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2005: Cubs 11 wins, Pirates 5 wins 2006: Cubs 6 wins, Pirates 9 wins 2007: Cubs 8 wins, Pirates 7 wins 2008: Cubs 14 wins, Pirates 4 wins 2005-2008: Cubs 39 wins, Pirates 25 wins
Chicago Cubs
The Cubs finished last in the National League in 1966 with a record of 59-103.
Through the 2008 season, 16 (1993-2008). The last season the Bucs had a winning record was 1992 when they went 96-66.
pirates last for about 3 centurys or a couple of years
Chicago Cubs. Last one Sandy Koufax in 1965. 37 years ago.
2 to 5 years.
Best College football record over the last 5 years
The Chicago Cubs won the World Series was in 1908. That is over 100 years ago!
Prior to the 2008 season, that was 1998 when the Cubs went 51-31 at home. As of this answer, the Cubs have 22 games left at home in the 2008 season and their home record is 43-16.
The once proud Pirates franchise has won the World Series 5 times, the last time in 1979. The last time the Pirates were in the postseason was a 3 year stretch from 1990-1992 where they lost the NLCS in all three years. They have not had a winning season for 17 years.
In the 2011 season, pitchers Tim Wakefield of the Red Sox and Miguel Batista of the Cardinals. The Pirates last winning season came in 1992 which was Wakefield's rookie season. Batista pitched in 1 game for the 1992 Pirates.