I never thought a simple accessory like a baseball cap would have me so fixated, but here we are. This hat trend that has been around for years is back for the warm season like it never left. I’ve already seen some really cool outfits worn by my stylish neighbors in Brooklyn, who utilize baseball caps in a very chic way. I’ve been thinking about how to style mine, and I’m happy to say I’ve found a few looks to share with you, readers. I wear baseball caps when I’m having a bad hair day here and there, but I also just love the trend, and my love was reignited once I saw these looks on my daily Instagram scroll. Similar to my stylish neighbors, they stopped me in my tracks.
Whether you love a baseball cap and want more outfit inspiration or you’re not much of a hat person and need convincing, these looks will do the trick for both of those fashion dilemmas. Keep scrolling to find the right baseball-cap outfit for your personal style and shop each look.
Bomber Jacket
I love seeing a bomber jacket styled with a baseball cap. It’s so NYC to me. Cool girls are not trying too hard at all this season, and the more casual, the cooler. Bomber jackets have always had an air of effortlessness, and the appeal has never worn off for me. Now that I’m seeing looks like this one more online and IRL, I can’t help but be influenced. Simple graphic tees, slightly baggy jeans, and bright-red sneakers with a bomber jacket and a baseball cap are so cool girl coded, and I, for one, will be sporting an outfit just like this from head to toe. This might have to be my spring uniform until it gets too hot for a jacket. Even then, it’ll still be a perfect look.
Get the Look
Lightweight Trench Coat
It’s officially lightweight-trench-coat season, and if there’s one look that I’ve seen IRL the most, it’s this one below. All the It girls are styling their baseball hats with a trench coat, a pair of jeans, chic flats, and a leather shoulder bag. It’s such an effortlessly chic, easy look to put together. Since I’ve been breaking out my trench coat, I’ve worn variations of this outfit myself, including the baseball cap. If you’re an NYC girl like me and want a quick day-to-night look without stopping home, sneak a pair of pointed-toe heels into your shoulder bag if it’s deep enough.
Get the Look
Lace Camisole
A lace camisole with a baseball cap is my new favorite outfit combination. It’s such a summery, effortless look, and styling these pieces with baggy jeans is the way to go. To look even cooler, wear a pair of silver shoes, then complete the look with a green baseball cap. I’ve seen variations of this outfit on Instagram and even IRL when fool’s spring tricked me and all my neighbors into believing that the weather was finally warming up. Now that it actually is, I’ll be wearing my own version of this look. See my selections to re-create this cool girl ensemble.
Get the Look
Layered Shirts
One thing I’ve been enjoying now that the sun is back out is light layering. I love how fashion people have styled button-downs with tank tops layered over them, like this look below. I’d start similarly with a white button-down and tank to layer with a pair of wide-leg jeans in the same color family. Then I’d juxtapose a bit with a slouchy brown suede bag and complete the outfit with a baseball cap in a color similar to the jeans. This slightly monochrome look has been living in my head rent-free. Adding a baseball cap just highlights that, even thought there was thoughtfulness in the layering, it’s still an effortlessly cool outfit. I love that each piece is probably something in everyone’s closet already, but if they aren’t, shop my picks.
Get the Look
Matching Set
Every now and then, even a matching set needs that one item to pull it all together. That item is, in fact, a baseball hat. It’s the perfect piece to juxtapose a delicate and dainty outfit. Looks like that are reliant on accessories so you don’t have to think about the rest. For example, this outfit features a cute matching set, a pair of simple flip-flops, and a brown leather east-west bag. Without the baseball hat, it wouldn’t be an It-girl outfit. A baseball hat just adds so much character and a little something to make it more interesting. This look is perfect for a park hang with friends, a brunch date, or a party during the day. Switch the flip-flops for flats or strappy sandals if you want to dress it up for a day-to-night moment.
Get the Look
Quarter-Zip Sweater
I never thought I’d say this, but a lightweight quarter-zip sweater looks so cute with a baseball cap. Surprisingly, the laid-back look still has a chicness to it, even with a pair of matching sweatpants. The key is to keep the color palette as simple as possible. A cream quarter-zip and sweatpants are perfect to pair with a white baseball cap, similar to this look. To make your look a bit more intentional, wear a pair of white loafers to match your hat. Just add a black leather bag and you’re set. It’s a very quiet luxury outfit that’s perfect for running errands or a quick lunch date with a friend when you don’t want to think too much about your outfit. It’s a cool, relaxed look that I’ll be sporting often this spring.
Get the Look
Cargo Pants
On a chilly spring day, I’m wearing my baseball cap with a few layers and pairing my pieces with spring-friendly green cargo pants. If you want to look effortlessly chic this season, I’d recommend layering a barn jacket with a button-down in a similar color to complement your green cargo pants. Butter yellow is a color trend that is still relevant for the warm season and marries seamlessly with a classic barn jacket. Add a pair of boots and a black leather bag and your look is complete. If you’re going for a dressier look, just switch your boots for a pair of strappy sandals, or wear flips flops to keep the casual vibe going.
(Image credit: @aimeesong)
Get the Look
Why Trust Us
At Who What Wear, fashion is our speciality. Our editors have years of industry experience, from reporting on seasonal fashion trends seen at international fashion weeks to working with some of the most recognizable names in fashion. Every item we recommend is carefully selected based on current trends, quality, and real-world wearability.
We regularly try pieces ourselves, including everything from best-selling jeans to designer shoes; speak to external experts and fashion insiders; and stay closely connected to what our readers are searching for. Our advice is grounded in expertise and has to pass our exceptional taste levels, so you can feel confident in every recommendation.




























