[16] Puerto Montt 0-2 Santiago Wanderers [8] 2023-07-15 19:00
Stadium: Regional de Chinquihue Round: 18
Head to Head
| Chile - Primera B | 2023/02/26 15:00 | Santiago Wanderers v Puerto Montt | L | 3-1 |
| Chile - Primera B | 2022/08/28 00:30 | Puerto Montt v Santiago Wanderers | D | 1-1 |
| Chile - Primera B | 2022/04/16 16:30 | Santiago Wanderers v Puerto Montt | L | 2-0 |
| Chile - Primera B | 2019/08/17 19:00 | Santiago Wanderers v Puerto Montt | D | 1-1 |
| Chile - Primera B | 2019/06/01 22:00 | Puerto Montt v Santiago Wanderers | W | 2-1 |
| Chile - Primera B | 2018/08/12 15:00 | Santiago Wanderers v Puerto Montt | L | 2-1 |
| Chile - Primera B | 2018/05/12 21:00 | Puerto Montt v Santiago Wanderers | W | 2-1 |
Home History
| Chile - Primera B | 2023/07/08 19:00 | Puerto Montt v Universidad de Concepcion | L | 1-2 |
| Chile - Pohár | 2023/07/02 19:00 | Deportes Temuco v Puerto Montt | L | 3-0 |
| Chile - Pohár | 2023/06/25 19:00 | Puerto Montt v Provincial Osorno | W | 1-0 |
| Chile - Primera B | 2023/06/18 16:30 | Deportes Temuco v Puerto Montt | W | 1-2 |
| Chile - Primera B | 2023/06/12 23:30 | Universidad de Concepcion v Puerto Montt | L | 2-0 |
| Chile - Primera B | 2023/06/03 19:00 | Puerto Montt v Union San Felipe | D | 1-1 |
| Chile - Primera B | 2023/05/27 16:00 | Barnechea v Puerto Montt | L | 2-1 |
| Chile - Primera B | 2023/05/21 16:30 | Puerto Montt v CD Antofagasta | L | 1-4 |
Away History
| Chile - Primera B | 2023/07/08 19:00 | Santiago Wanderers v La Serena | W | 2-1 |
| Chile - Pohár | 2023/07/02 22:00 | Universidad Catolica v Santiago Wanderers | L | 2-0 |
| Chile - Primera B | 2023/06/17 21:30 | Club Deportes Santa Cruz v Santiago Wanderers | W | 1-2 |
| Chile - Primera B | 2023/06/04 21:30 | Santiago Wanderers v Deportes Iquique | D | 1-1 |
| Chile - Primera B | 2023/05/27 21:30 | Deportes Temuco v Santiago Wanderers | L | 2-1 |
| Chile - Primera B | 2023/05/22 22:00 | Santiago Wanderers v Barnechea | D | 1-1 |
| Chile - Primera B | 2023/05/16 19:30 | CD Antofagasta v Santiago Wanderers | W | 0-1 |
| Chile - Primera B | 2023/05/10 19:30 | Santiago Wanderers v San Marcos de Arica | D | 1-1 |