Chiral recognition is of great importance in chemical, biological, and pharmaceutical sciences. Since the first observation of chirality effect in mass spectrometry (MS) in 1977, MS has played a growing role in chiral recognition due to its significant advantages in speed, sensitivity and specificity. Ion mobility mass spectrometry (IM-MS) has been developed as a new approach for chiral differentiation, which could be achieved by the mobility difference, i.e., drift time difference, of analyte enantiomers in the presence of a chiral selector in drift cell or diastereomers incorporating the chiral selector and enantiomer analytes.