Canada has sent a baseball team to the Pan Am Games seven times prior to 1999. Beginning in 1967, Canada participated in every Pan Am Games up until 1995. By and large Canada has struggled at the event, never finishing higher than fourth place. Canada has finished in fifth once (last place that year), seventh twice, and eighth twice.
The return of the Pan Am Games to Winnipeg marks a special return for Team Canada as well. The 1967
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and five losses, good enough for fourth place overall, matching their 1971 finish.
Canada's latest showing at the Pan Am Games was in 1991 when the Games were held in Havana, Cuba. It was another tough experience for the Senior Team, as they struggled, winning only one game and losing seven for a disappointing eighth place finish. This was Canada's last Pan Am Games appearance. Canada did not attend the 1995 Pan Am Games due to scheduling conflicts.