Skip to main content

8 Wool Baseball Caps That’ll Keep You Warm(ish) This Winter

* Baseball caps aren’t just for summer
* Stylish wool caps from LL Bean, AMI, and more
* Options starting at just $10

Baseball caps have become a go-to accessory for stylish guys. They’re great for adding a touch of casualness to an outfit, and they’re also a secret weapon for bad hair days.

But baseball hats are typically reserved for spring and summer, as they don’t keep your noggin very warm. Luckly, we found some cold-weather caps that provide some warmth, so you can score some baseball cap style points this winter. Check them out below.

1. J. Crew Flannel Baseball Cap

This J. Crew cap comes in at just $9.50 on their factory website, but boasts some serious fall/winter style. It features a buffalo check pattern that looks great with cold weather clothes, and a slightly thicker material than normal caps.

Lazy loaded image
Image courtesy of J. Crew


2. Siggi Wool Baseball Cap

If you live in a place with hardcore winters, go for this Siggi cap. It has cozy vegan fur ear flaps and a warm wool blend construction.

Lazy loaded image
Image courtesy of Amazon


3. L.L. Bean Five-Panel Baseball Hat

The folks at L.L. Bean are masters at making winter-ready clothing. With this hat, they took the soft flannel they use for their famous chamois shirts and made a cozy winter cap.

Lazy loaded image
Image courtesy of L.L. Bean


4. Kavu Wooley Fishing Hat

This fishing hat from Kavu is a good choice because it’ll work with just about any outfit, thanks to the grey colorway. Plus, the subtle Kavu logo patch adds a nice touch.

Related Stories

Lazy loaded image
Image courtesy of


5. Huckberry Explorer’s Cap

We love the old-school vibes of this flannel Huckberry cap, thanks to a cream felt H, custom embroidery on the back, and a strong forest green color.

Lazy loaded image
Image courtesy of Huckberry


6. Banana Republic Felt Baseball Cap

Banana Republic makes some great no-frills essentials, and this felt cap is one of them. It features a sturdy felt construction for some warmth, and a low-key all-gray colorway.

Lazy loaded image
Image courtesy of Banana Republic


7. Saturdays NYC Bouclé Hat

For a slightly more modern winter cap, we recommend this one from Saturdays NYC. It’s made using a high-end Bouclé weave, and features a slash on the front instead of a logo.

Lazy loaded image
Image courtesy of East Dane


8. AMI Cap

If you wear a baseball cap often, spend the extra dough on this AMI hat. The brand is famous for premium Parisian-inspired classics, and this cap features a houndstooth wool weave you can wear year-round.

Lazy loaded image
Image courtesy of East Dane


9 Cool Cowboy Hats That Don’t Look Like a Costume