May in Philadelphia is the rainiest month of the year. In May, the weather in Philadelphia is typically warm. Average daily high temperature in May is about 21 degrees above zero. On average, Philadelphia has 17 rainy, 7 sunny, 4 partly cloudy, and 3 cloudy days in May. The rains are usually heavy. May as well as January, February, March, and December is considered the most uncomfortable time to visit Philadelphia.