| League Two | 01.02.20 | Stevenage FC | - | Leyton Orient | 0:3 | ||||
| League Two | 26.12.20 | Cambridge United | - | Leyton Orient | 2:1 | ||||
| League Two | 20.04.21 | Leyton Orient | - | Cambridge United | 2:4 | ||||
| League One | 26.08.23 | Leyton Orient | - | Cambridge United | 2:0 | ||||
| League One | 01.01.24 | Cambridge United | - | Leyton Orient | 0:2 | ||||
| League One | 21.04.25 | Cambridge United | - | Leyton Orient | 1:2 |
England