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[Display omitted] Achievement of superlubricity is an effective method to reduce friction and wear, which has a prominent influence on the operational efficiency and lifetime of a device. However, some burning issues still remain to be solved for the practical applications of superlubricity, such as the poor load-bearing capacity, especially in liquid superlubricity. Therefore, exploring an effective method to enhance the superlubricity performance is essential to accelerate the application of superlubricity. The friction properties between two different self-assembled monolayers (SAMs)—a perfluorocarbon SAM and a hydrocarbon SAM—and graphite in water were explored and compared by atomic force microscopy (AFM). Enhanced superlubricity performance due to the fluorination was observed. Specifically, we observed an approximately 85% reduction of the friction coefficient after fluorination, and superlubricity was achieved with extremely low friction coefficient of 0.0003. Moreover, 2.4-fold greater load-bearing capacity of the superlubricity was obtained after fluorination. The molecular origin of the superlubricity enhancement by fluorination was revealed by molecular dynamics (MD) simulations, indicating that the greater load-bearing capacity of the perfluorocarbon SAM was ascribed to the enhanced interaction between the water and SAM by fluorination to form a more robust layered water structure confined in the contact zone, which played a pivotal role in the superlubricity. [ABSTRACT FROM AUTHOR]