Strategic design and synthesis of semiconducting polymers with intrinsic ductility and/or stretchability are introduced in this review. The best polymer films show high charge mobilities over 1 cm2V−1s−1 even at 100% tensile strain. On the other hand, their mechanical properties remain inadequate, with high elastic moduli over 0.1 GPa. For semiconducting polymers to be promising candidates in applications such as wearable electronics, electronic skins, and bioelectronics, the trade-off relationship between their electronic and mechanical performance must be prevented by further developing and combining versatile and efficient approaches.