| 1. Round | 15/10/2014 | FC Goa | - | Chennaiyin FC | 1:2 | ||||
| 1. Round | 21/10/2014 | Chennaiyin FC | - | Kerala Blasters | 2:1 |  |
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| 1. Round | 25/10/2014 | Delhi Dynamos FC | - | Chennaiyin FC | 4:1 | ||||
| 1. Round | 28/10/2014 | Chennaiyin FC | - | Mumbai City FC | 5:1 |  |
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| 2. Round | 04/11/2014 | Chennaiyin FC | - | Atlético de Kolkata | 1:1 | ||||
| 2. Round | 08/11/2014 | Chennaiyin FC | - | NorthEast United FC | 2:2 | ||||
| 2. Round | 11/11/2014 | FC Pune City | - | Chennaiyin FC | 1:1 | |
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| 2. Round | 14/11/2014 | Atlético de Kolkata | - | Chennaiyin FC | 0:0 | ||||
| 2. Round | 19/11/2014 | Chennaiyin FC | - | FC Pune City | 3:1 | |
Colombia