We investigated the remineralization of demineralized enamel surfaces through the application of bioactive glass (BG) and chitosan nanoparticles (CNPs). BG and CNPs were immersed in artificial saliva for 7 days. The resulting crystals were analyzed by X-ray diffraction (XRD) and scanning electron microscopy (SEM). Embedded enamel blocks were immersed in demineralization solution and then classified into five treatment groups: (1) No material applied; (2) toothpaste containing NaF (F); (3) CNP hydrogel; (4) distilled water slurry containing BG; and (5) CNP hydrogel containing BG (BG-CNP). The enamel blocks were immersed in an artificial saliva solution for 1 month; each material was applied twice per day. Nanoindentation testing of enamel surfaces was performed during the immersion period. We found that unidirectional rod-shaped crystals formed in the artificial saliva solutions treated with BG and BG-CNP, showing multiple XRD peaks for hydroxyapatite. The mechanical properties of enamel surfaces decreased markedly following immersion in the demineralization solution, and significantly recovered after 1 month of BG-CNP and BG treatment compared to other the specimens. Porous demineralized enamel surfaces were filled with a remineralization layer after immersion in saliva and application of NaF, BG, and CNP-BG. Thus, daily application of CNP-BG or BG facilitates enamel remineralization.