Supercritical (subcritical) fluid chromatography (SFC) was evaluated as an alternative to high performance liquid chromatography (HPLC) for the enantiomeric separation of primary amines on a cyclofructan-based chiral stationary phase. The effect of various organic modifiers, acidic and basic additives, as well as instrumentation-specific parameters such as column temperature, flow rate, and back pressure were evaluated. The results were compared to normal-phase and polar organic modes.