High Waist Wide Leg Summer Pants

High waist wide leg summer pants are your ticket to effortless cool-girl status. These pants bring all the drama and all the comfort, making every step a statement—no permission slip required. Whether you’re channeling laid-back brunch vibes or taking over the city with your crew, these easy-breezy must-haves are here to hype you up and keep things chic. Go ahead, strut like everyone’s watching—because in high waist wide leg summer pants, they totally are.

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Classic And Chic Wide-Leg Trouser Pants in Black

$35.90

A chic black ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.

Windsor Out For The Day High-Rise Cargo Pants in Brown

$42.90

A stylish pair of brown high-rise cargo pants with adjustable drawcord hem and multiple pockets.

Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black

$39.90

A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.

Sleek Polish High-Rise Flare Trouser Pants in Black

$42.90

A pair of black high-rise flare pants crafted from smooth woven fabric with polished seam detailing.

Windsor Glitzy Vibes Rhinestone Knit Flare Pants in Black

$49.90

A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.

Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

A chic brown faux leather pant with a high-rise waist and flared hem for trendsetting style.

Your Strut Starts Here Ponte Flare Pants in Black

$32.90

A pair of black high-rise ponte knit pants featuring a hip-hugging fit and stylish flared hem.

Retro Remix Striped Flare Pants in Brown

$39.90

A pair of brown striped flare pants crafted from soft stretch knit fabric with a smooth high-rise waist.

Lounge Goals Rib Knit Flare Pants in Black

$39.90

A pair of black rib knit flare pants featuring a high-rise foldover waistband and adjustable side drawstrings.

Pillow Talk Satin Pajama Pants in Burgundy

$26.90

A pair of burgundy satin pajama pants with a high-rise waist and flowy wide-leg silhouette.

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High-Rise Coated Skinny Pants in Black

$39.90

(117)

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: S | Leather

Walking The Walk Faux Leather Straight Leg Pants in Black

$39.90

(23)

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

Windsor Classic And Chic Wide-Leg Trouser Pants in Black

$35.90

(20)

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 Black | Size: XS | Knit Fabric

Forever On Trend High Rise Ponte Capri Pants in Black

$28.90

(20)

Slip into these classic and chic ponte capri pants for effortless style! Channel a 90s vibe in these pants featuring a flattering high-rise waist, form-hugging fit, and flirty side slit accents along the hem. Complete the look in a basic tee and sandals! Fit & FeaturesPonte knit fabric, minimal stretch, High-rise waist, Form-hugging fit, Side slit accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Forever On Trend High Rise Ponte Capri Pants in Black | Size: S | Knit Fabric

Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black

$34.90

(13)

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

Sleek Business High-Rise Faux Leather Flare Pants in Black

$39.90

(7)

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: XS

Windsor Sleek Polish High-Rise Flare Trouser Pants in Black

$42.90

(7)

Sleek, sculpted, and made to move with you. These high-waist flare pants blend polished tailoring with a flattering seam detail—perfect for dressing up your 9-to-5 or elevating your weekend look. Fit & FeaturesSmooth woven fabric, High-rise waist, belt loop accents, Hidden front zipper and hook-eye fasteners, Hip-hugging fit, Seam detailing down the front, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Polish High-Rise Flare Trouser Pants in Black | Size: L | Woven Fabric

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Sleek Look Mid-Rise Cutout Flare Pants in Black

$16.97 $39.90
57% off

(4)

Perfect for hangouts or dinners out, these mid-rise flare pants accentuate your best assets! With a flirty side waist cutout with adjustable drawstring and a hip-hugging fit, these pants offer a sleek look. Fit & FeaturesSlinky knit fabric, full knit stretchy lining, Mid-rise waist, Side waist cutout with adjustable drawstring, Hip-hugging fit, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Look Mid-Rise Cutout Flare Pants in Black | Size: S | Knit Fabric

Windsor Chic And Confident Pinstripe Flared Trouser Pants in Black

$46.90

(3)

Sharp lines, chic confidence. These pinstripe trouser pants hug through the hips, flare out at the hem, and instantly pull an outfit together whether you’re dressing them up or keeping it low-key. Style with the matching vest top! Shop Matching Vest: Chic And Confident Pinstripe VestFit & FeaturesPinstripe print, Knit fabric, Low-rise waistband with belt loops, Slim fit through hip and thigh, Flared leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Chic And Confident Pinstripe Flared Trouser Pants in Black | Size: L

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

(3)

Set the trends in this coated faux leather flare pant featuring a sleek high-rise waist and a flattering straight-leg fit that flares out at the hem. Pair with a long sleeve top. Fit & FeaturesCoated faux leather fabrication, High-rise waist, Single button with hidden zipper closure, Straight-leg fit, Flared hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown | Size: XS

High Waist Wide Leg Summer Pants

High waist wide leg pants are basically the main character energy your closet’s been craving—think instant confidence boost, endless outfit potential, and the kind of comfort that lets you strut from brunch to beach bonfire without missing a beat. There’s something about that cinched waist and flowy silhouette that just *gets* you, right? It’s the ultimate power move for every body type, hugging you in all the right places and letting you breathe easy everywhere else. Whether you’re a style chameleon who loves to mix things up or you’ve got your signature vibe on lock, these pants are a blank canvas for your wildest fashion dreams. Picture yourself poolside with a cropped tank, oversized sunnies, and sandals—total goddess energy. Or, swap in a fitted bodysuit and chunky platforms for that rooftop party where you want to turn heads (and maybe break a few hearts). The high waist is the cheat code for legs-for-days, while the wide leg brings all the drama and none of the fuss. And let’s be real, when the sun’s out and the temps are climbing, you want something that feels as light and breezy as your mood—these pants are the answer.

Shopping for high waist wide leg pants is like unlocking a new level of versatility. They’re that rare wardrobe piece that works for literally everyone—your bestie who lives for a statement look, your sister who swears by comfort, your mom who’s secretly the chicest person you know, and even your work wife who’s always on the hunt for pieces that slay in the office *and* at happy hour. Gifting a pair? You’re officially the MVP of any birthday, girls’ trip, or just-because surprise. The magic is all in the details: look for fabric that feels soft and moves with you, a waistband that sits just right (no pinching, no rolling, just pure confidence), and a length that lets you show off your favorite shoes. And don’t sleep on the pockets—deep enough for your phone, your lip gloss, and maybe a secret snack (we don’t judge). Styling is a breeze, too. Tuck in a graphic tee for weekend errands, layer up with a denim jacket when the sun dips, or add a sparkly crop top when you’re feeling a little extra. These pants don’t just fit your body, they fit your life—whatever that looks like today.

Ready to live your best wide leg life? Whether you’re shopping for yourself or someone you love, high waist wide leg pants are the ultimate wardrobe upgrade—effortless, flattering, and ready for literally anything. If you’re looking for even more inspo or want to see the latest styles that are making waves, check out our Summer Wide Leg Pants collection. Trust us, your closet (and your group chat) will thank you.

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High Waist Wide Leg Summer Pants

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