| 1. Round | 24/11/2020 | Jamshedpur FC | - | Chennaiyin FC | 1:2 | ||||
| 3. Round | 29/11/2020 | Chennaiyin FC | - | Kerala Blasters | 0:0 | ||||
| 4. Round | 04/12/2020 | Chennaiyin FC | - | Bengaluru FC | 0:1 | ||||
| 5. Round | 09/12/2020 | Mumbai City FC | - | Chennaiyin FC | 2:1 |  |
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| 6. Round | 13/12/2020 | NorthEast United FC | - | Chennaiyin FC | 0:0 | ||||
| 14. Round | 21/01/2021 | ATK Mohun Bagan FC | - | Chennaiyin FC | 1:0 | ||||
| 15. Round | 25/01/2021 | Chennaiyin FC | - | Mumbai City FC | 1:1 | ||||
| 16. Round | 31/01/2021 | Hyderabad FC | - | Chennaiyin FC | 2:0 | |
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| 17. Round | 05/02/2021 | Bengaluru FC | - | Chennaiyin FC | 0:0 | ||||
| 18. Round | 10/02/2021 | Chennaiyin FC | - | Jamshedpur FC | 0:1 | ||||
| 19. Round | 13/02/2021 | Chennaiyin FC | - | FC Goa | 2:2 |
India