| 2. Round | 03/10/2018 | Delhi Dynamos FC | - | FC Pune City | 1:1 | ||||
| 2. Round | 20/10/2018 | Kerala Blasters | - | Delhi Dynamos FC | 1:1 | ||||
| 2. Round | 23/10/2018 | Delhi Dynamos FC | - | Chennaiyin FC | 0:0 | ||||
| 2. Round | 27/10/2018 | Mumbai City FC | - | Delhi Dynamos FC | 2:0 | ||||
| 2. Round | 30/10/2018 | Delhi Dynamos FC | - | NorthEast United FC | 0:2 | ||||
| 3. Round | 04/11/2018 | Delhi Dynamos FC | - | Jamshedpur FC | 2:2 | ||||
| 3. Round | 08/11/2018 | FC Goa | - | Delhi Dynamos FC | 3:2 | ||||
| 3. Round | 26/11/2018 | Bengaluru FC | - | Delhi Dynamos FC | 1:0 | ||||
| 4. Round | 03/12/2018 | Delhi Dynamos FC | - | Mumbai City FC | 2:4 |  |
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| 4. Round | 12/12/2018 | Jamshedpur FC | - | Delhi Dynamos FC | 2:1 |  |
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| 4. Round | 15/12/2018 | Chennaiyin FC | - | Delhi Dynamos FC | 1:3 | ||||
| 5. Round | 31/01/2019 | Delhi Dynamos FC | - | Kerala Blasters | 2:0 | |
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| 6. Round | 04/02/2019 | Delhi Dynamos FC | - | FC Goa | 0:0 | ||||
| 6. Round | 07/02/2019 | NorthEast United FC | - | Delhi Dynamos FC | 1:1 | |
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| 6. Round | 17/02/2019 | Delhi Dynamos FC | - | Bengaluru FC | 3:2 | ||||
| 6. Round | 24/02/2019 | FC Pune City | - | Delhi Dynamos FC | 1:3 | ||||
| 7. Round | 03/03/2019 | ATK | - | Delhi Dynamos FC | 2:1 |
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