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Through the 2017 regular season, the two teams have played 711 games. The Houston Astros have 378 wins and 333 losses against the Chicago Cubs.
In 1965, the Houston Astros had a 65-97 record.
In 1966, the Houston Astros had a 72-90 record.
In 1967, the Houston Astros had a 69-93 record.
In 1982, the Houston Astros had a 77-85 record.
In 1983, the Houston Astros had a 85-77 record.
In 1984, the Houston Astros had an 80-82 record.
In 1986, the Houston Astros had a 96-66 record.
In 1985, the Houston Astros had an 83-79 record.
The Houston Astros finished the 1971 season with a record of 79-83
The Houston Astros finished the 1972 season with a record of 84-69.
The Houston Astros finished the 1974 season with a record of 81-81.