Casual Hats
Casual hats are your go-to move for leveling up any laid-back look with zero effort. Whether you’re dodging a bad hair day or just want to add a little extra attitude, these chill toppers have your back every time. Throw one on for instant cool-girl energy—because let’s be honest, you were never meant to blend in. From coffee runs to spontaneous road trips, casual hats are the ultimate partner-in-crime for every adventure that comes your way.
$6.97 $16.90 59% off
A structured ivory cabby hat crafted from textured tweed with a short curved brim and sewn-in lining.
$16.90
A brown snapback hat featuring embroidered “more espresso less depresso” text and an adjustable closure.
$18.90
A brown trucker hat featuring "Bar Star" embroidery, a curved brim, and a breathable sheer mesh back.
$16.90
A black baseball cap featuring playful embroidered script and an adjustable strap for a comfortable fit.
$16.90
A brown trucker hat featuring "Bombshell" embroidery, mesh back panels, and an adjustable snap-back design.
$38
A black trucker hat featuring a Von Dutch logo patch and a curved wide brim for retro style.
$16.90
A beige trucker hat featuring "Tanned & Tipsy" embroidery and a breathable sheer mesh back.
$48
A black trucker hat featuring bold star graphics, mesh back, and an adjustable snap-back closure.
$58
A khaki tie-dye bucket hat featuring a classic silhouette and embroidered Von Dutch logo.
$29.90
A brown straw cowboy hat featuring an open weave design and a beaded band with turquoise accents.
$28.90
A beige faux suede cowboy hat featuring a bandana embossed pattern and wide curved brim.
$26.90
A taupe cowboy hat featuring intricate embroidery and a curved wide brim for standout festival style.
$26.90
An ivory cowboy hat featuring a curved wide brim and braided band with longhorn charm and studs.
$28.90
An ivory faux suede cowboy hat featuring a studded band, star medallion, rhinestones, and fringe tie-back.
$28.90
A beige faux suede cowboy hat featuring a wide curved brim and a statement concho-accented faux leather band.
$25.90
An ivory cowboy hat featuring a curved brim and faux leather band with metal buckle accents.
$28.90
A black distressed cowboy hat featuring a classic curved brim and rugged, worn-in texture.
$88
A black woven straw cowboy hat featuring a curved brim, pinched crown, and Von Dutch logo patch.
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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
City Cozy Tweed Cabby Hat in Ivory
$6.97 $16.90
59% off
A little vintage, a little cool-girl—this tweed cabby hat is the easiest way to make any outfit feel instantly styled. The textured finish adds that effortlessly polished vibe, even on your most “just grabbed something” days. Fit & FeaturesStructured cabby hat silhouette, Tweed texture material, sewn-in lining, Short 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 City Cozy Tweed Cabby Hat in Ivory
Serving boho cowgirl energy with a hint of wanderlust. This straw cowboy hat features an intricate woven design and a standout beaded band with turquoise detail for that effortlessly styled, sun-chasing look. Fit & FeaturesWoven straw material, Structured cowboy hat silhouette, Intricate open weave design, Beaded band with colored accents, Curved wide brim, tea-stained finish, 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 Wander West Beaded Cowboy Hat in Brown
Booked, busy, and somewhere out west. This cowboy hat pulls every look together with that effortless cool vibe—perfect for bachelorettes, festivals, and last-minute road trips. Fit & FeaturesClassic cowboy hat silhouette, Curved wide brim, Braided band with longhorn charm, studs, and tie design, 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 Plans Out West Cowboy Hat in Ivory
Western flair with a polished twist. This cowboy hat brings instant outfit elevation with a structured shape and statement concho band perfect for festivals and everyday styling. Fit & FeaturesClassic cowboy hat silhouette, Wide curved brim, Faux leather band with concho accents, Inner adjustable strings for a snug fit, 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 Desert Daydream Concho Band Cowboy Hat in Brown | Faux Suede/Leather
Throw it on and suddenly the outfit feels intentional. This cowboy hat adds that effortless western edge, whether you’re heading to a concert or just building a look that hits a little harder. Fit & FeaturesClassic cowboy hat silhouette, Curved brim design, Faux leather band with metal buckle accents, 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 Cool Girl Classic Cowboy Hat in Ivory | Leather
Catch games, grab coffee, repeat. This LA baseball cap brings that sporty finish to your off-duty looks with an adjustable fit that keeps up from workouts to weekend errands. Fit & FeaturesClassic curved wide brim, Embroidered 'LA' front logo and side '47, Adjustable back strap, 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 Off Duty '47 LA Baseball Cap in Beige
For the days you want your outfit to speak first, this cap handles the intro. The structured two-tone design and bold "Favorite Girl" embroidery make it the easiest confidence boost you can throw on. Fit & FeaturesStructured two-tone design, Bold “Favorite Girl” front embroidery, Classic six-panel construction with stitched eyelets, Curved brim, Adjustable snapback closure for a customizable 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 Favorite Girl Two-Tone Baseball Cap in Black
Boots on, plans pending—this is the vibe. This bandana print cowboy hat brings a soft statement feel that instantly pulls your whole look into its country era. Fit & FeaturesBandana embossed pattern, Wide curved brim, Structured cowboy hat silhouette, Inner adjustable strings for a snug fit, 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 Out West Plans Cowboy Hat in Beige | Faux Suede
Not your sweet little western moment—this one’s got edge. This studded cowboy hat brings bold attitude with a structured fit that instantly levels up any look. Fit & FeaturesStudded embellished trim, Structured cowboy hat silhouette, Wide 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 Outlaw Flare Studded Cowboy Hat in Black