| Nat. League | 14/08/18 | Maidstone United | - | Leyton Orient | 1:2 | ||||
| Nat. League | 25/09/18 | Braintree Town | - | Leyton Orient | 1:5 | ||||
| Nat. League | 01/01/19 | Leyton Orient | - | Dagenham & Redbridge | 1:0 | ||||
| League Two | 26/10/19 | Leyton Orient | - | Carlisle United | 1:1 | ||||
| EFL Trophy | 04/12/19 | Bristol Rovers | - | Leyton Orient | 4:2 pso | ||||
| League Two | 25/01/20 | Leyton Orient | - | Newport County | 2:1 | ||||
| League Two | 19/09/20 | Leyton Orient | - | Mansfield Town | 2:2 | ||||
| League Two | 19/03/22 | Leyton Orient | - | Rochdale AFC | 3:1 |
England