1. Round | 06/08/2016 | Cheltenham Town | - | Leyton Orient | 1:1 | ||||
2. Round | 13/08/2016 | Leyton Orient | - | Newport County | 0:1 | ||||
3. Round | 16/08/2016 | Leyton Orient | - | Stevenage FC | 3:0 | ||||
6. Round | 03/09/2016 | Morecambe FC | - | Leyton Orient | 1:2 | ||||
7. Round | 10/09/2016 | Carlisle United | - | Leyton Orient | 2:2 | ||||
8. Round | 17/09/2016 | Leyton Orient | - | Yeovil Town | 0:1 | ||||
9. Round | 24/09/2016 | Notts County | - | Leyton Orient | 3:1 | ||||
10. Round | 27/09/2016 | Leyton Orient | - | Plymouth Argyle | 0:2 | ||||
14. Round | 22/10/2016 | Hartlepool United | - | Leyton Orient | 1:3 | ||||
15. Round | 29/10/2016 | Leyton Orient | - | Crewe Alexandra | 0:2 | ||||
16. Round | 12/11/2016 | Colchester United | - | Leyton Orient | 0:3 | ||||
17. Round | 19/11/2016 | Leyton Orient | - | Blackpool FC | 1:2 | ||||
18. Round | 22/11/2016 | Leyton Orient | - | Exeter City | 0:1 | ||||
19. Round | 26/11/2016 | Doncaster Rovers | - | Leyton Orient | 3:1 | ||||
20. Round | 10/12/2016 | Leyton Orient | - | Accrington Stanley | 1:0 | ||||
21. Round | 17/12/2016 | Wycombe Wanderers | - | Leyton Orient | 1:0 | ||||
24. Round | 02/01/2017 | Exeter City | - | Leyton Orient | 4:0 |