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Micro‐ and nano‐structured surfaces having high wicking capability enable excellent liquid transport efficiency and have great promise in water desalination, atmospheric water harvesting, biomedical device development, and electronics thermal management applications. However, the poorly understood degeneration of surface wickability during exposure to air represents the main hindrance to societal application of structured surfaces. Here, the authors investigate wicking degeneration on structured surfaces and elucidate the importance of environmental volatile organic compound adsorption from air. Based on their developed mechanistic understanding, the authors design a highly scalable, cost‐effective, and hierarchical structure having both superior wicking capability and antidegeneration performance. Year‐long continuous surface wickability measurements demonstrate a 4100% higher surface wickability …