January in Chesterfield is the snowiest, the windiest, and the coldest month of the year. In January, the weather in Chesterfield is typically cold. Average daily high temperature in January is about 2 degrees above zero. On average, Chesterfield has 10 partly cloudy, 9 sunny, 8 cloudy, 3 rainy, and 1 snowy day in January. The rains are usually light. January as well as February, March, and December is considered the most uncomfortable time to visit Chesterfield.