What MLB team has the longest streak for not making the playoffs?

Answer 1

Through the 2008 season, that is the Milwaukee Brewers whose last division title came in 1982.

NOTE: The Montreal Expos/Washington Nationals joined the National League in 1969 and have never won a division title in a non-strike season. In the strike season of 1994, they were in first place at the time of the strike but, obviously, did not play in a playoff series. The 1994 season is the only season the Expos/Nationals have won a division title.

ANOTHER NOTE: The Florida Marlins joined the National League in 1993. While they have won two World Series (1997 and 2003) they have never won a division title.

Answer 2

Chicago Cubs.

The Cubs were last no hit on September 9, 1965 when Sandy Koufax of the Dodgers threw a perfect game, winning 1-0 in Los Angeles. Bob Hendley, the Cubs pitcher, gave up 1 hit in 8 innings and the 1 total hit is an MLB record for fewest hits allowed by both teams in a 9 inning game.

Answer 3

Through the 2008 season, that is the Washington Nationals/Montreal Expos franchise whose last (and only) playoff appearance was in 1981.