| FT | 23/08/19 15:45 | FC Kuressaare | 0 - 1 | JK Tammeka | 6.55 | 4.95 | 1.34 | |
| FT | 24/08/19 13:00 | JK Nõmme Kalju | 2 - 1 | Levadia Tallinn | 3.34 | 3.40 | 1.96 | |
| FT | 24/08/19 15:30 | JK Trans Narva | 0 - 1 | Flora Tallinn | 5.31 | 4.23 | 1.47 | |
| FT | 25/08/19 12:00 | Paide FC Flora | 5 - 0 | FC Maardu | 1.05 | 10.52 | 17.85 | |
| FT | 25/08/19 15:30 | Tulevik Viljandi | 1 - 1 | JK Tallinna Kalev Juunior | 1.88 | 3.76 | 3.26 | |
| 27/08/19 16:30 | JK Tammeka | H2H | Levadia Tallinn | | | | |
| 28/08/19 15:30 | FC Maardu | H2H | Tulevik Viljandi | | | | |
| 28/08/19 15:30 | JK Trans Narva | H2H | FC Kuressaare | | | | |
| 28/08/19 16:00 | JK Tallinna Kalev Juunior | H2H | Paide FC Flora | | | | |
| 28/08/19 16:30 | Flora Tallinn | H2H | JK Nõmme Kalju | | | | |
