Head to Head
| England National League | 2019/01/26 15:00 | Leyton Orient v Maidstone Utd | L | 3-0 |
| England FA Cup Qualification | 2018/10/20 14:00 | Maidstone Utd v Leyton Orient | W | 2-0 |
| England National League | 2018/08/14 18:45 | Maidstone Utd v Leyton Orient | L | 1-2 |
| England National League | 2017/12/23 15:00 | Maidstone Utd v Leyton Orient | L | 0-2 |
| England National League | 2017/08/12 14:00 | Leyton Orient v Maidstone Utd | L | 2-0 |