | → |  ArsenalARS | Undisclosed |
| 08 Aug 19 | K. Tierney Kieran Tierney | CelticCEL | → | ArsenalARS | Undisclosed |
| 08 Aug 19 | Z. Vyner Zak Vyner |  Bristol CityBRC | → |  AberdeenABER | Loan |
| 08 Aug 19 | Z. Vyner Zak Vyner | Bristol CityBRC | → | AberdeenABER | Loan |
| 07 Aug 19 | S. Stubbs Sam Stubbs |  MiddlesbroughMID | → |  Hamilton AcademicalHAM | Loan |
| 07 Aug 19 | S. Stubbs Sam Stubbs | MiddlesbroughMID | → | Hamilton AcademicalHAM | Loan |
| 06 Aug 19 | L. Burt Liam Burt | XXX | → | CelticCEL | Undisclosed |
| 06 Aug 19 | L. Millar Liam Millar | LiverpoolLIV | → | KilmarnockKIL | Loan |
| 06 Aug 19 | L. Millar Liam Millar | LiverpoolLIV | → | KilmarnockKIL | Loan |
| 02 Aug 19 | S. McLoughlin Sean McLoughlin |  Hull CityHUL | → | St MirrenSTM | Loan |
| 02 Aug 19 | S. McLoughlin Sean McLoughlin | Hull CityHUL | → | St MirrenSTM | Loan |
| 13 Jul 19 | F. Helander Filip Helander |  BolognaBOL | → | RangersRAN | Undisclosed |
| 13 Jul 19 | F. Helander Filip Helander | BolognaBOL | → | RangersRAN | Undisclosed |
| 09 Jul 19 | G. Mackay-Steven Gary Mackay-Steven | AberdeenABER | → |  New York City FCNYC | Free |
| 09 Jul 19 | G. Mackay-Steven Gary Mackay-Steven | AberdeenABER | → | New York City FCNYC | Free |
| 08 Jul 19 | S. Dandery Seedorf Sherwin Dandery Seedorf | Wolverhampton WanderersWOL | → |  MotherwellMOT | Undisclosed |
| 08 Jul 19 | S. Dandery Seedorf Sherwin Dandery Seedorf | Wolverhampton WanderersWOL | → | MotherwellMOT | Undisclosed |
| 08 Jul 19 | L. Branescu Laurentiu Branescu | JuventusJUV | → | KilmarnockKIL | Loan |
| 08 Jul 19 | L. Branescu Laurentiu Branescu | JuventusJUV | → | KilmarnockKIL | Loan |
| 04 Jul 19 | S. Power Simon Power |  Norwich CityNOR | → |  Ross CountyROSS | Loan |
| 04 Jul 19 | S. Power Simon Power | Norwich CityNOR | → | Ross CountyROSS | Loan |
| 03 Jul 19 | B. Bolingoli-Mbombo Boli Bolingoli-Mbombo |  Rapid ViennaVIE | → | CelticCEL | Undisclosed |
| 03 Jul 19 | J. Wilson James Wilson | Manchester UnitedMAN | → | AberdeenABER | Free |
| 03 Jul 19 | J. Wilson James Wilson | Manchester UnitedMAN | → | AberdeenABER | Free |
| 02 Jul 19 | M. Milligan Mark Milligan |  HibernianHIBS | → |  Southend UnitedSOUT | Free |
| 01 Jul 19 | R. Hedges Ryan Hedges |  BarnsleyBAR | → | AberdeenABER | Free |
| 01 Jul 19 | S. Davis Steven Davis | SouthamptonSOU | → | RangersRAN | Free |
| 01 Jul 19 | C. Washington Conor Washington |  Sheffield UnitedSHU | → | Heart of MidlothianHOM | Free |
| 01 Jul 19 | S. Ojo Sheyi Ojo | LiverpoolLIV | → | RangersRAN | Loan |
| 01 Jul 19 | M. Sarkic Matija Sarkic |  Aston VillaAVL | → | LivingstonLIV | Loan |
| 01 Jul 19 | C. Bryson Craig Bryson | Derby CountyDER | → | AberdeenABER | Free |
| 01 Jul 19 | G. Shinnie Graeme Shinnie | AberdeenABER | → | Derby CountyDER | Free |
| 01 Jul 19 | L. Wallace Lee Wallace | RangersRAN | → | Queens Park RangersQPR | Free |
| 01 Jul 19 | C. Maxwell Chris Maxwell |  Preston North EndPNE | → | HibernianHIBS | Loan |
| 01 Jul 19 | D. Boyata Dedryck Boyata | CelticCEL | → |  Hertha BerlinHERT | Free |
| 01 Jul 19 | T. Aldred Tom Aldred | MotherwellMOT | → |  Brisbane RoarBRR | Free |
| 01 Jul 19 | D. Boyata Dedryck Boyata | CelticCEL | → | Hertha BerlinHERT | Free |
| 01 Jul 19 | C. Bryson Craig Bryson | Derby CountyDER | → | AberdeenABER | Free |
| 01 Jul 19 | S. Davis Steven Davis | SouthamptonSOU | → | RangersRAN | Free |
| 01 Jul 19 | G. Shinnie Graeme Shinnie | AberdeenABER | → | Derby CountyDER | Free |
| 01 Jul 19 | L. Wallace Lee Wallace | RangersRAN | → | Queens Park RangersQPR | Free |
| 01 Jul 19 | C. Washington Conor Washington | Sheffield UnitedSHU | → | Heart of MidlothianHOM | Free |
| 01 Jul 19 | C. Maxwell Chris Maxwell | Preston North EndPNE | → | HibernianHIBS | Loan |
| 01 Jul 19 | S. Ojo Sheyi Ojo | LiverpoolLIV | → | RangersRAN | Loan |
| 01 Jul 19 | M. Sarkic Matija Sarkic | Aston VillaAVL | → | LivingstonLIV | Loan |
| 01 Jul 19 | T. Aldred Tom Aldred | MotherwellMOT | → | Brisbane RoarBRR | Free |
| 28 Jun 19 | C. Jullien Christopher Jullien |  ToulouseTOUL | → | CelticCEL | Undisclosed |
| 28 Jun 19 | C. Jullien Christopher Jullien | ToulouseTOUL | → | CelticCEL | Undisclosed |
| 22 Jun 19 | J. Gallagher Jon Gallagher |  Atlanta United FCATL | → | AberdeenABER | Loan |
| 22 Jun 19 | J. Gallagher Jon Gallagher | Atlanta United FCATL | → | AberdeenABER | Loan |
| 14 Jun 19 | L. Kelly Liam Kelly | LivingstonLIV | → | Queens Park RangersQPR | Undisclosed |
| 14 Jun 19 | L. Kelly Liam Kelly | LivingstonLIV | → | Queens Park RangersQPR | Undisclosed |
| 31 Jan 19 | L. Morgan Lewis Morgan | CelticCEL | → |  SunderlandSUN | Loan |
| 31 Jan 19 | S. Bain Scott Bain | KLXKarpaty LvivKarpaty Lviv | → | CelticCEL | Undisclosed |
| 31 Jan 19 | J. Toljan Jeremy Toljan |  Borussia DortmundDOR | → | CelticCEL | Loan |
| 31 Jan 19 | J. Toljan Jeremy Toljan | Borussia DortmundDOR | → | CelticCEL | Loan |
| 30 Jan 19 | M. Polster Matt Polster |  Chicago Fire FCCHI | → | RangersRAN | Undisclosed |
| 30 Jan 19 | M. Polster Matt Polster | Chicago Fire FCCHI | → | RangersRAN | Undisclosed |
| 26 Jan 19 | A. Dreyer Anders Dreyer |  Brighton & Hove AlbionBHA | → | St MirrenSTM | Loan |
| 26 Jan 19 | A. Dreyer Anders Dreyer | Brighton & Hove AlbionBHA | → | St MirrenSTM | Loan |
| 23 Jan 19 | C. Brown Ciaron Brown |  Cardiff CityCAR | → | LivingstonLIV | Loan |
| 23 Jan 19 | C. Brown Ciaron Brown | Cardiff CityCAR | → | LivingstonLIV | Loan |
| 18 Jan 19 | G. Stewart Greg Stewart |  Birmingham CityBIR | → | KilmarnockKIL | Loan |
| 18 Jan 19 | G. Stewart Greg Stewart | Birmingham CityBIR | → | KilmarnockKIL | Loan |
| 18 Jan 19 | K. McAllister Kyle McAllister | Derby CountyDER | → | St MirrenSTM | Loan |
| 18 Jan 19 | K. McAllister Kyle McAllister | Derby CountyDER | → | St MirrenSTM | Loan |
| 15 Jan 19 | B. Lyons Brad Lyons |  Blackburn RoversBLK | → | St MirrenSTM | Loan |
| 15 Jan 19 | B. Lyons Brad Lyons | Blackburn RoversBLK | → | St MirrenSTM | Loan |
| 07 Jan 19 | C. Shaughnessy Conor Shaughnessy |  Leeds UnitedLEE | → | Heart of MidlothianHOM | Loan |
| 07 Jan 19 | G. Ariyibi Gboly Ariyibi |  Nottingham ForestFOR | → | MotherwellMOT | Loan |
| 07 Jan 19 | T. Weah Timothy Weah |  Paris Saint-Germain PSG | → | CelticCEL | Loan |
| 07 Jan 19 | T. Weah Timothy Weah | Paris Saint-Germain PSG | → | CelticCEL | Loan |
| 07 Jan 19 | C. Shaughnessy Conor Shaughnessy | Leeds UnitedLEE | → | Heart of MidlothianHOM | Loan |
| 07 Jan 19 | O. Burke Oliver Burke |  West Bromwich AlbionWBA | → | CelticCEL | Loan |
| 07 Jan 19 | G. Ariyibi Gboly Ariyibi | Nottingham ForestFOR | → | MotherwellMOT | Loan |
| 07 Jan 19 | O. Burke Oliver Burke | West Bromwich AlbionWBA | → | CelticCEL | Loan |
| 06 Jan 19 | J. Defoe Jermain Defoe |  AFC BournemouthBOU | → | RangersRAN | Loan |
| 06 Jan 19 | J. Defoe Jermain Defoe | AFC BournemouthBOU | → | RangersRAN | Loan |
| 05 Jan 19 | R. McCormack Ross McCormack | Aston VillaAVL | → | MotherwellMOT | Loan |
| 05 Jan 19 | R. McCormack Ross McCormack | Aston VillaAVL | → | MotherwellMOT | Loan |