Unless you're a bisexual woman living in Brooklyn, baseball caps might not be a huge part of your everyday wardrobe. But I—a bisexual woman living in Brooklyn—am here to inform you that they absolutely should be.
Why? They'll cover up a bad hair day, protect you from the sun, and inexplicably make you look effortlessly cool. Baseball caps also have tons of styling potential that frequently gets overlooked, and adding a few to your wardrobe opens you up to a whole host of outfit opportunities you've probably never thought of. They're surprisingly versatile—yeah, they obviously look sick with cargo pants and leather jackets. But a ball cap also wears nicely with silk scarves, suiting, and tennis-inspired looks.
Examples of all of these styling possibilities and more, right ahead.
Not your average baseball caps
Polo Ralph Lauren Chino Cap
New York Yankees 9TWENTY Hat
Damson Madder Washed Smily Cap
Sendero Provisions Co. Cowboy Hat
Stetson Bison Patch Trucker Hat
Motel Margarita Spicy Margs Trucker Hat
Mother Embroidered Camo Snapback Hat
Brixton Shelby Netplus® Baseball Cap
With a Silk Scarf
Like baseball caps, silk scarves have been having a main character moment these last few seasons. And what we've learned from this is that the two work twice as hard together. The accessory combo is unexpected and eclectic in the best way.
Utility Chic
I love to channel the TikTok's Wrong Shoe Theory with my accessory collection (Wrong Accessory Theory?), but it's also important to love your trucker hat for who it is. That means leaning into the vibe and playing up the Hot Mechanic energy in a barn jacket and utility pants.
With a Trench Coat
As with most accessories, baseball caps are an easy yes when it comes to trench coat styling. Together, the pair give off a casual-cool vibe. Finish with leggings and loafers for the laziest possible outfit that still looks extremely put-together.
Canadian Cowboy Hat
A denim baseball cap works just as hard as a good pair of jeans. And when you wear the two together? Magic. From there, you can add pops of color and texture as you see fit, but I personally recommend a little crimson red.
With a Crisp Suit
This tops the list as one of my favorite ways to wear a baseball hat. There's just something so effing cool about throwing one on with an expensive-looking power suit and a pair of hoop earrings.
Covered in Brooches
Put your Labubu down for just a sec, because there's another accessory that needs styling: your dad cap. Cover it in brooches, or even earrings, for a glitzy take on the sports favorite.
Worn Backwards With a Blazer
If a man did this, it would absolutely give me the ick. But with an oversize blazer, tortoise shell sunglasses, and a bitchy little rectangle bag? It's actually a moment.
Instead of a Red Lip
Taylor Swift's signature glam has its merits—I won't deny it. But if you're feeling a little edgier, try swapping her cherry red lip for a baseball cap in the same shade. It'll give a cool contrast to the classic all-black 'fit.
Scandi-Girl Vibes
If you've scrolled through street style pics from Copenhagen Fashion Week, one thing is clear: Those girls love a blue striped button-down. Add a baseball cap and a frilly bag to dupe the Scandi-girl look.
With a Jersey
Any frat boy will tell you: This is a winning combo. If you want to make the combo feel more baddie than bro, make sure to pair several layers of Rihanna-inspired gold chains with your cargo pants.
All-White
Layers of cream always look chic—because if you can get through a whole day without spilling on them, you know you have your life together. Use a matching baseball cap as the finishing touch for a tennis match or weekend park stroll.
Embrace the Irony
Camo hats are back, baby! I will not be digging deeper into why that is but they do add a fun, eclectic vibe to whatever you pair them with. Just go with it!
With Longline Shorts
Bermudas have been on every mood board since May and I will personally see to it that that continues into 2026. This fall, you can style your baseball cap of choice with your own pair and a tight-fitting sweater.
With a Leather Jacket
Maximize the joint slay of these two flop-proof basics. Sprinkle in a little camo print and you'll be a hit at any trendy dive bar.
With Formal Attire
To really test the bounds of a baseball cap's styling capabilities, I recommend wearing it with a more dressy look. When done right, a trucker hat will make even the more formal-looking skirt feel cool.
Kelsey (she/her) is a freelance digital fashion editor and writer with a knack for turning top-performing content into top-selling content. She has extensive experience in editorial and e-commerce strategy, having worked in both divisions during her years at Seventeen and Bustle. With more than a decade of experience in digital media, she also offers creative and social media consulting, as well as copywriting services. She enjoys cheeseburgers, traveling, and vintage hauls. Follow her on Instagram at @klstieg.
