| 1. Round | 31/10/2023 | Namdhari FC | - | Churchill Brothers | 0:0 | ||||
| 3. Round | 08/11/2023 | Real Kashmir | - | Churchill Brothers | 1:3 |  |
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| 4. Round | 13/11/2023 | Rajasthan United | - | Churchill Brothers | 2:0 | ||||
| 5. Round | 17/11/2023 | Churchill Brothers | - | Inter Kashi | 1:2 | |
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| 6. Round | 22/11/2023 | Churchill Brothers | - | TRAU FC | 4:0 | |
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| 7. Round | 26/11/2023 | Gokulam Kerala | - | Churchill Brothers | 1:1 | ||||
| 8. Round | 01/12/2023 | Delhi FC | - | Churchill Brothers | 2:1 | ||||
| 9. Round | 06/12/2023 | Shillong Lajong FC | - | Churchill Brothers | 2:0 | ||||
| 10. Round | 10/12/2023 | Churchill Brothers | - | NEROCA FC | 4:1 | |
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| 11. Round | 17/12/2023 | Churchill Brothers | - | Mohammedan SC | 0:0 |
Argentina