5. Round | 24/08/2019 | Leyton Orient | - | Crawley Town | 2:3 | ||||
6. Round | 31/08/2019 | Salford City | - | Leyton Orient | 1:1 | ||||
13. Round | 12/10/2019 | Leyton Orient | - | Walsall FC | 3:1 | ||||
21. Round | 14/12/2019 | Leyton Orient | - | Bradford City | 0:0 | ||||
22. Round | 21/12/2019 | Cambridge United | - | Leyton Orient | 2:3 | ||||
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 |