1989 Copa Invierno
The Copa Invierno 1989 was an official Chilean Cup tournament, whose purpose was to maintain clubs in activity during the 1989 Copa América and 1990 FIFA World Cup qualification recess. The competition started on July 15, 1989, and concluded on August 15, 1989. U. Española won the competition, beating Huachipato 2–0 in the final. Played on mid-1989, the tournament was the second official cup competition of the season 1989.Calendar
Group 1
| Rank | Team | Points |
| 1 | Deportes La Serena | 6 |
| 2 | Cobreloa | 4 |
| 3 | Deportes Iquique | 2 |
| 4 | Cobresal | 0 |
Group 2
Group 3
Group 4
| Rank | Team | Points |
| 1 | Huachipato | 4 |
| 2 | Naval | 4 |
| 3 | Deportes Concepción | 3 |
| 4 | Fernández Vial | 1 |
Quarterfinals
| 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 |
Semifinals
----Final
Top goalscorer
