| wednesday june 21 - 11:20 |  Luis Cruz Martínez [64] | 3-0 | Villa Alemana [35] |
| wednesday june 21 - 13:51 | Quilpué #2 [9] | 2-2 | Santiago #13 [5] |
| wednesday june 21 - 16:17 | Red Bull NextGen [76] | 5-2 | Cultural-Obrero [58] |
| wednesday june 21 - 18:30 | Puente Alto #4 [9] | 0-9 | FC Spartacus [60] |
| wednesday june 21 - 18:46 | Alegale United [32] | 0-6 | La Unión [96] |
| wednesday june 21 - 22:16 | General Velásquez FC [69] | 0-5 | CSD Colo-Colo [90] |
| wednesday june 21 - 22:16 | Castro [8] | 0-9 | Casillero Del Diablo [74] |
| wednesday june 21 - 22:38 | Union Club [46] | 2-0 | Liverpool Wanderers [51] |
| wednesday june 21 - 22:43 | Talca #2 [27] | 1-2 | O´Higgins FCCH [33] |
