The application ofβ-cyclodextrin (β-CD) and the chiral ionic liquids formed fromβ-cyclodextrin mono-6-deoxy-6-(3-methylimidazolium)-β-cyclodextrin tosylate (β-CD-IL) as chiral selectors is described. The inclusion phenomena between theβ-cyclodextrin chiral selectors and D,L-tryptophan (D,L-Trp) was studied. The inclusion compounds were prepared by grinding, and their properties analyzed by X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), and nuclear magnetic resonance (NMR). The separation factor betweenβ-CD andβ-CD-IL with D,L-Trp was studied by the saturated solution method. This indicated a different binding capacity ofβ-CD andβ-CD-IL to the two enantiomers. This result shows that the chiral ionic liquids have a higher separation factor because of their high solubility. Theβ-cyclodextrin chiral ionic liquids and CS were cross-linked and immobilized on an N6 membrane to form composite membranes. Adsorption experiments and permeation experiments were carried out. 105.43 mg D,L-Trp/g membrane was obtained.