In the title compound, C24H18N2O4·CHCl3, the phenyl and benzene rings make a dihedral angle of 38.60 (9)° and connect in an orientation almost perpendicular to the naphthalene ring system at dihedral angles of 78.73 (8) and 81.20 (7)°. The molecule has a Z configuration about the C=N bond. In the crystal, molecules are linked by intermolecular O—H⋯N=C hydrogen bonds between the imino moiety and hydroxy groups. Intermolecular C—Cl⋯C interactions between Cl atoms of the CHCl3 molecule and C atoms of the naphthalene rings are also present [Cl⋯C = 3.353 (2) and 3.326 (19) Å]. The nitro group and the chloroform solvent molecule are disordered over two positions with site occupancies of 0.884 (4) and 0.116 (4).