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Cycling Headwear
If it doesn't look and feel good, why wear it? Find road, mountain, and recreational inspired headwear below, including both casual and performance pieces. Make a statement at your next group ride with a new cycling cap!
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30% OFFSpecialized Flag Graphic 6-Panel Dad Hat
Regular price From $27.99Regular priceUnit price / perMSRP $40.00Sale price From $27.99Sale -
30% OFFSpecialized Trucker Hat
Regular price $27.99Regular priceUnit price / perMSRP $40.00Sale price $27.99Sale -
Cinelli Cycling Cap Explorer Gabe Alcala Planets Mix
Regular price $50.00Regular priceUnit price / perMSRP $50.00Sale price $50.00 -
Cinelli Cycling Cap Ana Benaroya Art Eye Of The Storm
Regular price $35.00Regular priceUnit price / perMSRP $35.00Sale price $35.00 -
Cinelli Cycling Cap Ana Benaroya Art Heart
Regular price $35.00Regular priceUnit price / perMSRP $35.00Sale price $35.00 -
Halo Anti-Freeze Skullcap
Regular price $27.95Regular priceUnit price / perMSRP $27.95Sale price $27.95 -
Cinelli Cycling Cap Peace Black
Regular price $30.99Regular priceUnit price / perMSRP $30.99Sale price $30.99 -
Cinelli Cycling Cap Milano Bike Veterans Blue
Regular price $30.99Regular priceUnit price / perMSRP $30.99Sale price $30.99 -
Cinelli Cycling Cap Benaroya Art Poseidon
Regular price $35.00Regular priceUnit price / perMSRP $35.00Sale price $35.00 -
Cinelli Cycling Cap Stevie Gee Art Alley Cat
Regular price $37.00Regular priceUnit price / perMSRP $37.00Sale price $37.00 -
Cinelli Cycling Cap Giacon Art Hope Yellow
Regular price $35.00Regular priceUnit price / perMSRP $35.00Sale price $35.00 -
Cinelli Cycling Cap Mora Art Cosmic Riders Black
Regular price $35.00Regular priceUnit price / perMSRP $35.00Sale price $35.00 -
Cinelli Cycling Cap Ziruffo Art Jungle Blue/Red
Regular price $39.99Regular priceUnit price / perMSRP $39.99Sale price $39.99 -
Pearl Izumi AmFIB® Lite Skull Cap
Regular price $35.00Regular priceUnit price / perMSRPSale price $35.00 -
Cinelli Cycling Cap Explorer Owners Club Red/Blue
Regular price $70.99Regular priceUnit price / perMSRP $70.99Sale price $70.99 -
Cinelli Cycling Cap Stevie Gee Art High Flyers Purple/Yellw
Regular price $39.99Regular priceUnit price / perMSRP $39.99Sale price $39.99 -
Cinelli Cycling Cap Mora Art Cosmic Riders Blue
Regular price $39.99Regular priceUnit price / perMSRP $39.99Sale price $39.99 -
45NRTH Winter Were Here For It Hat - Sand One Size
Regular price $40.00Regular priceUnit price / perMSRP $40.00Sale price $40.00 -
Cinelli Cycling Cap Futura Spiral Black
Regular price $39.00Regular priceUnit price / perMSRP $39.00Sale price $39.00 -
Cinelli Cycling Cap Mendini Art Baby Alien Red/Black
Regular price $39.99Regular priceUnit price / perMSRP $39.99Sale price $39.99 -
Cinelli Cycling Cap Pastori Art Crest Blk/Wht
Regular price $35.99Regular priceUnit price / perMSRP $35.99Sale price $35.99 -
Cinelli Cycling Cap Fulvia Mendini Stilema
Regular price $39.00Regular priceUnit price / perMSRP $39.00Sale price $39.00 -
Cinelli Cycling Cap Supercorsa Titanium
Regular price $27.99Regular priceUnit price / perMSRP $27.99Sale price $27.99 -
Specialized s-logo rib knit beanie hat dusty rose osfa
Regular price $29.99Regular priceUnit price / perMSRPSale price $29.99 -
Specialized graphic reflect cycling cap hat deep marine inertia s
Regular price $39.99Regular priceUnit price / perMSRPSale price $39.99 -
30% OFFSpecialized flat brim hat black/white osfa
Regular price $27.99Regular priceUnit price / perMSRP $40.00Sale price $27.99Sale -
Specialized deflect uv cycling cap hat gunmetal s
Regular price $19.99Regular priceUnit price / perMSRP $35.00Sale price $19.99Sale -
Specialized s-logo rib knit beanie hat black osfa
Regular price $19.99Regular priceUnit price / perMSRP $30.00Sale price $19.99Sale -
Specialized s-logo 6 panel dad hat yth deep marine osfa
Regular price $39.99Regular priceUnit price / perMSRPSale price $39.99 -
30% OFFSpecialized Youth 5-Panel Camper Hat
Regular price $27.99Regular priceUnit price / perMSRP $40.00Sale price $27.99Sale -
Specialized flat brim hat garnet red/birch white osfa
Regular price $39.99Regular priceUnit price / perMSRPSale price $39.99 -
Specialized S-Graphic 5-Panel Pinch Front Hat
Regular price From $27.99Regular priceUnit price / perMSRP $40.00Sale price From $27.99Sale -
Specialized eyes graphic 5 panel camper hat yth forest green osfa
Regular price $39.99Regular priceUnit price / perMSRPSale price $39.99 -
30% OFFSpecialized 5-Panel Pinch Front Hat
Regular price $27.99Regular priceUnit price / perMSRP $40.00Sale price $27.99Sale -
30% OFFSpecialized Flag Graphic 6-Panel Dad Hat
Regular price $27.99Regular priceUnit price / perMSRP $40.00Sale price $27.99Sale -
Specialized deflect uv cycling cap hat gunmetal m
Regular price $19.99Regular priceUnit price / perMSRP $35.00Sale price $19.99Sale
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More about Cycling Headwear
Your Guide to Under-Helmet Headwear
The right cycling headwear is a small piece of gear that makes a huge difference. Worn under your helmet, these technical layers are designed to manage the elements—whether it's sweat, sun, wind, or cold—so you can focus on the ride.
Headwear for Summer & Warm Weather
In warm conditions, the goal is moisture management. A good headwear piece stops sweat from dripping into your eyes and helps it evaporate, keeping you cooler.
- Cycling Caps: The classic choice. The brim offers shade and protection from sun and rain, while the cap itself wicks sweat. It's a favorite for road and gravel riders and works great for mountain biking, too.
- Skull Caps & Helmet Liners: These are thin, form-fitting, and designed to fit perfectly under a helmet. Made from high-wicking materials, they are the best solution for stopping sweat on hot climbs.
- Headbands: A minimalist option focused purely on keeping sweat off your brow and out of your eyes.
Headwear for Winter & Cold Weather
In cold conditions, the goal is insulation and wind protection.
- Thermal Skull Caps: These are made from thicker, fleece-lined materials (like thermal synthetics or merino wool) and often feature wind-blocking panels on the front. They are designed to cover your ears and forehead to prevent heat loss.
- Balaclavas: For deep cold, a balaclava offers full-face and neck protection. This is essential for winter fat biking, cold-weather mountain biking, and high-speed e-bike riding where wind chill is a major factor.