Home History
| England - Development League 2 | 2023/09/29 11:00 | Colchester U21 v Bournemouth U21 | L | 0-1 |
| England - Development League 2 | 2023/09/26 12:00 | Watford U21 v Colchester U21 | L | 2-1 |
| England - U21 Premier League Cup | 2023/09/15 18:00 | Leeds U21 v Colchester U21 | L | 3-2 |
| England - Development League 2 | 2023/09/12 13:00 | Wigan U21 v Colchester U21 | L | 3-0 |
| England - Development League 2 | 2023/09/01 18:00 | Colchester U21 v Burnley U21 | L | 1-4 |
| England - Development League 2 | 2023/08/28 12:00 | Crewe U21 v Colchester U21 | L | 4-0 |
| England - Development League 2 | 2023/08/21 13:00 | Colchester U21 v Barnsley U21 | W | 3-2 |
| England - Development League 2 | 2023/08/15 13:00 | Peterborough U21 v Colchester U21 | W | 0-3 |
Away History
| England - Premier League 2 | 2023/10/02 18:00 | Tottenham U21 v Chelsea U21 | L | 4-2 |
| England - EFL Trophy | 2023/09/26 18:00 | Northampton v Chelsea U21 | W | 5-6 |
| England - Premier League 2 | 2023/09/22 18:00 | Man City U21 v Chelsea U21 | W | 1-2 |
| England - U21 Premier League Cup | 2023/09/19 18:00 | Chelsea U21 v Luton U21 | W | 4-1 |
| Premier League International Cup | 2023/09/16 13:00 | Chelsea U21 v Lyon U21 | L | 1-3 |
| England - Premier League 2 | 2023/09/01 18:00 | Chelsea U21 v West Brom U21 | W | 3-0 |
| England - EFL Trophy | 2023/08/29 18:00 | Milton Keynes Dons v Chelsea U21 | L | 4-1 |
| England - Premier League 2 | 2023/08/25 18:00 | Norwich U21 v Chelsea U21 | L | 3-2 |