1958 Copa Chile
The 1958 Copa Chile was the first edition of the Chilean Cup tournament. The competition started on November 5, 1958, and concluded on December 20, 1958. Colo-Colo won the competition by goal average over the entire tournament, after drawing with Universidad Católica on the final.
Matches were scheduled to be played at the stadium of the team named first on the date specified for each round.
Second round
| Home team | Score | Away team |
| Unión Española | 3-2 | Green Cross |
| Colo-Colo | 4-3 | Santiago Morning |
| Rangers | 2-0 | Deportivo San Fernando |
| Everton | 2-1 | Unión San Felipe |
| San Luis | 2-0 | Unión La Calera |
| Deportes La Serena | 3-2 | Alianza de Curicó |
| Universidad Católica | 5-1 | Palestino |
| Audax Italiano | 5-1 | San Bernardo Central |
Quarterfinals
| Home team | Score | Away team |
| Universidad Católica | 3-1 | Audax Italiano |
| Colo-Colo | 7-2 | Unión Española |
| Deportes La Serena | 3-4 | Everton |
| San Luis | 3-0 | Rangers |
Semifinals
----Final
Colo-Colo won by average goal over the tournament; GF:27, GA:9, 3.0 goal average; U. Católica GF:21, GA:8, 2.63 goal averageTop goalscorers
- Adolfo Godoy 7 goals
- Máximo Rolón 7 goals