"We might be first to 10,000, but we're first in something.": The Philadelphia Phillies have lost more games than any other team in the Big Leagues, and they're coming up on 10,000 losses. Chart of the Top Five (Pittsburgh's #4). "In the 27 seasons from 1919 through 1945, Philadelphia finished last in the National League 16 times and second to last 7 times." Philadelphia's also the city with teams in one of the four major professional sports that's gone the longest without a championship. Some fans are choosing to Celebrate 10,000.