| 1. Round | 23/11/2021 | Hyderabad FC | - | Chennaiyin FC | 0:1 | ||||
| 3. Round | 29/11/2021 | NorthEast United FC | - | Chennaiyin FC | 1:2 |  |
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| 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 | ||||
| 6. Round | 15/12/2021 | Mumbai City FC | - | Chennaiyin FC | 1:0 |  |
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| 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 | ||||
| 11. Round | 08/01/2022 | FC Goa | - | Chennaiyin FC | 1:0 | ||||
| 12. Round | 13/01/2022 | Chennaiyin FC | - | Hyderabad FC | 1:1 | ||||
| 15. Round | 26/01/2022 | Bengaluru FC | - | Chennaiyin FC | 3:0 |
India