Transformations of diethylstilbestrol (DES) and bisphenol A (BPA) in conventional chlorination and electrochemically (EC) treated solutions were examined using spectrophotometry and chromatographic analyses. EC treatment was carried out using an undivided EC cell with a PbO2 anode and a stainless steel cathode. EC-treatment and conventional chlorination caused DES and BPA to undergo a rapid degradation accompanied by the generation of low molecular weight chlorinated organic species indicative of the breakdown of DES and BPA. The identified compounds were predominated by chloroacetic acids (HAAs), but approximately 80% of the total organic halogen (TOX) was comprised by unidentified species. For EC treatment, the HAA yields were lower and HAAs were predominated by monochloroacetic acid (MCAA), while in the case of conventional chlorination, trichloroacetic acid (TCAA) was predominant and MCAA was virtually absent. The changes in the HAA speciation and yields were concluded to be caused by the EC-driven reductive dehalogenation which, however, did not affect the unidentified fraction of TOX. This indicated that the unidentified part of TOX was comprised by aromatic chlorinated forms of BPA and DES. Their resistance to degradation in EC reactors indicates that these compounds may be stable in conditions typical for drinking water treatment and distribution.