Dearomatization of heteroarenes has been proven to be a powerful tool for the construction of heterocycles bearing spiro-, fused, and bridged skeletons with increased degrees of molecular complexity and diversity, which are prevalent in natural products, pharmaceuticals, and functional materials. During the past decade, visible light-enabled dearomatization reactions have witnessed great progresses fueled by energy transfer photocatalysis. A variety of (hetero)arenes underwent dearomative cycloaddition with various biradical acceptors, such as alkene, alkyne, imine, and vinylcyclopropane. In this chapter, an overview of the state of the art of such synthetic methods and related mechanistic studies is provided. First, the general consideration of energy transfer-enabled dearomatization is introduced. Then, the main content of this chapter is categorized according to the types of heteroarenes, (1) reactions of indole/pyrrole derivatives, (2) reactions of pyridine/quinoline derivatives, and (3) reactions of (benzo)furan/(benzo)thiophene derivatives. Moreover, comprehensive mechanistic insights, involving those obtained by experiments and DFT calculations, are also discussed, aiming to give the readers a clear understanding of photo-driven dearomatization via energy transfer mechanism. Finally, this chapter is closed with a perspective on the current challenges and future directions in this field.