Home › Top 5 Insurance Company in Pittsfield, Illinois Find best Insurance Company in Pittsfield, Illinois, with all necessary contact information, including addresses, phone numbers, working hours, map locations, and website links. Peak Insurance Agency Inc. / B & P Insurance Agency Inc. US, Pittsfield, IL 62363114 S Madison St Rod Prentice - State Farm Insurance Agent US, Pittsfield, IL 62363311 1/2, W Washington St Jon Fesler - COUNTRY Financial representative US, Pittsfield, IL 623631165 W Washington St Jay Craig Agency Inc American Family Insurance - Pittsfield (IL) US, Pittsfield, IL 62363117 S Monroe St Shelter Insurance - Janice Ritchart US, Pittsfield, IL 623631205 W Washington St