Distressed High Rise Jeans

Distressed high rise jeans are your ticket to instant cool-girl energy—no effort required. These are the jeans that say, “I woke up like this,” with a wink and a little edge. Whether you’re pairing them with a crop top for brunch or throwing on your favorite oversized tee for a late-night adventure, these jeans are all about turning heads and breaking rules. Ready to serve attitude with every step? Distressed high rise jeans have your back.

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Windsor High-Rise Distressed Boyfriend Jeans in Medium Denim

$42.90

A medium denim high-rise boyfriend jean with knee slits and multi-button closures for edgy style.

High-Rise Distressed Mom Skinny Jeans in Medium Denim

$42.90

A pair of medium denim high-rise mom jeans with distressed knee slits and a skinny leg fit.

Windsor Prepare To Love High RIse Boyfriend Denim Jeans

$46.90

A high-rise boyfriend jean in vintage-inspired denim with distressed accents and a cuffed hem.

Cool Captured High Rise Cargo Denim Jeans in Black

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Cool Captured High Rise Cargo Denim Jeans in Black

$49.90

A stylish pair of black high-rise cargo denim jeans with a straight-leg silhouette and flap pockets.

Bold High-Rise Acid Wash Cargo Jeans in Black

$44.90

A pair of black high-rise acid wash cargo jeans with a slight stretch and straight-leg hem.

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Windsor High-Rise Distressed Boyfriend Jeans in Medium Denim

$42.90

(77)

Create a dramatic moment with distressed jeans that add an edge to your look! The medium-wash denim jeans feature a flattering high-rise waist and a boyfriend silhouette with trendy knee slits. Complete the look with a crop top and combat boots. Fit & FeaturesHigh-rise waist, Boyfriend silhouette , Knee slit accents, Multi-button down closures, Five-pocket styling, belt loop accents, Medium-wash denim, slight stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Distressed Boyfriend Jeans in Medium Denim | Size: 7

Windsor High-Rise Distressed Mom Skinny Jeans in Medium Denim

$42.90

(28)

Step out in style in these high-rise mom jeans. These medium-wash denim jeans are a wardrobe must-have with a high-waist silhouette and mom jean fit. The ripped detailing at the knees strikes the perfect balance of edge and elevated denim style that perfectly pairs back to a blazer or sleek bodysuit for a versatile but always chic look. Fit & FeaturesMedium wash denim, color fading, no stretch, High-rise waist, Five-pocket styling, belt loop design, Front button and hidden zipper closure, Mom-styled skinny leg, Distressed accents, knee slits, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Distressed Mom Skinny Jeans in Medium Denim | Size: 13

Windsor Cool Captured High Rise Cargo Denim Jeans in Black

$49.90

(19)

Capture effortless-cool style in these cargo denim jeans perfect for casual wear! They feature a flattering high-rise waist and straight-leg silhouette with trendy cargo flap pockets, seam detailing, and medium-wash denim fabric. Complete the look with a graphic tee and sneakers! Fit & FeaturesHigh-rise waist, Straight-leg silhouette, Side and back cargo flap pockets, seam detailing, Front button and hidden zipper closure, Belt loop accents, three-pocket styling, Medium wash denim fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cool Captured High Rise Cargo Denim Jeans in Black | Size: XL

Off The Radar Camouflage Straight Leg Denim Jeans in Grey

$49.90

(18)

It'll be hard for people not to notice you in these cool camouflage denim jeans with an on-trend mid-rise waist and convenient cargo pockets. Fit & FeaturesCamouflage print, denim fabric, no stretch, Mid-rise waist, Straight-leg silhouette, Cargo side pockets, Front button and zipper closure, belt loops, pockets, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Off The Radar Camouflage Straight Leg Denim Jeans in Grey | Size: L

Make A Scene Mid-Rise Flare Denim Jeans in Dark Denim

$49.90

(8)

Put your curves on display in these figure-flaunting mid-rise denim jeans showcasing an accentuating seam detail and a flared hem. Fit & FeaturesDark wash denim fabric, slight stretch, Mid-rise waist, Hip-hugging fit, seam detailing, Flare hem, Front button and hidden zipper closure, Three-pocket styling, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make A Scene Mid-Rise Flare Denim Jeans in Dark Denim | Size: 13

Prepare To Love High RIse Boyfriend Denim Jeans

$46.90

(6)

Prepare to love styling every top with these high rise boyfriend denim jeans featuring trendy distressed accents and a cuffed hem. Complete the look with a cute top and mules. Fit & FeaturesVintage-inspired denim fabric, minimal stretch, High-rise waist, Boyfriend fit, Distressed accents, Cuffed hem, Front button and hidden zipper closure, Belt loop accents, five-pocket styling, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Prepare To Love High RIse Boyfriend Denim Jeans | Size: 9

Windsor So Obsessed Rhinestone Cutout Straight Leg Denim Jeans in Black

$59.90

(4)

Add a touch of shine to your denim drawer with these high-rise straight leg jeans boasting rhinestone trim cutouts and a flattering heart-shaped bum seam! Fit & FeaturesDenim fabric, minimal stretch, High-rise waist, Front rhinestone trim cutouts, Straight-leg fit, heart-shaped bum seam, Front button and hidden zipper closure, Four-pocket styling, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Obsessed Rhinestone Cutout Straight Leg Denim Jeans in Black | Size: M

Cutie In Cargo High-Rise Denim Jeans

$49.90

(4)

Step up your cuteness in these cargo denim jeans with pockets perfect for stashing your lip gloss or phone and a flattering straight-leg silhouette. Fit & FeaturesDenim fabric with color fade effect, High-rise waist, front button and hidden zipper closure, Straight-leg silhouette, Cargo style, Eight-pocket styling, belt loop accents, Front button closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cutie In Cargo High-Rise Denim Jeans | Size: XS

Windsor Catch Me In Cargo Mid-Rise Straight-Leg Jeans in Beige

$49.90

(4)

Lowkey utility, highkey cool. These cargos are made for off-duty days, casual hangs, or whenever you want your outfit to say “I got this” without trying. Fit & FeaturesDenim fabric, slight stretch, Mid-rise waist, Straight-leg relaxed fit, Side cargo flap pockets, Front button and hidden zipper closure, belt loops, Five-pocket styling, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Catch Me In Cargo Mid-Rise Straight-Leg Jeans in Beige | Size: L

Windsor Sculpt And Serve High-Rise Skinny Denim Jeans in Light Denim

$42.90

(2)

These denim jeans understood the assignment. With a flattering high-rise waist and sculpting skinny leg, they’re your new go-to for that clean-girl-everyday vibe. Fit & FeaturesPremium non-stretch light wash denim fabric, High-rise waist, Skinny, sculpted leg fit, Front button and hidden zipper closure, Five-pocket styling, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sculpt And Serve High-Rise Skinny Denim Jeans in Light Denim | Size: 7

Distressed High Rise Jeans

Distressed high rise jeans are the backbone of a wardrobe built for real life—messy brunches, late-night concerts, spontaneous road trips, and everything in between. There’s something about slipping into a pair of perfectly worn-in denim that makes you feel instantly put together, even if you’re just running out for coffee with bedhead and yesterday’s mascara. The high rise silhouette is magic for those days when you want a little extra confidence: it cinches at just the right spot, smooths without squeezing, and pairs effortlessly with everything from cropped sweaters to oversized button-downs. Distressing adds that lived-in edge—think frayed hems, artfully placed rips, and fading that looks like you’ve clocked a few adventures (even if your wildest plan is hitting the farmer’s market). These jeans don’t just fit—they flex with your mood, your plans, and your style personality, whether you’re channeling 90s nostalgia or keeping it classic with a modern twist. If you’re shopping for yourself, you’ll love how easily these jeans transition from laid-back afternoons to last-minute invites. And if you’re looking for a gift, distressed high rise jeans are a low-key genius move for sisters, best friends, or anyone who appreciates fashion that’s equal parts cool and comfortable.

Fall is prime time for denim windsor moments, and distressed high rise jeans are basically the unofficial uniform of the season. Picture them with chunky knits, ankle boots, and a hot chai latte in hand—suddenly, every sidewalk turns into your personal runway. They’re the jeans you reach for when you want to look like you tried (but not too hard). The beauty is in the details: raw edges that peek out from under your favorite coat, subtle whiskering that hints at vintage charm, and just enough distressing to keep things interesting without crossing into “DIY gone wrong” territory. These jeans work for campus days, casual Fridays, or cozy date nights—just swap out your sneakers for heels and add a statement belt. For those who dread the “what do I even wear?” spiral, high rise distressed denim is the answer every time. They’re forgiving after a big meal, flattering on every curve, and versatile enough to handle whatever the day throws your way (pumpkin patch photos, anyone?). Plus, they’re a thoughtful gift for the friend who’s always borrowing your jeans or the sister who claims she “can never find the right fit.” With so many washes and levels of distressing to choose from, you can find a pair that matches her vibe—whether she’s all about subtle scuffs or ready to rock bold rips.

If you’re ready to refresh your rotation or help someone else find their new favorite fit, distressed high rise jeans are a foolproof choice. They’re the piece you’ll reach for when your closet feels uninspired or your calendar’s suddenly full. And when it comes to styling, there are no wrong answers—just endless ways to make them your own. For more inspo and to see the latest takes on this classic trend, check out our curated selection of Distressed Denim. Whether you’re dressing for comfort, confidence, or a little bit of both, these jeans are here to help you show up exactly as you want to be seen—no stress, just effortless style.

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