| 1. Round | 06/08/1999 | Kyoto Purple Sanga | - | Urawa Red Diamonds | 2:1 | ||||
| 2. Round | 13/08/1999 | Urawa Red Diamonds | - | Kashiwa Reysol | 2:3 aet |  |
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| 3. Round | 17/08/1999 | Yokohama F. Marinos | - | Urawa Red Diamonds | 2:0 | ||||
| 4. Round | 20/08/1999 | Urawa Red Diamonds | - | Shimizu S-Pulse | 0:3 | ||||
| 5. Round | 27/08/1999 | Cerezo Osaka | - | Urawa Red Diamonds | 2:3 | |
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| 6. Round | 03/09/1999 | Urawa Red Diamonds | - | Júbilo Iwata | 1:2 aet | ||||
| 10. Round | 22/09/1999 | Gamba Osaka | - | Urawa Red Diamonds | 1:2 | ||||
| 14. Round | 22/11/1999 | Verdy Kawasaki | - | Urawa Red Diamonds | 2:2 aet | ||||
| 15. Round | 26/11/1999 | Urawa Red Diamonds | - | Sanfrecce Hiroshima | 1:0 aet |
Japan