1. Round | 27/10/2018 | NEROCA FC | - | East Bengal FC | 0:2 | ||||
2. Round | 01/11/2018 | Shillong Lajong FC | - | East Bengal FC | 1:3 | ||||
4. Round | 13/11/2018 | East Bengal FC | - | Chennai City FC | 1:2 | ||||
6. Round | 24/11/2018 | Aizawl FC | - | East Bengal FC | 3:2 | ||||
3. Round | 04/12/2018 | East Bengal FC | - | Minerva Punjab FC | 0:1 | ||||
9. Round | 16/12/2018 | East Bengal FC | - | Mohun Bagan FC | 3:2 | ||||
10. Round | 20/12/2018 | Churchill Brothers | - | East Bengal FC | 1:2 | ||||
5. Round | 08/01/2019 | Indian Arrows | - | East Bengal FC | 1:2 | ||||
14. Round | 18/01/2019 | East Bengal FC | - | Indian Arrows | 1:0 | ||||
15. Round | 27/01/2019 | Mohun Bagan FC | - | East Bengal FC | 0:2 | ||||
17. Round | 07/02/2019 | East Bengal FC | - | NEROCA FC | 2:1 | ||||
18. Round | 28/02/2019 | Real Kashmir | - | East Bengal FC | 1:2 | ||||
21. Round | 03/03/2019 | Minerva Punjab FC | - | East Bengal FC | 0:1 |