Supramolecular chiral nanotubes that have a dense layer of short poly(ethylene glycol) (PEG) chains on their inner surfaces are able to not only extract peptides from bulk solution, but also back‐extract them by means of thermal dehydration and rehydration of the PEG chains. In article number 1800030, Naohiro Kameta and co‐workers show that the peptides, including D‐amino acids (green‐colored Ala and Phe), can be chirally separated through a transportation process in the nanotube channels with tunable chemical features and inner diameters.