League Two | 10/08/19 | Macclesfield Town | - | Leyton Orient | 3:0 | ||||
League Two | 14/11/20 | Colchester United | - | Leyton Orient | 2:1 | ||||
League Two | 06/02/21 | Leyton Orient | - | Colchester United | 0:0 | ||||
League Two | 05/02/22 | Leyton Orient | - | Colchester United | 0:1 |