1. Round | 04/08/2018 | Salford City | - | Leyton Orient | 1:1 | ||||
2. Round | 07/08/2018 | Leyton Orient | - | Ebbsfleet United | 1:1 | ||||
4. Round | 14/08/2018 | Maidstone United | - | Leyton Orient | 1:2 | ||||
5. Round | 18/08/2018 | Leyton Orient | - | Boreham Wood | 1:0 | ||||
7. Round | 27/08/2018 | Leyton Orient | - | Dover Athletic | 3:0 | ||||
9. Round | 04/09/2018 | Leyton Orient | - | Solihull Moors | 3:0 | ||||
23. Round | 01/12/2018 | Leyton Orient | - | Gateshead FC | 2:0 | ||||
24. Round | 08/12/2018 | Boreham Wood | - | Leyton Orient | 1:0 | ||||
27. Round | 29/12/2018 | Dover Athletic | - | Leyton Orient | 0:0 | ||||
28. Round | 01/01/2019 | Leyton Orient | - | Dagenham & Redbridge | 1:0 | ||||
29. Round | 05/01/2019 | Leyton Orient | - | Salford City | 0:3 | ||||
30. Round | 19/01/2019 | Ebbsfleet United | - | Leyton Orient | 2:0 | ||||
31. Round | 26/01/2019 | Leyton Orient | - | Maidstone United | 3:0 | ||||
33. Round | 09/02/2019 | Hartlepool United | - | Leyton Orient | 1:1 | ||||
41. Round | 30/03/2019 | Barnet FC | - | Leyton Orient | 0:0 | ||||
39. Round | 02/04/2019 | Bromley FC | - | Leyton Orient | 2:1 | ||||
42. Round | 06/04/2019 | Leyton Orient | - | Halifax Town | 2:2 | ||||
40. Round | 09/04/2019 | Leyton Orient | - | Eastleigh FC | 3:2 |