Comfortable Pants For Summer
When the temps are up and the plans are non-stop, you need pants that can keep up with your every move. Comfortable pants for summer are your secret weapon—perfect for spontaneous road trips, rooftop hangs, or just kicking back with your crew. Whether you're brunching or beach-bound, these easygoing styles have your back so you can soak up every sun-soaked moment in effortless comfort.
$29.90
A pair of ivory woven palazzo pants featuring a high-rise waist, pleating, and flowy wide-leg silhouette.
$42.90
A pair of chartreuse cotton palazzo pants featuring a high-rise drawstring waist and flowy wide-leg silhouette.
$39.90
A natural woven fabric trouser with a high-rise waist and wide-leg silhouette for chic beachy vibes.
$44.90
A chic pair of black chiffon palazzo pants featuring a high-rise waist and pleated wide-leg silhouette.
$34.90
A pair of ivory tropical wide-leg pants featuring a high-rise waist and stretchy knit fabric.
$34.90
A trendy pair of brown wide-leg pants featuring a high-rise waist and abstract print in stretchy knit.
$9.97 $29.90 67% off
A brown high-rise knit flare pant with a fold-over waist and ribbed hacci fabric for comfort.
$42.90
A pair of brown satin wide-leg palazzo pants featuring a mid-rise waist and hidden side pockets.
$32.90
A pair of ivory sheer woven palazzo pants with a wide-leg silhouette and adjustable tie-front drawstring.
$44.90
A pair of gold knit pants with a mid-rise drawstring waist and straight-leg fit.
$42.90
A pair of multi-color woven palazzo pants featuring a tropical print, high-rise waist, and wide-leg silhouette.
$46.90 - $49.90
A chic olive cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.
$35.90
A chic black ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.
$32.90
A pair of white mid-rise denim shorts with distressed accents and a form-hugging fit.
$49.90
A cognac satin jogger with a high-rise waist, cargo pockets, and adjustable drawcord cuffs.
$32.90
A high-rise sage crepe trouser with a flattering wide-leg silhouette for a polished look.
$29.90
A chic pair of black and white gingham ruffle shorts with a flattering low-rise waist.
$46.90
A pair of white high-rise crochet pants featuring embroidered knit fabric and a sheer, lined design.
$24.90
A pair of black and white mid-rise gingham shorts with ruffled trim hem in woven fabric.
$42.90
A chic pair of rose high-rise trouser pants with a flattering wide-leg silhouette and side pockets.
$34.90
A pair of black wide-leg pants featuring an abstract print and comfortable stretchy knit fabric.
$12.97 $29.90 57% off
A polished pair of pink high-rise trouser shorts with side pockets and a slim-fit silhouette.
$9.97 $16.90 41% off
A playful pair of pink knit pajama shorts featuring a zesty orange print and cheeky fit.
$22.90
A pair of pink low-rise ribbed knit pajama shorts offering a cheeky, fitted silhouette.
$36.90
A pair of multi-color watercolor woven shorts featuring a high-rise waist and relaxed fit.
$26.90
A pair of pink rib knit shorts featuring a foldover mid-rise waistband and a seamless, form-hugging fit.
$34.90
A bold tropical-print wide-leg pant in black stretchy knit fabric, perfect for vacation vibes.
$29.90
A pair of rust-colored knit wide-leg pants with a mid-rise waist and flared hem.
$26.90
A pair of black gauze shorts featuring a high-rise smocked waist and tiered ruffled design.
$32.90
A pair of high-rise dark denim shorts with distressed detailing and a relaxed fit.
$9.97 $29.90 67% off
A boho chic pair of ivory sheer lace flare pants with a high-rise elasticized waist.
$22.90
A comfy pair of ivory knit pajama shorts with a flattering mid-rise folded waist and cheeky bottom.
$36.90
A chic pair of natural linen-blend shorts featuring a belted waist and dual front pockets.
$29.90
An airy pair of light blue cotton shorts featuring a smocked drawstring waist and playful ruffled hem.
$29.90
A pair of chartreuse cotton shorts featuring a high-rise elastic waist, dual front pockets, and fitted silhouette.
$32.90
A comfy black ponte knit flare pant with a high-rise waist and form-hugging fit.
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Elevate your wardrobe with these essential pair of faux leather pants! These chic coated skinny pants feature a high-waist fit, waistband with belt loops, two back pockets, and hidden zipper closure. Style these high-rise pants with a sleek mesh bodysuit, corset top, or blouse for a chic and fierce look. Fit & FeaturesHigh-rise waist, belt loops, Front button and hidden zipper closure, Faux front pockets, two back pockets, Skinny leg design, Coated faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Coated Skinny Pants in Black | Size: M | Leather
In these faux leather pants, you'll be walking the walk of cool-effortless style! They feature a flattering high-rise waist and straight-leg silhouette on coated faux leather fabric that offers a sleek look for workwear or everyday 'fits. Complete the look in a smooth bodysuit and block heels. Fit & FeaturesHigh-rise waist, Straight-leg silhouette, Front button and hidden zipper closure, Faux front pockets, functional back pockets, Coated faux leather fabric, slight stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Walking The Walk Faux Leather Straight Leg Pants in Black | Size: M
These classic and chic ponte knit trouser pants feature a high-rise elasticized waist with a hip-hugging fit and a wide-leg hem. The vertical seam running down the front of each leg will create a flattering silhouette you'll love. Fit & FeaturesPonte knit fabric with moderate stretch, High-rise elasticized waist, Vertical front seams, Hip-hugging fit, Wide-leg silhouette, Pants in size small have an 11" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classic And Chic Wide-Leg Trouser Pants in Ivory | Size: M | Knit Fabric
Look stylish and posh for your nine-to-five in these crepe trouser pants! Designed with a flattering high-rise waist and front pin-tuck detailing going down the straight-leg silhouette, you'll feel so confident to take on the day. Complete the look in an oversized blazer and heels. Fit & FeaturesCrepe fabric with stretch, High-rise waist, Pull-on-and-off styling, Straight-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black | Size: L
These faux leather pants feature a flattering high-rise waist, hip-hugging fit, and a trendy flare hem on coated fabric for a sleek look. Perfect for styling with a graphic tee and booties. Fit & FeaturesCoated faux leather fabric, slight stretch, High-rise waist, Hip-hugging fit, flare hem, Front button and hidden zipper closure, Two-pocket styling, Pants have an 11" front rise with a 30.5" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black | Size: L
These breezy woven palazzo pants will give off those effortless weekend vibes with their relaxed, wide-leg silhouette. Style with the matching tie-front crop top for a chic look. Shop Matching Top: Weekend Vibes Tie-Front Crop TopFit & FeaturesWoven fabric, High-rise waist, Dual front pockets, Pleating, Flowy wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Weekend Vibes Wide-Leg Palazzo Pants in Ivory | Size: L | Woven Fabric
Pretty pleats make these high-rise palazzo pants a chic find! Style with a crop top and heels for dinner and drinks. Fit & FeaturesChiffon woven fabric, knit lining, High-rise waist, Wide-leg pleated silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Pleats High-Rise Chiffon Palazzo Pants in Black | Size: XS | Chiffon/Knit Fabric/Woven Fabric
Spice things up in these sleek and trendy faux leather pants, which boast fringed side trim and a flattering flare hem—perfect for dancing at festivals or concerts! Fit & FeaturesFaux leather lined fabric, minimal stretch, Mid-rise waist, front button and hidden zipper closure, Faux front pockets, back pockets, belt loops, Hip-hugging fit, Fringed side trim, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black | Size: 5 | Leather
No one will forget your beachy-chic vibes in these linen-blend wide-leg trouser pants perfect for weekend plans or vacation! Pair with the matching vest for a complete look. Shop Matching Top: Beachy Chic Tie-Front Vest With LinenFit & FeaturesLinen-blend woven fabric, High-rise waist, belt loop accents, Side pockets, Wide-leg silhouette, Pants in size small have an approximate 13.5" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Beachy Chic Wide-Leg Trouser Pants With Linen in Natural | Size: S | Woven Fabric
A perfectly trendy pair of denim pants with cute details like a pinstripe pattern and flattering wide-leg silhouette. Complete the look with the matching vest. Shop Matching Vest: Fresh Perfection Button Split Denim VestFit & FeaturesPinstripe pattern, denim fabric, High-rise waist, Wide-leg silhouette, Front button and hidden zipper closure, Four-pocket styling , Runs true to size , Free Shipping on All Orders Over $75. | Windsor Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim | Size: L
Comfortable Pants For Summer
When the temps start climbing and the sun is putting in overtime, nothing feels better than slipping into the comfiest pants that let you breathe, move, and totally own your day. Whether you’re racing to brunch, running errands, or just living your best lounge life, the right pair of pants can be your secret weapon. Think lightweight, flowy fabrics that barely brush your skin—cotton, linen, and rayon are basically your BFFs when it comes to staying cool without sacrificing style. Wide-leg silhouettes, playful cargos, and easy-fit joggers are the ultimate vibe, giving you that relaxed, effortless look while still keeping things cute. Don’t forget those magical elastic waists and adjustable ties—because comfort should never come with a side of pinching or awkward tugging. The Windsor girl knows that looking good and feeling good go hand in hand, and she’s never here for stiff, stuffy fits, especially when the heat is on. So, when you’re picking out your next go-to pair, remember: it’s all about that perfect balance of breezy, flattering, and just a little bit bold.
Comfortable pants are more than just a wardrobe staple—they’re a whole mood. Picture this: you’re packing for a weekend getaway with your girls, and you need something that’ll take you from car karaoke to late-night ice cream runs without missing a beat. Or maybe you’re searching for the perfect gift for your ride-or-die who’s always on the move, or your sister who’s got style for days but refuses to compromise on comfort. These pants are made for everyone who wants to look put-together with zero effort, from students dashing between classes to boss babes working from their favorite coffee shop. Breathable materials like linen and soft, drapey rayon make every step feel like a breeze, and moisture-wicking blends are a lifesaver for those days when the hustle gets real. And let’s be honest, there’s something about slipping into the comfiest pants that just makes you feel unstoppable—like you can take on spontaneous adventures, dance breaks, or whatever the day throws your way.
If you’re ready to level up your wardrobe with styles that keep you cool and confident, you’re in the right place. Embrace those easy silhouettes and playful details that let you move, groove, and totally slay, no matter what’s on your calendar. And if you’re hunting for inspo on how to style your new favorites, or you want to build a full vibe that’s as chill as it is chic, check out our curated guide to Comfortable Summer Outfits. Because when it comes to staying comfy and cute, Windsor’s got your back—always.