[1] Chelsea U21 4-1 Colchester U21 [3] 2024-01-22 19:00
Stadium: The Electrical Services Stadium Round: 5
Head to Head
| Anglia - Premier League Cup U21 | 2023/10/06 18:00 | Colchester U21 v Chelsea U21 | W | 2-5 |
Home History
| Anglia - Premier League 2 | 2024/01/12 19:00 | Chelsea U21 v Man Utd U21 | W | 3-2 |
| Premier League International Cup | 2024/01/09 19:00 | Chelsea U21 v Valencia U21 | D | 1-1 |
| Premier League International Cup | 2023/12/20 19:00 | Chelsea U21 v Celtic U21 | W | 3-1 |
| Anglia - Premier League 2 | 2023/12/17 13:00 | Liverpool U21 v Chelsea U21 | L | 2-1 |
| Anglia - Premier League Cup U21 | 2023/12/12 19:00 | Luton U21 v Chelsea U21 | W | 1-2 |
| Europa - Towarzyskie | 2023/11/28 18:00 | Chelsea U21 v Strasbourg II | L | 1-4 |
| Anglia - Premier League Cup U21 | 2023/11/12 13:00 | Leeds U21 v Chelsea U21 | W | 1-2 |
| Anglia - EFL Trophy | 2023/11/07 19:00 | Oxford Utd v Chelsea U21 | L | 5-0 |
Away History
| Anglia - Development League 2 | 2024/01/12 12:00 | Colchester U21 v Swansea U21 | L | 1-2 |
| Anglia - Premier League Cup U21 | 2023/12/11 19:00 | Colchester U21 v Leeds U21 | L | 1-2 |
| Anglia - Development League 2 | 2023/12/05 13:00 | Bristol City U21 v Colchester U21 | L | 4-2 |
| Anglia - Development League 2 | 2023/12/01 14:00 | Swansea U21 v Colchester U21 | L | 4-1 |
| Anglia - Development League 2 | 2023/11/27 14:00 | Colchester U21 v QPR U21 | L | 3-6 |
| Anglia - Premier League Cup U21 | 2023/11/08 19:00 | Colchester U21 v Luton U21 | W | 2-0 |
| Anglia - Development League 2 | 2023/10/31 19:00 | Ipswich U21 v Colchester U21 | L | 2-0 |
| Anglia - Premier League Cup U21 | 2023/10/06 18:00 | Colchester U21 v Chelsea U21 | L | 2-5 |