All the games will be played at 3 PM (IST) except for the 'Big Three' teams from Kolkata, whose games will be played under floodlights later in the evening.
| Date | Team 1 | Time (IST) | Team 2 | Ground |
| 27 July 2019 | BSS Sporting | 3:00 | Southern Samity | Barasat Stadium |
| 27 July 2019 | NBP Rainbow | 3:00 | Bhowanipore | Howrah Stadium |
| 27 July 2019 | Kalighat MS | 3:00 | Calcutta Customs | Gayeshpur Stadium |
| 30 July 2019 | Peerless | 3:00 | Southern Samity | Barasat Stadium |
| 30 July 2019 | Aryan Club | 3:00 | George Telegraph | Gayeshpur Stadium |
| 31 July 2019 | BSS Sporting | 3:00 | NBP Rainbow | Gayeshpur Stadium |
| 31 July 2019 | Bhowanipore | 3:00 | Kalighat MS | Barasat Stadium |
| 2 August 2019 | Peerless SC | 3:00 | Aryan Club | Barasat Stadium |
| 5 August 2019 | Mohun Bagan | 3:00 | Peerless | M. Bagan Stadium |
| 6 August 2019 | Kalighat MS | 3:00 | George Telegraph | Gayeshpur Stadium |
| 7 August 2019 | Mohammedan SC | 3:00 | Aryan Club | Mohammedan SC Ground |
| 8 August 2019 | Bhowanipore | 3:00 | Calcutta Customs | Barasat Stadium |
| 9 August 2019 | Quess East Bengal | 3:00 | George Telegraph | E. Bengal Stadium |
| 14 August 2019 | Mohun Bagan | 3:00 | Calcutta Customs | M. Bagan/CFC stadium |
| 17 August 2019 | Quess East Bengal | 3:00 | BSS Sporting | E. Bengal/Aryan |
| 19 August 2019 | Mohammedan SC | 3:00 | Southern Samity | Mohammedan SC Ground |
| 22 August 2019 | Peerless | 3:00 | BSS Sporting | Gayeshpur Stadium |
| 22 August 2019 | Aryan Club | 3:00 | Kalighat MS | Mohammedan SC Ground |
| 22 August 2019 | Southern Samity | 3:00 | Bhowanipore | Barasat Stadium |
| 22 August 2019 | NBP Rainbow | 3:00 | Calcutta Customs | Howrah Stadium |
