2. Round | 12/08/2023 | Leyton Orient | - | Portsmouth FC | 0:4 | ||||
3. Round | 15/08/2023 | Wycombe Wanderers | - | Leyton Orient | 3:2 | ||||
4. Round | 19/08/2023 | Blackpool FC | - | Leyton Orient | 0:0 | ||||
5. Round | 26/08/2023 | Leyton Orient | - | Cambridge United | 2:0 | ||||
6. Round | 02/09/2023 | Leyton Orient | - | Stevenage FC | 0:3 | ||||
12. Round | 07/10/2023 | Leyton Orient | - | Reading FC | 2:1 | ||||
13. Round | 14/10/2023 | Carlisle United | - | Leyton Orient | 0:1 | ||||
15. Round | 24/10/2023 | Northampton Town | - | Leyton Orient | 2:2 | ||||
17. Round | 11/11/2023 | Leyton Orient | - | Oxford United | 2:3 | ||||
11. Round | 21/11/2023 | Leyton Orient | - | Lincoln City | 0:1 | ||||
19. Round | 25/11/2023 | Leyton Orient | - | Wigan Athletic | 1:1 | ||||
20. Round | 28/11/2023 | Bristol Rovers | - | Leyton Orient | 1:1 | ||||
28. Round | 13/01/2024 | Portsmouth FC | - | Leyton Orient | 0:3 |