Five Pocket Pants

Hey, fashionistas! Ready to level up your style game? Five pocket pants are here to make your wardrobe dreams come true. With a perfect blend of chic and practical, these pants are your new BFF for any occasion. Whether you're strutting down the city streets or owning the dance floor, these versatile beauties have got your back. So, slip into a pair and let your confidence shine as you conquer the world one step at a time. Because let's face it, darling—you were born to stand out!

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Windsor High-Rise Distressed Boyfriend Jeans in Medium Denim

$42.90

A pair of medium denim high-rise boyfriend jeans with trendy knee slits and multi-button closures.

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.

So Far So Good High-Rise Bootcut Denim Jeans in Dark Denim

$44.90

A pair of dark denim high-rise bootcut jeans with a slim fit and slight stretch for comfort.

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

$42.90

A pair of light denim high-rise skinny jeans crafted from premium non-stretch fabric with five-pocket styling.

Windsor Currently Trending Low-Rise Denim Jeans in Med Denim

$49.90

A pair of medium denim low-rise jeans with a relaxed baggy fit and classic five-pocket styling.

Street Style Straight-Leg Cargo Denim Jeans in Med Denim

$46.90

A pair of medium denim cotton-blend jeans with a mid-rise waist and straight-leg cargo silhouette.

Windsor Keep It Cool Mid-Rise Acid-Wash Denim Skort in Black

$34.90

A black acid-wash denim skort with a mid-rise waist and hidden fitted shorts for coverage.

Cutie In Cargo High-Rise Denim Jeans

$49.90

A high-rise denim cargo jeans with a straight-leg silhouette and eight-pocket styling.

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Windsor High-Rise Distressed Boyfriend Jeans in Medium Denim

$42.90

(79)

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: 11

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

Windsor 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: S

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

$49.90

(9)

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

Cutie In Cargo High-Rise Denim Jeans

$49.90

(6)

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: S

Dark Rose Drama Low-Rise Jeans in Black

$54.90

(3)

For the girl who likes her denim with attitude, these jeans take the lead. The lace-up waist and rhinestone detailing give your denim game a little edge, perfect for nights out. Shop Matching Top: Dark Rose Drama Denim Halter TopFit & FeaturesSoft denim with subtle stretch, Low-rise waist with lace-up front, Rhinestone detailing, Rose pattern, Slim through the hip with a flared leg, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dark Rose Drama Low-Rise Jeans in Black | Size: S | Rhinestone

Spotted Muse Leopard Wide-Leg Jeans in Ivory

$54.90

(2)

These leopard-spot flares bring that fierce, effortless confidence that works whether you’re dressing up or keeping it casual. The structured rise meets a flowy leg for a look that always lands—no overthinking required. Shop Matching Corset: Spotted Muse Leopard Cropped CorsetFit & FeaturesMid-rise waist, Single-button with hidden zipper closure, Traditional five-pocket with belt loop design, Leopard pattern, Denim fabrication, Flared wide-leg hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spotted Muse Leopard Wide-Leg Jeans in Ivory | Size: S

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: 5

Windsor Midnight Stardust Rhinestone Denim Jeans in Black

$64.90

(1)

For nights that call for a little extra shine. These wide-leg denim jeans light up the room with an all-over rhinestone star pattern—because blending in isn’t your vibe. Dress them up with a corset top or keep it chill with a cropped graphic tee. Fit & FeaturesNon-stretch denim cotton-blend fabric, Mid-rise waist, Wide-leg silhouette, Allover rhinestone star pattern, Front button and hidden zipper closure, Five-pocket styling, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Midnight Stardust Rhinestone Denim Jeans in Black | Size: M | Cotton/Rhinestone

Five Pocket Pants

Five-pocket pants have earned their place as a true wardrobe essential, blending classic design with everyday practicality in a way that just works—whether you’re running errands, catching up with friends, or heading to a casual Friday meeting. The signature layout (two front pockets, two back patch pockets, and that iconic little fifth pocket tucked inside the front right) isn’t just a nod to tradition—it’s a detail that quietly elevates your fit and keeps your essentials close at hand. What makes five-pocket pants such a style chameleon is their ability to shift with your day and your mood. You’ll find them crafted from everything from lived-in denim and soft cotton twill to velvety corduroy and sleek performance fabrics, each offering its own unique vibe. Denim versions are a natural go-to for off-duty days, while twill or sateen options give you a slightly more polished look that still feels effortless. If you’re navigating chilly January mornings, a pair in a heavier fabric or with a hint of stretch is basically your new best friend—warm enough to brave the cold, flexible enough to keep up with whatever’s on your calendar.

When it comes to styling, five-pocket pants are the ultimate blank canvas. They’re the piece you reach for when you want to look put-together without overthinking it. Pair them with a chunky knit and boots for a coffee run, or swap in a crisp button-down and loafers for that dinner you almost forgot about. For those who crave versatility but aren’t ready to fully commit to jeans every day, five-pocket pants in alternative materials are a game changer—they give you that familiar fit with a fresh twist, perfect for switching up your routine. They’re also a thoughtful gift for anyone who appreciates clothing that can keep up with their lifestyle. Think about your friend who’s always on the move, your sibling who recently started a new job, or even your partner who’s looking to upgrade their weekend wardrobe—these pants fit seamlessly into just about anyone’s rotation. And if you’re feeling adventurous or need a little more storage on the go, you can always explore styles like Cargo Jeans With Pockets for that extra utility without sacrificing style.

Five-pocket pants aren’t just about form—they’re about function, too. The pockets actually work (no faux flaps here), making them perfect for stashing your phone, keys, or that lip balm you can never find at the bottom of your bag. Whether you’re dressing for comfort, style, or a bit of both, these pants move with you and adapt to the moment. Performance fabric options are a dream for anyone who’s constantly in motion—think errands, travel, or even a quick nine holes on the golf course. And for those days when you just want to feel a little more pulled together without going full-on formal, five-pocket pants strike that perfect balance. They’re the kind of piece you’ll reach for again and again, season after season, because they always manage to feel right—never too fussy, never too basic, and always ready for whatever the day throws your way.

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