Major League Baseball franchises with the longest post-season drought Team, last appearance in post-season Montreal Expos, 1981 Milwaukee Brewers, 1982 Kansas City Royals, 1985 Detroit Tigers, 1987 Pittsburgh Pirates, 1992 Philadelphia Phillies, 1993 Toronto Blue Jays, 1993 Cincinnati Reds, 1995 Colorado Rockies, 1995 Los Angeles Dodgers, 1996 Baltimore Orioles, 1997 Tampa Bay Devil Rays, never (franchise started in 1998) San Diego Padres, 1998 Texas Rangers, 1999 Chicago White Sox, 2000 New York Mets, 2000 Cleveland Indians, 2001 Houston Astros, 2001 Seattle Mariners, 2001 Arizona Diamondbacks, 2002 Anaheim Angels, 2002 St. Louis Cardinals, 2002 Atlanta Braves, 2003 Chicago Cubs, 2003 Florida Marlins, 2003 Boston Red Sox, 2003 New York Yankees, 2003 Oakland Athletics, 2003 San Francisco Giants, 2003 Minnesota Twins, 2003 Major League Baseball franchises with the longest World Series drought Team, last appearance in World Series Chicago Cubs, 1945 Chicago White Sox, 1959 Texas Rangers, never (franchise started in 1961) Houston Astros, never (franchise started in 1962) Montreal Expos, never (franchise started in 1969) Seattle Mariners, never (franchise started in 1977) Pittsburgh Pirates, 1979 Milwaukee Brewers, 1982 Baltimore Orioles, 1983 Detroit Tigers, 1984 Kansas City Royals, 1985 Boston Red Sox, 1986 St. Louis Cardinals, 1987 Los Angeles Dodgers, 1988 San Diego Padres, 1998 Cincinnati Reds, 1990 Oakland Athletics, 1990 Minnesota Twins, 1991 Toronto Blue Jays, 1993 Philadelphia Phillies, 1993 Colorado Rockies, never (franchise started in 1993) Cleveland Indians, 1997 Tampa Bay Devil Rays, never (franchise started in 1998) Atlanta Braves, 1999 New York Mets, 2000 Arizona Diamondbacks, 2001 Anaheim Angels, 2002 San Francisco Giants, 2002 Florida Marlins, 2003 New York Yankees, 2003 Major League Baseball franchises with the longest World Series crown drought Team, last World Series crown Chicago Cubs, 1908 Chicago White Sox, 1917 Boston Red Sox, 1918 Cleveland Indians, 1948 San Francisco Giants, 1954 Texas Rangers, never (franchise started in 1961) Houston Astros, never (franchise started in 1962) Milwaukee Brewers, never (franchise started in 1969) Montreal Expos, never (franchise started in 1969) San Diego Padres, never (franchise started in 1969) Seattle Mariners, never (franchise started in 1977) Pittsburgh Pirates, 1979 Philadelphia Phillies, 1980 St. Louis Cardinals, 1982 Baltimore Orioles, 1983 Detroit Tigers, 1984 Kansas City Royals, 1985 New York Mets, 1986 Los Angeles Dodgers, 1988 Oakland Athletics, 1989 Cincinnati Reds, 1990 Minnesota Twins, 1991 Toronto Blue Jays, 1993 Colorado Rockies, never (franchise started in 1993) Atlanta Braves, 1995 Tampa Bay Devil Rays, never (franchise started in 1998) New York Yankees, 2000 Arizona Diamondbacks, 2001 Anaheim Angels, 2002 Florida Marlins, 2003