Acridine-based novel fluorophores 1/2 with a helical dihydrodibenzoxepin/azepine skeleton exhibit halochromic response upon addition of Bronsted acid in CH2Cl2, thus giving UV-vis and fluorescence spectral changes. By using the optically resolved species [(M)-1/2], circular dichroism (CD) and fluorescence detected-CD (FDCD) signals were also changed drastically, thus demonstrating four-way-output response thanks to configurational stability of helicity and efficient exciton coupling.