Supramolecular chirality systems have attracted tremendous research interest for their applications in wide fields. Pillar[n]arenes, as a young class of macrocyclic host, have been widely applied in assembly systems due to their excellent complexation ability. Notably, pillar[n]arenes has two stable conformers (pR and pS), whereas they exhibit a dynamically racemic equilibrium in solution due to fast interconversion by rotating the hydroquinone units along the annulus. Synthesizing stable and separable enantiomers remains a challenge for pillar[n]arenes. In this minireview, construction strategy of chiral pillar[n]arenes and their complexes was systematically summarized. Their applications in constructing circularly polarized luminescence materials were emphasized. This minireview could inspire more researchers to investigate chiral pillar[n]arenes with multifunctionality in future.