| 1. Round | 15/11/2022 | Churchill Brothers | - | Rajasthan United | 1:2 |  |
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| 2. Round | 20/11/2022 | Churchill Brothers | - | Sreenidi Deccan | 2:3 | |
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| 3. Round | 24/11/2022 | Kenkre FC | - | Churchill Brothers | 1:1 | ||||
| 4. Round | 28/11/2022 | Real Kashmir | - | Churchill Brothers | 0:3 dec. | ||||
| 5. Round | 02/12/2022 | Churchill Brothers | - | Aizawl FC | 1:1 | |
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| 6. Round | 06/12/2022 | Churchill Brothers | - | Mohammedan SC | 2:1 |  |
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| 8. Round | 16/12/2022 | Churchill Brothers | - | Punjab FC | 0:0 | ||||
| 12. Round | 17/01/2023 | Rajasthan United | - | Churchill Brothers | 0:5 | ||||
| 16. Round | 07/02/2023 | Mohammedan SC | - | Churchill Brothers | 1:2 | ||||
| 17. Round | 10/02/2023 | TRAU FC | - | Churchill Brothers | 3:2 | |
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| 19. Round | 22/02/2023 | Churchill Brothers | - | Kenkre FC | 3:2 | ||||
| 22. Round | 11/03/2023 | NEROCA FC | - | Churchill Brothers | 0:1 |  |
India