Home History
| England League 2 | 2021/09/11 14:00 | Leyton Orient v Oldham | W | 4-0 |
| England League 2 | 2021/09/04 14:00 | Newport County v Leyton Orient | D | 2-2 |
| England League 2 | 2021/08/28 14:00 | Leyton Orient v Bradford | W | 2-0 |
| England League 2 | 2021/08/24 18:45 | Leyton Orient v Harrogate Town | L | 0-2 |
| England League 2 | 2021/08/21 14:00 | Carlisle v Leyton Orient | D | 1-1 |
| England League 2 | 2021/08/14 14:00 | Leyton Orient v Exeter | W | 3-0 |
| England EFL Cup | 2021/08/11 18:45 | Leyton Orient v QPR | L | 4-6 |
| England League 2 | 2021/08/07 14:00 | Salford City v Leyton Orient | D | 1-1 |
Away History
| England EFL Trophy | 2020/11/11 19:00 | Milton Keynes Dons v Southampton U21 | W | 1-2 |
| England EFL Trophy | 2020/10/06 18:30 | Northampton v Southampton U21 | L | 5-0 |
| England EFL Trophy | 2020/09/22 18:00 | Stevenage v Southampton U21 | L | 2-1 |
| England EFL Trophy | 2019/11/05 19:45 | Coventry v Southampton U21 | L | 3-2 |
| England EFL Trophy | 2019/10/01 18:00 | Walsall v Southampton U21 | L | 1-0 |
| England EFL Trophy | 2019/09/03 18:00 | Forest Green v Southampton U21 | L | 3-2 |
| England Premier League 2 | 2018/11/23 19:00 | Norwich U21 v Southampton U21 | D | 0-0 |
| England EFL Trophy | 2018/11/14 19:45 | Southend v Southampton U21 | L | 3-0 |