Fairdealing is an unincorporated community and census-designated place located in northeastern Ripley County in southeastern Missouri, United States. As of the 2020 census, the community had a population of 543. It is located along U.S. Route 160, approximately 16 miles southwest of Poplar Bluff. A post office has been in operation at Fairdealing since 1883. Several traditions attempt to explain the name.