League Two | 10.08.19 | Macclesfield Town | - | Leyton Orient | 3:0 | ||||
League Two | 08.02.20 | Leyton Orient | - | Macclesfield Town | 1:1 | ||||
League Two | 28.08.21 | Leyton Orient | - | Bradford City | 2:0 | ||||
League Two | 18.03.23 | Leyton Orient | - | Colchester United | 2:2 |