Dyeability of ten Schiff bases obtained from 4-chloroaminophenol and various benzaldehydes including methyl, chloro, bromo, nitro, methoxy, and hydroxy groups were investigated on polyester, cotton and wool fibers. The dry/wet rubbing and washing fastness of the compounds were measured. It is observed that the rubbing and washing fastness values are varying at the 4 -5 range (1: weak, 5: excellent). The lightness (L), red-greenness (a), and yellow-blueness (b) properties of the compounds were also investigated. It was observed that the dyeing properties of the compounds change depending on the substituent positions, and the substituent effect is observed on wool mostly. Especially, 3-and 5-methyl derivatives (VIII and IX) exhibit similar behavior toward polyester and cotton while they behave differently on wool in point of the L, a, and b values. On the other hand, it can be claimed that chlorine substituent increases the L value on wool.