| P | # | Player | Born | Height | Weight | Contract | |
|---|---|---|---|---|---|---|---|
| D | Ethan Ampadu | 2000-09-14 | 175 | 63 | 2019-06-30 |
| Date | Player | From | To | Status | Src |
|---|---|---|---|---|---|
| 30.Jun | Charly Musonda Jr. (M) | Real Betis | Chelsea FC Reserves | Confirmed | |
| 30.Jan | Charly Musonda Jr. (M) | Chelsea FC Reserves | Real Betis | Confirmed | |
| 1.Sep | Nathaniel Chalobah (M) | Chelsea FC Reserves | Burnley FC | Confirmed | |
| 31.Jul | Isak Ssewankambo (D) | Chelsea FC Reserves | NAC Breda | Confirmed | |
| 2.Jul | Amin Affane (M) | Chelsea FC Reserves | FC Energie Cottbus | Confirmed | |
| 19.Jul | Marko Mitrovic (F) | Chelsea FC Reserves | Brescia Calcio | Confirmed | |
| 12.Jul | Marko Mitrovic (F) | Chelsea FC Reserves | Odense BK | Rumour | |
| 31.Jan | Philipp Prosenik (F) | Chelsea FC Reserves | AC Milan | Confirmed | |
| 26.Jan | Lucas Piazon (M) | Chelsea FC Reserves | Chelsea FC Reserves | Extension | |
| 16.Jan | Patrick Van Aanholt (D) | Chelsea FC Reserves | Vitesse Arnhem | Confirmed |