Home History
| England - League 2 | 2019/10/05 14:00 | Oldham v Cheltenham | D | 1-1 |
| England - League 2 | 2019/09/28 14:00 | Cheltenham v Crewe | D | 1-1 |
| England - League 2 | 2019/09/21 14:00 | Plymouth v Cheltenham | W | 0-2 |
| England - League 2 | 2019/09/17 18:45 | Cheltenham v Bradford | W | 3-2 |
| England - League 2 | 2019/09/14 14:00 | Salford City v Cheltenham | W | 0-2 |
| England - League 2 | 2019/09/07 14:00 | Cheltenham v Stevenage | W | 4-2 |
| England - EFL Trophy | 2019/09/03 18:45 | Exeter v Cheltenham | L | 1-0 |
| England - League 2 | 2019/08/31 14:00 | Crawley Town v Cheltenham | L | 1-0 |
Away History
| England - EFL Trophy | 2019/09/04 18:45 | Newport County v West Ham U21 | W | 4-5 |
| England - EFL Trophy | 2018/11/06 19:45 | Yeovil v West Ham U21 | L | 4-0 |
| England - EFL Trophy | 2018/09/25 18:45 | Exeter v West Ham U21 | L | 2-0 |
| England - EFL Trophy | 2018/09/18 18:45 | Bristol Rovers v West Ham U21 | L | 2-0 |
| England - EFL Trophy | 2017/12/05 19:45 | Luton v West Ham U21 | L | 4-0 |
| England - EFL Trophy | 2017/11/28 19:45 | Wycombe v West Ham U21 | L | 2-0 |
| England - EFL Trophy | 2017/10/31 19:45 | Bristol Rovers v West Ham U21 | W | 1-3 |
| England - EFL Trophy | 2017/08/15 18:45 | Swindon v West Ham U21 | W | 2-3 |