| League Two | 22/10/22 | Carlisle United | - | Leyton Orient | 2:3 | ||||
| League Two | 01/04/23 | Leyton Orient | - | Carlisle United | 1:0 | ||||
| League One | 14/10/23 | Carlisle United | - | Leyton Orient | 0:1 | ||||
| FA Cup | 04/11/23 | Leyton Orient | - | Carlisle United | 3:1 | ||||
| Playoffs | 10/05/25 | Leyton Orient | - | Stockport County | 2:2 |
England