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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$44.90

5 star rating

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

$42.90

4.763158 star rating

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

$42.90

4.37037 star rating

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

$46.90

5 star rating

A pair of high-rise boyfriend jeans in denim with distressed accents and a cuffed hem.

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$49.90

4.947369 star rating

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

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High-Rise Distressed Boyfriend Jeans in Medium Denim
(76) 4.763158 star rating

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: 1

Windsor High-Rise Distressed Mom Skinny Jeans in Medium Denim
(27) 4.3703704 star rating

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: 11

Windsor Cool Captured High Rise Cargo Denim Jeans in Black
(19) 4.9473686 star rating

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
(8) 4.875 star rating

It'll be hard for people not to notice you in these cool camouflage denim jeans with an on-trend low-rise waist and convenient cargo pockets. Fit & FeaturesCamouflage print, denim fabric, Low-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: XS

Make A Scene Mid-Rise Flare Denim Jeans in Dark Denim
(6) 5 star rating

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: 11

Windsor Prepare To Love High RIse Boyfriend Denim Jeans
(4) 5 star rating

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: 13

Catch Me In Cargo Mid-Rise Straight-Leg Jeans in Beige
(4) 5 star rating

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: M

So Far So Good High-Rise Bootcut Denim Jeans in Dark Denim
(3) 4.3333335 star rating

Your best fit yet will always feature these high-rise bootcut denim jeans perfect for casual slays. Fit & FeaturesDark wash denim fabric, slight stretch, High-rise waist, front button and hidden zipper closure, Hip-hugging slim fit, Bootcut silhouette, Slight flare hem, Five-pocket styling, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Far So Good High-Rise Bootcut Denim Jeans in Dark Denim | Size: L

Windsor So Obsessed Rhinestone Cutout Straight Leg Denim Jeans in Black
(2) 5 star rating

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

Windsor Cool Girl Cargo Mid Rise Flare Denim Jeans in Dark Denim
(2) 4 star rating

These mid-rise flare denim jeans bring effortless edge with cargo pockets and a sleek fit that works from coffee runs to concert nights! Fit & FeaturesDark wash denim fabric, Mid-rise waist, Hip-hugging fit, Flare hem, Cargo front pockets, hip front pockets, and back pockets, Front button closure, belt loop closures, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cool Girl Cargo Mid Rise Flare Denim Jeans in Dark Denim | Size: XS

Distressed High Rise Jeans

There’s a certain magic in slipping into a pair of distressed high rise jeans—the kind that instantly makes you feel like you’re starring in your own music video, every sidewalk a runway and every coffee run a photo op. These jeans aren’t just a trend—they’re a lifestyle, a little bit rebellious and a whole lot iconic. Whether you’re the girl who lives for spontaneous road trips with your crew, late-night diner runs, or just want to turn heads at brunch, high rise distressed boyfriend jeans have your back. The high rise fit hugs you in all the right places, giving you that snatched waist moment while the relaxed, boyfriend silhouette keeps things cool, comfy, and ready for whatever the day throws your way. The artful rips and frays? Those are your personal exclamation points, adding edge and attitude to every outfit—like you woke up, threw on your favorite tee, and just happened to look effortlessly flawless.

When it comes to choosing your perfect pair, think about how you want to wear your story. Are you all about that lived-in, vintage vibe with heavy distressing and bold knee slashes, or do you prefer a more subtle, low-key fray that whispers instead of shouts? Distressed high rise jeans are a chameleon—they can be dressed up with a sleek bodysuit and heels for a night out, or thrown on with a cropped hoodie and sneakers for a chill day with friends. They’re also the ultimate gift for your bestie who’s always borrowing your clothes (and never giving them back), or for that friend who’s just discovered the power of a good pair of jeans and needs a little nudge into main character energy. And let’s be real, they’re the wardrobe MVP for anyone who wants to look put together without trying too hard—because who has time for that? The versatility is endless: pair them with a blazer for a touch of boss babe, or go full festival mode with a fringe jacket and layered necklaces. The beauty of distressed denim is that every rip tells a story, and every pair is as unique as the girl who wears them.

If you’re ready to level up your denim game, or if you just want to see what all the hype is about, check out our full collection of Distressed Denim. Get ready to channel that fearless, carefree energy—because with the right pair of distressed high rise jeans, you’re not just making a fashion statement, you’re making memories. Whether you’re gifting a pair to your ride or die or treating yourself (because you deserve it), these jeans are all about letting your personality shine through. Confidence, comfort, and a little bit of edge—what more could a Windsor girl want?