| 1. Round | 23/11/2021 | Hyderabad FC | - | Chennaiyin FC | 0:1 |  |
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| 3. Round | 29/11/2021 | NorthEast United FC | - | Chennaiyin FC | 1:2 | ||||
| 4. Round | 03/12/2021 | Chennaiyin FC | - | SC East Bengal | 0:0 | ||||
| 5. Round | 11/12/2021 | ATK Mohun Bagan FC | - | Chennaiyin FC | 1:1 | |
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| 6. Round | 15/12/2021 | Mumbai City FC | - | Chennaiyin FC | 1:0 | ||||
| 7. Round | 18/12/2021 | Chennaiyin FC | - | Odisha FC | 2:1 | ||||
| 8. Round | 22/12/2021 | Chennaiyin FC | - | Kerala Blasters | 0:3 | ||||
| 9. Round | 30/12/2021 | Chennaiyin FC | - | Bengaluru FC | 2:4 | ||||
| 10. Round | 02/01/2022 | Jamshedpur FC | - | Chennaiyin FC | 0:1 | ||||
| 11. Round | 08/01/2022 | FC Goa | - | Chennaiyin FC | 1:0 | ||||
| 14. Round | 22/01/2022 | Chennaiyin FC | - | NorthEast United FC | 2:1 | |
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| 15. Round | 26/01/2022 | Bengaluru FC | - | Chennaiyin FC | 3:0 | ||||
| 16. Round | 02/02/2022 | SC East Bengal | - | Chennaiyin FC | 2:2 | ||||
| 21. Round | 16/02/2022 | Odisha FC | - | Chennaiyin FC | 2:2 | ||||
| 22. Round | 20/02/2022 | Chennaiyin FC | - | Jamshedpur FC | 1:4 | ||||
| 19. Round | 26/02/2022 | Kerala Blasters | - | Chennaiyin FC | 3:0 | |
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| 20. Round | 03/03/2022 | Chennaiyin FC | - | ATK Mohun Bagan FC | 0:1 |
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