| thursday june 23 - 01:33 |  Villa Alemana [48] | 0-0 | Castro [56] |
| thursday june 23 - 01:49 | Puente Alto #4 [15] | 1-6 | Liverpool Wanderers [43] |
| thursday june 23 - 06:40 | La Unión [96] | 11-0 | Alegale United [13] |
| thursday june 23 - 09:47 | CSD Colo-Colo [96] | 7-1 | Red Bull NextGen [74] |
| thursday june 23 - 11:21 | Luis Cruz Martínez [77] | 2-1 | Union Club [71] |
| thursday june 23 - 16:50 | Quillota [4] | 1-7 | Cultural-Obrero [64] |
| thursday june 23 - 18:40 | FC Spartacus [39] | 1-0 | Quilpué #2 [36] |
| thursday june 23 - 22:17 | Talca #2 [13] | 1-5 | Casillero Del Diablo [63] |
| thursday june 23 - 22:42 | General Velásquez FC [37] | 2-0 | Valdivia [16] |
