Decarboxylation strategy has been emerging as a powerful tool for the synthesis of fluorine-containing organic compounds that play important roles in various fields such as pharmaceuticals, agrochemicals, and materials science. Considerable progress in decarboxylation has been made over the past decade towards the construction of diverse valuable fluorinated fine chemicals for which the fluorinated part can be brought in two ways. The first way is described as the reaction of non-fluorinated carboxylic acids (and their derivatives) with fluorinating reagents, as well as fluorine-containing building blocks. The second way is dedicated to the exploration and the use of fluorine-containing carboxylic acids (and their derivatives) in decarboxylative transformations. This review aims to provide a comprehensive summary of the development and applications of decarboxylative radical, nucleophilic and cross-coupling strategies in organofluorine chemistry.