The longest losing streak since 1900 began on July 29 with a 4-3 loss to San Francisco and only got worse from there. The Phillies finished 47-107 (.305), last place in the National League that year, but once their streak finally ended, they won four straight and seven of 11.
1988 Baltimore Orioles – 21 losses
The faults of the 1988 Orioles have been well documented. They won on the second-to-last day of April to prevent a winless month, and despite not losing at that clip again for the rest of the season, still didn’t have a month over .
