Chesterfield, IL

Chesterfield is a quiet, close-knit village set among the rolling farmland of western Macoupin County. First settled in the 1830s, the community offers a calm, slow-paced lifestyle with wide-open countryside in every direction. Route 111 doubles as Main Street, making it easy to head up the road to neighboring spots like Medora or into Carlinville for shopping, dining, and everyday essentials. If you are looking for a peaceful rural setting with deep roots and plenty of open space, Chesterfield delivers small-town living at its simplest.