2. Round | 28/10/2018 | FC Goa | - | FC Pune City | 4:2 | ||||
3. Round | 02/11/2018 | FC Pune City | - | Kerala Blasters | 1:1 | ||||
3. Round | 10/11/2018 | ATK | - | FC Pune City | 1:0 | ||||
3. Round | 21/11/2018 | FC Pune City | - | Jamshedpur FC | 2:1 | ||||
3. Round | 27/11/2018 | FC Pune City | - | NorthEast United FC | 0:2 | ||||
3. Round | 30/11/2018 | Bengaluru FC | - | FC Pune City | 2:1 | ||||
7. Round | 02/03/2019 | FC Pune City | - | Mumbai City FC | 2:1 |