The spirooxindole unit is one of the most widely investigated compound skeletons existing in numerous natural and pharmaceutical molecules. Thus, a large number of synthetic methodologies have already been reported to construct such a core structure. The trifluoromethyl group is another privileged unit in organic chemistry. The introduction of a CF3 group to an organic framework can significantly improve the properties of the molecule. In this context, an efficient approach for the construction of trifluoromethyl-containing spirooxindoles becomes a promising research direction among communities of industry and academia. In this Minireview, recent advances in the construction of trifluoromethyl-containing spirooxindoles have been summarized and discussed. In addition, representative synthetic methodologies and the corresponding reaction mechanisms have been described as well.