Poly(ethylene terephthalate) (PET) fiber has a low moisture regain, which allows it to easily gather static charges, and many investigations have been carried out on this problem. In this study, a series of poly(ethylene terephthalate-co-isophthalate) (PEIT)-poly(ethylene glycol) (PEG) block copolymers were prepared by the incorporation of isophthalic acid (IPA) during esterification and PEG during condensation. PEG afforded PET with an increased moisture affinity, which in turn, promoted the leakage of static charges. However, PET also then became easier to crystallize, even at room temperature, which led to decreased antistatic properties and increased manufacturing inconveniences. IPA was, therefore, used to reduce the crystallinity of the copolymers and, at the same time, make their crystal structure looser for increased water absorption. Moreover, PET fibers with incorporated IPA and PEG showed good dyeability. In this article, the structural characterization of the copolymers and antistatic and mechanical properties of the resulting fibers are discussed. At 4 wt % IPA, the fiber containing 1 mol % PEG with a molecular weight of 1000 considerably improved antistatic properties and other properties. In addition, the use of PEIT-PEG as an antistatic agent blended with PET or modified PET fibers also benefitted the antistatic properties. Moreover, PEIT-PEG could be used with another antistatic agent to produce fibers with a low volume resistance.