| 1. Round | 04/12/2019 | East Bengal FC | - | Real Kashmir | 1:1 |  |
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| 2. Round | 07/12/2019 | Punjab FC | - | East Bengal FC | 1:1 | ||||
| 3. Round | 10/12/2019 | NEROCA FC | - | East Bengal FC | 1:4 | |
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| 4. Round | 14/12/2019 | TRAU FC | - | East Bengal FC | 1:2 | |
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| 6. Round | 04/01/2020 | Churchill Brothers | - | East Bengal FC | 1:0 |  |
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| 8. Round | 15/01/2020 | East Bengal FC | - | Gokulam Kerala | 1:3 | ||||
| 5. Round | 19/01/2020 | Mohun Bagan FC | - | East Bengal FC | 2:1 | |
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| 10. Round | 25/01/2020 | Chennai City FC | - | East Bengal FC | 0:2 | |
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| 11. Round | 01/02/2020 | East Bengal FC | - | Indian Arrows | 0:1 |  |
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| 13. Round | 13/02/2020 | East Bengal FC | - | Punjab FC | 1:1 | ||||
| 14. Round | 17/02/2020 | Indian Arrows | - | East Bengal FC | 1:3 | ||||
| 15. Round | 23/02/2020 | TRAU FC | - | East Bengal FC | 2:4 | |
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| 16. Round | 29/02/2020 | East Bengal FC | - | Churchill Brothers | 1:1 | ||||
| 17. Round | 03/03/2020 | Gokulam Kerala | - | East Bengal FC | 1:1 | |
Spain