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| H (Match allé) | FC Tokyo | - | Cerezo Osaka | 1:0 (1:0) | ||
| R (match retour) | Cerezo Osaka | - | FC Tokyo | 1:1 (0:0) | ||
| H (Match allé): 19.06.2019 12:00 | R (match retour): 26.06.2019 12:00 | vainqueur: FC Tokyo | ||||
| H (Match allé) | Júbilo Iwata | - | Hokkaido Consadole Sapporo | 1:2 (0:0) | ||
| R (match retour) | Hokkaido Consadole Sapporo | - | Júbilo Iwata | 2:1 (2:1) | ||
| H (Match allé): 19.06.2019 12:00 | R (match retour): 26.06.2019 12:00 | vainqueur: Hokkaido Consadole Sapporo | ||||
| H (Match allé) | Nagoya Grampus | - | Vegalta Sendai | 2:0 (1:0) | ||
| R (match retour) | Vegalta Sendai | - | Nagoya Grampus | 1:0 (0:0) | ||
| H (Match allé): 19.06.2019 12:00 | R (match retour): 26.06.2019 12:00 | vainqueur: Nagoya Grampus | ||||
| H (Match allé) | V-Varen Nagasaki | - | Gamba Osaka | 1:4 (0:1) | ||
| R (match retour) | Gamba Osaka | - | V-Varen Nagasaki | 0:2 (0:0) | ||
| H (Match allé): 19.06.2019 12:00 | R (match retour): 26.06.2019 12:00 | vainqueur: Gamba Osaka | ||||
