How to wear a baseball cap girl with short hair

When you are having an oh-so-familiar bad hair day or want to pull off the ultimate street style outfit, having a casual baseball cap ready for grabs might be the best decision.

Over the past few years, baseball cap hairstyles have been reigning supreme above all other headwear-related searches. Why? Because even though most women want to be comfortable throughout the day, that doesn’t mean that you have to compromise on style.

On the contrary, there is an array of cute baseball cap hairstyles to choose from. Whether you are a bit edgier or prefer to look relaxed, the styling possibilities are seemingly endless.

In order to help you upgrade your streetwear game, we rounded up the best baseball cap hairstyles for women ahead. Spoiler alert: the list below includes inspiration for short, long, and medium lengths.

Baseball cap hairstyles  for short hair

Styling hats with short hair can be a hard task even for the pros. As much as we would want to think outside of the box and rock a plethora of different hats, most wide brim styles are going to obscure your face while also covering all our hair. That’s when the best baseball cap hairstyles for short hair come in to save the day.

No matter if your hair is super-short or in a pixie cut, baseball caps allow them to peek out looking effortlessly relaxed. Who doesn’t love having that cool-girl-vibe, right?

Baseball caps are known for their ability to complement short hairstyles with bangs. At first, you might not consider your bangs as the most hat-friendly hairstyle, however, this couldn’t be further from the truth. Your bangs will be visible under your go-to baseball cap. The best part? During the colder months, your casual cap will help you fight off the annoying frizz and keep your bangs in place.

Baseball cap hairstyles  for medium hair

This particular hair length is blessed with having a slew of different styling options. Amongst the best baseball cap hairstyles for medium hair women, options like low ponytails and side braids deserve the title of comfort and practicality. No matter the style you are opting for, you can always add some texture by adding soft waves to soften the look. 

 If you are looking for a more elegant and put-together look, maybe a sleek bun hairstyle would be the best option. That way, you can show off your jewelry to add a polished vibe.

Baseball cap hairstyles  for long hair

Long hair might be the easiest type to style under a baseball cap, however, there are still some fantastic ideas you might have never thought of. Try styling your baseball cap with down waves and a ponytail. It might seem like a pretty unusual way at first, but it looks extremely chic. 

Here is another great idea for you to add to your baseball cap hairstyles for long hair “to do” list: double buns. These fun messy buns are not only utterly cute but also pretty unusual. Granted, it might take a few trials and errors to get this look right the first time, but it’s totally worth it!

If you've ever cut your hair from long to short, you know that certain adjustments must be made. I cut my hair from a shoulder-length bob to a pixie cut more than five years ago, and although I immediately knew that short hair was for me, I still had to make a few adjustments, including how I wore a hat. I changed how I dressed (for a while, I dressed much more femininely although now I'm at a comfortable middle ground). I changed the way I wore makeup, choosing to have more fun with colors and eyeliner than I did in the past. It also took me time to figure out how to style my pixie cut properly.

The hardest adjustment of all, however, was, as I mentioned, figuring out how to wear hats. It sounds silly, but for ages I was convinced that I no longer looked good in hats. Then the winter weather came around, and it was no longer a style choice so much as a necessity. Now, happily, I'm back to wearing all kinds of hats again. It simply took time for my brain to adjust to how I look in hats now, as well as the help of a few tricks that I picked up along the way to make hats look flattering with my short hair.

Here's the top 5 tips that I can offer to other short-haired girls trying to figure out how to make their pixie cut work underneath a hat:

1. Position knit beanies properly.

The key to wearing knit beanies when you have short hair is to position the hat properly on your head. You don't want to pull it straight down onto your head, covering your forehead; rather, pull it onto the back of your head at an angle, as seen above.

As you can see, my ears and the majority of my head are covered, but the hat isn't taking over my face. Plus it's not pulled on all the way, allowing the hat to have some floppiness in the back.

2. Let some of your hair peek out.

This is how not to wear your knit hat.

See how it's pulled down over my forehead and sticking straight up into the sky? Not a good look; I look like a Conehead. Plus, if you have short hair like I do, allowing the hat to swallow up my pixie cut entirely makes it look like I don't have any hair at all, which isn't the look I'm personally going for.

3. Experiment with different kinds of hats.

Sometimes when you go from long hair to short hair, you have to reassess what looks good on you. There's a lot of hats that I feel like I can't pull off anymore, such as baseball hats or cloche hats. On the other hand, lots of women with short hair have told me they love wearing those types of hats. In the past, I would have felt silly wearing a fedora but now it kind of makes me feel like Jean Seberg in Breathless .

So try on lots of different hats — yes, even fedoras — and keep an open mind.

4. Wide-brim hats are the best, no matter how short your hair is.

Floppy, wide-brim hats are awesome for two reasons: They add a touch of glamour to everyday outfits and they protect your face from the sun. If you get one in black or brown (or even burgundy or forest green) you'll be able to wear it year-round with almost any outfit.

This doesn't mean you no longer have to wear sunscreen, of course, but it does help protect you from the sun while making you look put-together.

5. Add lipstick.

Finally, when in doubt, always add lipstick. My go-to is NARS Velvet Matte Lip Pencil in Cruella (worn below); Revlon ColorBurst Matte Balm in Standout is a similar, budget-friendly option. A bold lip will help add some glamour to your outfit when paired with a large hat.

NARS Velvet Matte Lip Pencil in Cruella, $27, Sephora; Revlon ColorBurst Matte Balm in Standout, $6, Amazon

And it will also help to dress up a basic knit beanie.

NARS Velvet Matte Lip Pencil in Cruella, $27, Sephora

So remember: Always try to have some hair peaking out, don't tug your knit hat all the way down your forehead (keep it loose instead), try on lots of different hats, and always add a big hat and some lipstick for instant confidence.

Images: Kelly Dougher

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