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| H | Gamba Osaka | - | FC Tokyo | 1:0 (1:0) | ||
| R | FC Tokyo | - | Gamba Osaka | 2:1 (1:0) | ||
| H: 04.09.2019 12:00 | R: 08.09.2019 09:30 | Sieger: Gamba Osaka | ||||
| H | Hokkaido Consadole Sapporo | - | Sanfrecce Hiroshima | 3:2 (1:2) | ||
| R | Sanfrecce Hiroshima | - | Hokkaido Consadole Sapporo | 1:1 (0:1) | ||
| H: 04.09.2019 12:00 | R: 08.09.2019 12:00 | Sieger: Hokkaido Consadole Sapporo | ||||
| H | Kawasaki Frontale | - | Nagoya Grampus | 2:0 (1:0) | ||
| R | Nagoya Grampus | - | Kawasaki Frontale | 2:2 (0:0) | ||
| H: 04.09.2019 12:00 | R: 08.09.2019 11:00 | Sieger: Kawasaki Frontale | ||||
| H | Urawa Red Diamonds | - | Kashima Antlers | 2:3 (0:3) | ||
| R | Kashima Antlers | - | Urawa Red Diamonds | 2:2 (0:1) | ||
| H: 04.09.2019 12:30 | R: 08.09.2019 11:30 | Sieger: Kashima Antlers | ||||
