| 04 Jul 19 | A. Cáceres Anthony Cáceres |  Manchester CityMNC | → |  Sydney FCSYD | Free |
| 04 Jul 19 | A. Cáceres Anthony Cáceres | Manchester CityMNC | → | Sydney FCSYD | Free |
| 03 Jul 19 | R. McGowan Ryan McGowan |  Bradford CityBRD | → | Sydney FCSYD | Free |
| 02 Jul 19 | A. Baumjohann Alexander Baumjohann |  Western Sydney WanderersWSW | → | Sydney FCSYD | Free |
| 01 Jan 19 | A. Cáceres Anthony Cáceres | Manchester CityMNC | → | Sydney FCSYD | Loan |
| 01 Jan 19 | A. Cáceres Anthony Cáceres | Manchester CityMNC | → | Sydney FCSYD | Loan |