| 1. Round | 06/08/1999 | Kyoto Purple Sanga | - | Urawa Red Diamonds | 2:1 | ||||
| 2. Round | 13/08/1999 | Nagoya Grampus Eight | - | Kyoto Purple Sanga | 0:3 | ||||
| 3. Round | 17/08/1999 | Kyoto Purple Sanga | - | Gamba Osaka | 1:0 | ||||
| 4. Round | 20/08/1999 | JEF United Ichihara | - | Kyoto Purple Sanga | 2:1 aet |  |
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| 5. Round | 27/08/1999 | Kyoto Purple Sanga | - | Vissel Kobe | 3:1 |  |
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| 6. Round | 03/09/1999 | Sanfrecce Hiroshima | - | Kyoto Purple Sanga | 2:1 | ||||
| 11. Round | 29/10/1999 | Kyoto Purple Sanga | - | Shimizu S-Pulse | 0:2 |
Japan