Hat trick

1. Listen up
Burton’s unisex Headphone Beanie comes with built-in (yet removable) headphones that you can plug into your portable music player, so your ears will be jammin’ as they keep warm. $45 at Burton (56 E Walton Pl, 312-202-7900).

Light as a feather
Love, Lulu Mae—a local line—creates one-of-a-kind head pieces and hats, including this Gerda feather topper. $135 at lovelulumae.com.

Prep rally
Look like a lost cast member from The Big Chill (minus the perm) with this Modern Amusement women’s lamb’s-wool hat. $46 at Untitled.

The wide stripes
Fold over the ends of this Ted Hat by Cheap Monday to add a little variety to your look. $16 at Untitled (2705 N Clark St, 773-404-9225).

Gray matters
The handknitted hat by local designer Ping Wu has straps to hold onto, in case the wind tries to blow it away. $198 at Florodora (330 S Dearborn St, 312-212-8860).