2. Round | 20/03/2021 | FCI Levadia | - | Tallinna JK Legion | 4:3 | ||||
3. Round | 28/03/2021 | Tallinna JK Legion | - | JK Nõmme Kalju | 0:1 | ||||
9. Round | 24/04/2021 | Tallinna JK Legion | - | Tulevik Viljandi | 2:1 | ||||
11. Round | 11/05/2021 | Tallinna JK Legion | - | Pärnu JK Vaprus | 7:1 | ||||
15. Round | 25/05/2021 | Tulevik Viljandi | - | Tallinna JK Legion | 1:0 | ||||
16. Round | 29/05/2021 | Tallinna JK Legion | - | FCI Levadia | 2:3 | ||||
17. Round | 17/07/2021 | FC Kuressaare | - | Tallinna JK Legion | 1:1 | ||||
18. Round | 01/08/2021 | JK Nõmme Kalju | - | Tallinna JK Legion | 3:1 | ||||
19. Round | 06/08/2021 | Tallinna JK Legion | - | Pärnu JK Vaprus | 2:1 | ||||
20. Round | 14/08/2021 | Tallinna JK Legion | - | JK Narva Trans | 0:0 | ||||
24. Round | 18/09/2021 | Tallinna JK Legion | - | Tulevik Viljandi | 3:1 |