| RUMORI CALCIO | 05/08/26 - 19:30 0 - 1 | TAMMEKA (Estonia - Meistriliiga) |  | |
 | HARJU LAAGRI (Estonia - Meistriliiga) | 11/08/26 - 17:00 3 - 1 | TAMPER | |
| JK POSEIDON | 11/08/26 - 18:00 0 - 12 | NOMME KALJU (Estonia - Meistriliiga) |  | |
 | JK TRANS NARVA (Estonia - Meistriliiga) | 11/08/26 - 18:00 8 - 0 | MARJAMAA KOMPANII | |
| KRISTIINE | 11/08/26 - 19:00 0 - 8 | KURESSAARE (Estonia - Meistriliiga) |  | |
 | TALLINNA KALEV | 11/08/26 - 18:00 8 - 0 | TARTU KALEV | |
 | ELVA | 12/08/26 - 18:00 3 - 0 (3-0 TAV.) | RAASIKU JOKER | |
| JOHVI PHOENIX | 12/08/26 - 18:00 0 - 5 | VAPRUS (Estonia - Meistriliiga) |  | |
| KOSE | 12/08/26 - 18:00 0 - 8 | TARTU WELCO | ||
| TARTU HELIOS | 12/08/26 - 17:00 1 - 4 | VIIMSI JK | ||
| HIIUMAA | 19/08/26 - 18:00 0 - 2 | NOMME UNITED (Estonia - Meistriliiga) |  | |
| KEILA JK | 19/08/26 - 18:00 2 - 2 (5-4 PEN) | FLORA TALLIN III |  | |
| OLYMPIC TALLINN | 19/08/26 - 18:00 0 - 7 | SAKU SPORTING | ||
 | LEVADIA TALLIN (Estonia - Meistriliiga) | 26/08/26 - 19:00 4 - 1 | PAIDE LINNAMEESKOND (Estonia - Meistriliiga) |  |
| FC TALLINN | 22/09/26 - 19:00 5 - 0 | HARJU LAAGRI II | | |
| FLORA TALLIN (Estonia - Meistriliiga) | 22/10/26 - 17:00 - | TALLINNA KALEV II | |
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