Stylish Baseball Caps

Stylish baseball caps are the ultimate finishing touch for any look—whether you’re running late to brunch or just want to keep your vibe effortlessly cool. Throw one on and instantly level up your outfit with a dash of attitude and a sprinkle of mystery (because who doesn’t love a little intrigue?). From casual hangs to spontaneous adventures, these caps are your go-to accessory for looking cute, feeling confident, and keeping the good times rolling.

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Windsor Future Trophy Wife Baseball Cap in Black

$14.90

A black baseball cap featuring bold "Future Trophy Wife" embroidery and an adjustable strap for comfort.

Windsor Sorry I'm Late, I Stopped For Coffee Baseball Cap in Brown

$12.90

A brown baseball cap with an embroidered coffee-themed script and adjustable strap for a perfect fit.

Low Key Cool LA Baseball Cap in Green

$15.90

A green baseball cap featuring LA embroidery, a structured curved brim, and an adjustable back strap.

Windsor Slow Morning Club Baseball Cap in Black

$15.90

A black two-tone baseball cap featuring "Slow Morning Club" embroidery and a classic curved brim design.

Autumn Stroll Corduroy Baseball Cap in Ivory

$14.90

An ivory corduroy baseball cap featuring a wide curved brim and adjustable back strap for cozy style.

Hot Girls Drink Tequila Baseball Cap in Burgundy

$15.90

A trendy two-tone burgundy baseball cap featuring an embroidered "Hot Girls Drink Tequila" script and adjustable strap.

Espresso Martini Please Baseball Cap in Brown

$12.90

A brown baseball cap with an embroidered "Espresso Martini Please" script and an adjustable back strap.

Windsor City Girl New York Baseball Cap in Navy Blue

$15.90

A navy blue baseball cap featuring New York embroidery and an adjustable strap for a custom fit.

Hotter Than Ever Leopard Baseball Cap

$16.90

A structured cotton baseball cap featuring a bold leopard print brim and "Hotter Than Ever" embroidery.

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Wild Side Leopard LA Baseball Cap

$15.90

A leopard-print micro suede baseball cap featuring LA embroidery and an adjustable back strap for comfort.

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Windsor Sorry I'm Late, I Stopped For Coffee Baseball Cap in Brown

$12.90

(3)

The perfect baseball cap for all coffee lovers! This adorable hat features an embroidered script reading, "sorry I'm late, I stopped for coffee," and includes a back adjustable strap with a metal buckle. Fit & FeaturesClassic baseball cap design, Round top, Curved brim, Embroidered script reading, "sorry I'm late, I stopped for coffee", Back adjustable strap with metal buckle, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Sorry I'm Late, I Stopped For Coffee Baseball Cap in Brown

Western Adventure Faux Suede Cowboy Hat in Ivory

$25.90

(1)

Charm with Western flair in this faux suede cowboy hat with a unique stitched pattern band accented with studs and a tie-back detail that sets you apart from the crowd! Fit & FeaturesStitched pattern band, stud accents, tie-back detail, Wide curved brim, Faux suede material, Inner adjustable strings for a snug fit, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Western Adventure Faux Suede Cowboy Hat in Ivory

Cozy Glam Faux Fur Round Bucket Hat in Beige

$19.90

(1)

Fit & FeaturesFaux fur fabrication, Round top, Wide contrast brim, CW: FAUX FUR ROUND TOP BUCKET HAT (073021661001) Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Cozy Glam Faux Fur Round Bucket Hat in Beige

Windsor Low Key Cool LA Baseball Cap in Taupe

$15.90

(1)

Repping the city never looked this effortless. This LA embroidered baseball cap is the laid-back staple you’ll throw on with everything from streetwear fits to off-duty looks. Fit & FeaturesClassic baseball cap silhouette, Structured curved brim, LA embroidered detail on front, Adjustable back strap for a custom fit, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Low Key Cool LA Baseball Cap in Taupe

Windsor Howdy Hottie Denim Cowboy Hat

$25.90

(1)

She’s got rodeo dreams and main stage energy. This denim cowboy hat is the flirty finishing touch your outfit’s been waiting for—perfect for festivals, weekend plans, or anytime you’re feelin’ yourself. Fit & FeaturesDenim material, Stitching detail, Structured top, Wide curved brim, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Howdy Hottie Denim Cowboy Hat

Windsor Glam Western Vibe Rhinestone Buckle Strap Cowboy Hat in Brown

$26.90

(1)

Glam up your western vibe with this trendy cowboy hat featuring a structured top, a curved brim, and a thin strap with a sparkly rhinestone-embellished buckle. Style with rhinestone hoop earrings! Fit & FeaturesFaux wool material, Structured top, Curved brim, Inner adjustable strings for a snug fit, Strap with rhinestone buckle, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Glam Western Vibe Rhinestone Buckle Strap Cowboy Hat in Brown

Windsor Ride or Slay Cowboy Hat in Black

$22.90

(1)

Giddy up, glam girl—this cowboy hat is serving country with a side of chaos. Perfect for festival fits, photo ops, or spontaneous yeehaw moments. Fit & FeaturesWide curved brim, Faux suede material, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Ride or Slay Cowboy Hat in Black | Faux Suede

Windsor Gloria Cap Sleeve Tie Back Mermaid Formal Dress in Navy Blue

$69.90

(1)

The Gloria formal dress is your effortlessly elegant plus-one, designed in a mermaid silhouette with a bold open tie back that makes every head turn! Fit & Features:Smooth knit fabric with stretch, stretchy knit lining, Square neckline, padded bra cups, Cap sleeves, Open tie back design, lower zipper and hook-eye closure, Mermaid silhouette, Floor-length hem, Runs true to size, Where to Wear:Weddings, black tie galas, formal parties and events, engagement parties, rehearsal dinner, fancy date nights, nights at the theatre, school dances Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Gloria Cap Sleeve Tie Back Mermaid Formal Dress in Navy Blue | Size: XS | Knit Fabric

Windsor Western Sun Micro Suede Cowboy Hat in Ivory

$24.90

(1)

Embrace Western charm and the sun in this cowboy hat. Crafted from soft micro suede, this hat offers a comfortable fit while adding a touch of rugged style to any outfit. Fit & FeaturesMicro suede material, Structured top, Wide curved brim, Adjustable inner strings for a snug fit, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Western Sun Micro Suede Cowboy Hat in Ivory

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Windsor Boot It Up Cowboy Hat Chain Belt in Silver

$7.97 $16.90
53% off

The belt that boots up the outfit. With mini cowboy hat charms and a chain-link design, this belt brings rodeo energy to crop tops, denim, and concert looks. Fit & FeaturesMini cowboy hat charms, Chain link design, Lobster clasp closure, Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Boot It Up Cowboy Hat Chain Belt in Silver

Stylish Baseball Caps

Let’s be real—nothing says effortlessly cool like a baseball cap that’s got a little extra something going on. Whether you’re running late after a night out with your girls or just want to keep the sun out of your eyes while you’re living your best life, a stylish baseball cap is that ride-or-die accessory you’ll reach for again and again. It’s your instant fix for bad hair days, the cherry on top of a killer athleisure fit, and the low-key flex that pulls together even the simplest jeans-and-tee combo. And don’t even get us started on how a fashion baseball cap can transform an entire vibe—think of it as your secret weapon for looking put-together without even trying. For the fearless babes who know their worth, hot wife caps and other bold, cheeky styles are more than just headwear—they’re a whole mood, a wink to the world that you’re here to have fun and you don’t take yourself too seriously.

When you’re shopping for stylish baseball caps, it’s all about finding the one that matches your energy. Look for details that make your heart skip a beat: embroidery with a pop of attitude, colors that play nice with your closet, or fabrics that feel luxe but still let you live your life. Maybe you’re all about that classic, clean look that goes from brunch to beach without missing a beat, or maybe you want something with a little sparkle or a sassy phrase that basically announces your arrival before you even walk in the room. These caps are the perfect plus-one for road trips, pool parties, music fests, or just those “I woke up like this” coffee runs. And let’s not forget—they make the cutest gifts for your squad, your sister, or your favorite person who’s always stealing your stuff. There’s something about gifting a baseball cap stylish enough to make her feel seen, hyped up, and ready to take on the world (or at least the group chat). Stack your cap with some oversized sunglasses and a swipe of gloss, and you’re basically unstoppable.

And because your style game doesn’t stop at your hairline, don’t be afraid to mix and match your favorite stylish baseball caps with other wardrobe essentials. Pair one with a slouchy hoodie or an oversized tee for those chill hangs, or level up with a fitted blazer and chunky sneakers for a look that’s all about breaking the rules. If you’re feeling that cozy-but-cute energy, check out our Stylish Sweatshirts for even more inspo—because honestly, there’s nothing better than a laid-back, layered look that still turns heads. Whether you’re gifting, collecting, or just grabbing one more “just in case,” these caps are the ultimate accessory for anyone who loves to keep things playful, fearless, and just a little bit cheeky.

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