The chiral analysis and purification of proton pump inhibitors (PPIs) has become a popular topic as more of these drugs fall out of patent protection each year. Due to their wide range of enantiomeric selectivity, a set of polysaccharide-based chiral stationary phases (CSPs) was screened to identify methods for the successful enantioseparation of four benzimidazoles; rabeprazole, lansoprazole, omeprazole, and pantoprazole.