1. Round | 03/08/2019 | Leyton Orient | - | Cheltenham Town | 1:0 | ||||
20. Round | 07/12/2019 | Oldham Athletic | - | Leyton Orient | 1:1 | ||||
21. Round | 14/12/2019 | Leyton Orient | - | Bradford City | 0:0 | ||||
22. Round | 21/12/2019 | Cambridge United | - | Leyton Orient | 2:3 | ||||
23. Round | 26/12/2019 | Leyton Orient | - | Colchester United | 1:3 | ||||
24. Round | 29/12/2019 | Newport County | - | Leyton Orient | 1:1 | ||||
25. Round | 01/01/2020 | Walsall FC | - | Leyton Orient | 1:0 | ||||
27. Round | 11/01/2020 | Leyton Orient | - | Grimsby Town | 1:1 | ||||
28. Round | 18/01/2020 | Port Vale FC | - | Leyton Orient | 1:0 | ||||
26. Round | 21/01/2020 | Leyton Orient | - | Northampton Town | 1:1 | ||||
29. Round | 25/01/2020 | Leyton Orient | - | Newport County | 2:1 | ||||
30. Round | 28/01/2020 | Crewe Alexandra | - | Leyton Orient | 2:0 |