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.

Calendar Round Date First round 5 November 19588 December 1958 Second round 11 December 1959 Quarterfinals 13–14 December 1958 Semifinals 17 December 1958 Finals 20 December 1958

First round

TeamsScoresTeam #1Agg.Team #21st leg2nd leg Selección Osorno0–7 Audax Italiano0–30–4 Naval3–0 Unión Española was declared winner because Naval didn't show up on the second leg. Unión Española3–0w.o. Deportivo San Fernando3–1 O'Higgins1–02–1 Alianza de Curicó3–2 Santiago Wanderers2–11–1 Universidad Técnica2–6 Everton1–31–3 Rangers5–2 Iberia3–12–1 Green Cross1–2 Green Cross was declared winner because F. Vial didn't show up on the second leg. Fernández Vial1–2w.o. Colo-Colo9–1 Selección Temuco5–14–1 Universidad Católica8–2 Trasandino4–24–0 Palestino5–4 Selección Iquique3–32–1 Unión San Felipe2–1 Magallanes0–12–0 Santiago Morning9–3 Selección Valdivia5–04–3 San Bernardo Central7–4 Ferrobádminton5–22–2 Deportes La Serena7–3 Selección Tocopilla5–22–1 Unión La Calera3–2 Universidad de Chile2–11–1 San Luis8–2 Selección de Peñaflor6–12–1

Second round

Home teamScoreAway team Unión Española3–2 Green Cross Colo-Colo4–3 Santiago Morning Rangers2–0 Deportivo San Fernando Everton2–1 Unión San FelipeSan Luis2–0Unión La Calera Deportes La Serena3–2 Alianza de Curicó Universidad Católica5–1 Palestino Audax Italiano5–1 San Bernardo Central

Quarterfinals

Home teamScoreAway team Universidad Católica3–1 Audax Italiano Colo-Colo7–2 Unión Española Deportes La Serena3–4 Everton San Luis3–0 Rangers

Semifinals

Third-place match

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 average

Top goalscorers Adolfo Godoy (Universidad Católica) 7 goals Máximo Rolón (Everton) 7 goals

See also 1958 Campeonato Nacional Primera B

References Revista Estadio (Santiago, Chile) November, December 1958 (revised scores & information) RSSSF (secondary source, some mistakes in it)