Home History
| UK Friendlies | 2021/07/31 14:00 | Cheltenham v Walsall | W | 2-0 |
| UK Friendlies | 2021/07/27 18:45 | Hereford FC v Cheltenham | W | 1-8 |
| Club Friendly List | 2021/07/24 14:00 | Cheltenham v Coventry | W | 2-0 |
| Club Friendly List | 2021/07/20 18:00 | Kidderminster v Cheltenham | W | 1-2 |
| Club Friendly List | 2021/07/17 14:00 | Cheltenham v Birmingham | L | 0-3 |
| England League 2 | 2021/05/08 14:00 | Cheltenham v Harrogate Town | W | 4-1 |
| England League 2 | 2021/05/01 14:00 | Newport County v Cheltenham | L | 1-0 |
| England League 2 | 2021/04/27 18:00 | Cheltenham v Carlisle | D | 1-1 |
Away History
| England EFL Trophy | 2020/11/18 18:00 | Bristol Rovers v Chelsea U21 | L | 4-3 |
| England EFL Trophy | 2020/09/29 18:00 | Walsall v Chelsea U21 | W | 4-6 |
| England EFL Trophy | 2020/09/08 18:00 | Oxford Utd v Chelsea U21 | L | 2-1 |
| England EFL Trophy | 2019/12/03 19:45 | Walsall v Chelsea U21 | L | 3-2 |
| England EFL Trophy | 2019/10/29 19:45 | Plymouth v Chelsea U21 | W | 0-1 |
| England EFL Trophy | 2019/09/24 18:45 | Bristol Rovers v Chelsea U21 | L | 2-1 |
| England EFL Trophy | 2019/08/06 18:45 | Swindon v Chelsea U21 | W | 2-3 |
| England EFL Trophy | 2019/01/09 19:00 | Chelsea U21 v Peterborough | L | 1-3 |