1959 Copa Chile
The 1959 Copa Chile was the second edition of the Chilean Cup tournament. The competition started on November 21, 1959, and concluded on December 22, 1959. Santiago Wanderers won the competition for the first time, beating Deportes La Serena on the final.
Matches were scheduled to be played at the stadium of the team named first on the date specified for each round. From the beginning of the second Round, if scores were level after 90 minutes had been played, an extra time took place.
Calendar
First round
Second round
| Home team | Score | Away team |
| O'Higgins | 3-0 | Unión Española |
| Colo-Colo | 4-0 | Everton |
| Deportes La Serena | 6-0 | Thomas Bata |
| Santiago Wanderers | 4-3 | Unión La Calera |
| Rangers | 3-3 | Magallanes |
| Palestino | 2-2 | Trasandino |
| Universidad de Chile | 3-1 | Audax Italiano |
| Universidad Católica | 3-1 | Santiago Morning |
Quarterfinals
| Home team | Score | Away team |
| Universidad de Chile | 5-3 | Magallanes |
| Colo-Colo | 2-1 | O'Higgins |
| Santiago Wanderers | 2-1 | Universidad Católica |
| Deportes La Serena | 1-0 | Trasandino |
Semifinals
----Third-place match
Finals
Top goalscorers
- José Sulantay 6 goals
- Juan Soto 6 goals
- Héctor Torres 6 goals