*FC Tokyo 2-1 Cerezo Osaka
| 26.06.2019 | Cerezo Osaka | 1-1 | FC Tokyo | |
| 19.06.2019 | FC Tokyo | 1-0 | Cerezo Osaka | |
Jubilo Iwata 2-4 Consadole Sapporo *
| 26.06.2019 | Consadole Sapporo | 2-1 | Jubilo Iwata | |
| 19.06.2019 | Jubilo Iwata | 1-2 | Consadole Sapporo | |
*Nagoya Grampus 2-1 Vegalta Sendai
| 26.06.2019 | Vegalta Sendai | 1-0 | Nagoya Grampus | |
| 19.06.2019 | Nagoya Grampus | 2-0 | Vegalta Sendai | |
V-Varen Nagasaki 3-4 Gamba Osaka *
| 26.06.2019 | Gamba Osaka | 0-2 | V-Varen Nagasaki | |
| 19.06.2019 | V-Varen Nagasaki | 1-4 | Gamba Osaka | |