Aloe chortolirioides var. woolliana grows a tuft of up to twenty erect, grass-like leaves from a stem-tip. They are narrowly linear and succulent, the tips dry and purplish if not burnt by winter fire or broken off. The lower surface is convex, the upper one nearly flat to shallowly channelled. The leaves are about 25 cm long and 7 mm wide.

White spots are present low down on particularly the outer leaf surfaces. Tiny, soft, cartilaginous teeth occur along the leaf margins, denser and larger nearer the base (Craib, 2005; Van Wyk and Smith, 2003; Reynolds, 1974; Jeppe, 1969; iNaturalist).