| 02 Sep 23 | r25        | YSCCYSCC | 1 - 0 | FC RyukyuFC Ryukyu |
| 02 Sep 23 | r25        | Iwate Grulla MoriokaIwate Grulla | 1 - 3 | Fukushima UnitedFukushima Uni |
| 02 Sep 23 | r25        | Nagano ParceiroNagano Parcei | 1 - 1 | Ehime FCEhime FC |
| 02 Sep 23 | r25        | Kataller ToyamaKataller Toya | 1 - 2 | SagamiharaSagamihara |
| 02 Sep 23 | r25        | Tegevajaro MiyazakiTegevajaro Mi | 0 - 1 | Kamatamare SanukiKamatamare Sa |
| 02 Sep 23 | r25        | Vanraure HachinoheVanraure Hach | 1 - 0 | Gainare TottoriGainare Totto |
| 02 Sep 23 | r25        | ImabariImabari | 1 - 0 | Giravanz KitakyushuGiravanz Kita |
| 02 Sep 23 | r25        | Kagoshima UnitedKagoshima Uni | 2 - 1 | FC GifuFC Gifu |
| 03 Sep 23 | r25        | FC OsakaFC Osaka | 3 - 1 | Matsumoto YamagaMatsumoto Yam |
| 03 Sep 23 | r25        | Azul Claro NumazuAzul Claro Nu | 0 - 1 | Nara ClubNara Club |