TheCopa Invierno 1989 was an official Chilean Cup tournament, whose purpose was to maintain clubs in activity during the1989 Copa América and1990 FIFA World Cup qualification (CONMEBOL) recess. The competition started on July 15, 1989, and concluded on August 15, 1989.U. Española won the competition, beatingHuachipato 2–0 in the final. Played on mid-1989, the tournament was the second official cup competition of the season 1989.
| Round | Date |
|---|---|
| Group Round | 15–29 July 1989 |
| Quarterfinals | 5 August 1989 |
| Semi-finals | 12 August 1989 |
| Final | 15 August 1989 |
| D. Iquique | 1–0 | Cobresal |
|---|---|---|
| D. La Serena | 1–0 | Cobreloa |
| Cobreloa | 3–2 | D. Iquique |
| D. La Serena | 1–0 | Cobresal |
| Cobreloa | 3–1 | Cobresal |
| D. La Serena | 1–0 | D. Iquique |
| Rank | Team | Points |
| 1 | Deportes La Serena | 6 |
|---|---|---|
| 2 | Cobreloa | 4 |
| 3 | Deportes Iquique | 2 |
| 4 | Cobresal | 0 |
| Everton | 1–0 | U. San Felipe |
|---|---|---|
| Colo-Colo | 1–3 | U. Española |
| Colo-Colo | 4–1 | U. San Felipe |
| Everton | 2–2 | U. Española |
| Everton | 2–0 | Colo-Colo |
| U. Española | 0–1 | U. San Felipe |
| Rank | Team | Points |
| 1 | Everton | 5 |
|---|---|---|
| 2 | Unión Española | 4 |
| 3 | Colo-Colo | 2 |
| 4 | Unión San Felipe | 2 |
| U. Católica | 6–1 | D. Valdivia |
|---|---|---|
| O'Higgins | 0–2 | Rangers |
| O'Higgins | 5–2 | D. Valdivia |
| Rangers | 1–2 | U. Católica |
| Rangers | 1–1 | D. Valdivia |
| U. Católica | 3–0 | O'Higgins |
| Rank | Team | Points |
| 1 | Universidad Católica | 6 |
|---|---|---|
| 2 | Rangers | 3 |
| 3 | O'Higgins | 2 |
| 4 | Deportes Valdivia | 1 |
| Huachipato | 2–2 | D. Concepción |
|---|---|---|
| Naval | 1–1 | F. Vial |
| Huachipato | 4–1 | F. Vial |
| Naval | 2–0 | D. Concepción |
| D. Concepción | 1–0 | F. Vial |
| Huachipato | 1–1 | Naval |
| Rank | Team | Points |
| 1 | Huachipato | 4(+3) |
|---|---|---|
| 2 | Naval | 4(+2) |
| 3 | Deportes Concepción | 3 |
| 4 | Fernández Vial | 1 |
| Home team | Score | Away team |
|---|---|---|
| Deportes La Serena | 1–3 | Unión Española |
| Universidad Católica | 2–0 | Naval |
| Everton | 2–0 | Cobreloa |
| Huachipato | 1–0 | Rangers |
| Everton | 1 – 2 | Huachipato |
|---|---|---|
Damiano 86' | Maturana 35', 62' |
| Universidad Católica | 3 – 4 | Unión Española |
|---|---|---|
| L. Pérez 50' (pen.), 85' (pen.) Barrera 67' | Córdova 39' Gutiérrez 52', 65'Sierra 58' |
| Unión Española | 2 – 0 | Huachipato |
|---|---|---|
| Sierra 56' Gutiérrez 84' |