| 1. Round | 06/08/1999 | Shimizu S-Pulse | - | Cerezo Osaka | 2:3 aet |  |
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| 2. Round | 13/08/1999 | Júbilo Iwata | - | Shimizu S-Pulse | 0:1 | |
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| 3. Round | 17/08/1999 | Shimizu S-Pulse | - | Kashima Antlers | 2:0 | ||||
| 4. Round | 20/08/1999 | Urawa Red Diamonds | - | Shimizu S-Pulse | 0:3 | |
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| 5. Round | 27/08/1999 | Shimizu S-Pulse | - | Nagoya Grampus Eight | 4:3 | |
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| 6. Round | 03/09/1999 | Gamba Osaka | - | Shimizu S-Pulse | 1:0 | ||||
| 7. Round | 10/09/1999 | Shimizu S-Pulse | - | JEF United Ichihara | 2:1 aet | ||||
| 8. Round | 14/09/1999 | Vissel Kobe | - | Shimizu S-Pulse | 1:2 |  |
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| 9. Round | 17/09/1999 | Shimizu S-Pulse | - | Sanfrecce Hiroshima | 2:0 | |
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| 10. Round | 22/09/1999 | Verdy Kawasaki | - | Shimizu S-Pulse | 0:2 | ||||
| 11. Round | 29/10/1999 | Kyoto Purple Sanga | - | Shimizu S-Pulse | 0:2 | |
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| 12. Round | 16/11/1999 | Shimizu S-Pulse | - | Bellmare Hiratsuka | 2:1 | |
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| 13. Round | 19/11/1999 | Shimizu S-Pulse | - | Avispa Fukuoka | 1:0 | ||||
| 14. Round | 22/11/1999 | Yokohama F. Marinos | - | Shimizu S-Pulse | 1:2 | |
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| 15. Round | 26/11/1999 | Shimizu S-Pulse | - | Kashiwa Reysol | 1:2 | |
Brazil