Cycling caps should fit snugly under your helmet without adding pressure points. A well-fitted cycling cap should provide added protection from wind, rain, sun, and glare. Cycling caps come in thermal, moisture-wicking, and old-fashioned, non-technical cotton varieties. Each material has its own strengths for specific types of riding.

We appreciate the classic style of the cotton and polyester cycling cap from Le Col. For temperatures hovering around and above freezing, this type of head covering is all you really need to keep in warmth under your helmet. We also have been impressed with how this cap fits under a helmet, and how it looks off the bike as well.

Headsweats’ cycling caps are designed to fit perfectly under your helmet, keeping the sweat out of your eyes. You'll find various styles and colors below, all featuring our classic performance fabric technology. It's important to find a style that feels comfortable while riding, and our caps are designed with every head shape and size in mind.

Thin wool hat that fits well under most helmets. Ponytail port makes it easy to manage long hair. Full head, face, and neck coverage for the coldest days. Large brim and waterproof panels keep the rain at bay. While every cycling cap and balaclava on our list can (technically) fit underneath a helmet, some do it better than others.