Ultra high performance supercritical fluid chromatography (UHPSFC) technology presents an alternative and orthogonal solution to GC and HPLC for the separation of synthetic cannabinoids. In particular, it offers excellent selectivity for structural analogs and stereoisomers. Here, a simple method development strategy is demonstrated for the chiral analysis of selected synthetic cannabinoids including: HU-210, HU- 211, (±)-CP 47,497, (±)-epi CP 47,497, (±)-CP 55,940 and (±)5-epi CP 55,940. Fast stereoisomeric separations, including related enantiomers and diastereomers, are achieved on the Waters ACQUITY UPC2 System using the Waters Trefoil chiral columns. The efficiency of UHPSFC is demonstrated for rapid enantiomeric separation of chiral synthetic cannabinoids.