5. Round | 15/11/2018 | Churchill Brothers | - | Shillong Lajong FC | 4:2 | ||||
11. Round | 30/12/2018 | Indian Arrows | - | Churchill Brothers | 0:1 | ||||
15. Round | 26/01/2019 | Churchill Brothers | - | Indian Arrows | 2:1 | ||||
18. Round | 09/02/2019 | Churchill Brothers | - | Mohun Bagan FC | 1:1 | ||||
21. Round | 01/03/2019 | Churchill Brothers | - | Chennai City FC | 3:2 | ||||
22. Round | 09/03/2019 | Aizawl FC | - | Churchill Brothers | 2:1 |