| 2. Round | 24/07/1999 | Stomil Olsztyn | - | Groclin Dyskobolia | 5:2 |  |
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| 3. Round | 31/07/1999 | Pogoń Szczecin | - | Stomil Olsztyn | 3:0 | ||||
| 4. Round | 07/08/1999 | Lech Poznań | - | Stomil Olsztyn | 1:2 | ||||
| 5. Round | 14/08/1999 | Stomil Olsztyn | - | Polonia Warszawa | 0:0 | ||||
| 6. Round | 22/08/1999 | Ruch Chorzów | - | Stomil Olsztyn | 3:0 | ||||
| 7. Round | 28/08/1999 | Stomil Olsztyn | - | Wisła Kraków | 1:1 | ||||
| 11. Round | 03/10/1999 | Stomil Olsztyn | - | Amica Wronki | 1:1 |  |
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| 12. Round | 16/10/1999 | Legia Warszawa | - | Stomil Olsztyn | 4:0 | ||||
| 13. Round | 23/10/1999 | Stomil Olsztyn | - | Odra Wodzisław | 2:1 | |
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| 14. Round | 30/10/1999 | Petro Plock | - | Stomil Olsztyn | 1:1 | ||||
| 15. Round | 07/11/1999 | Stomil Olsztyn | - | Widzew Łódź | 2:2 | ||||
| 16. Round | 04/03/2000 | Stomil Olsztyn | - | Ruch Radzionków | 1:0 | ||||
| 23. Round | 15/04/2000 | Stomil Olsztyn | - | ŁKS Łódź | 1:0 | ||||
| 24. Round | 22/04/2000 | Górnik Zabrze | - | Stomil Olsztyn | 1:0 |
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