January in Chester is the windiest and the coldest month of the year. In January, the weather in Chester is typically cold. Average daily high temperature in January is about 6 degrees above zero. On average, Chester has 16 rainy, 7 cloudy, 5 sunny, and 3 partly cloudy days in January. The rains are usually moderate. January as well as February, October, November, and December is considered the most uncomfortable time to visit Chester.