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Trendy Pants That Serve Every Summer Mood

Step into the season with trendy pants designed to fit your every vibe—whether you’re catching golden hour with the group chat or slaying solo on the 'gram. Windsor’s latest pants drop is all about bold energy, soft textures, and silhouettes that stun from brunch dates to beach escapes. Think flare pants with a vintage kick, black pants that do double duty for work and play, and wide-leg styles that bring the drama—without you breaking a sweat.

Serving options? Absolutely. From high-rise cargo pants and ankle-length joggers to polished trouser fits and beachy jumpsuits in tropical prints, your summer wardrobe starts here. Play it cool in crochet pants, elevate your edge with faux leather pants, or keep things casual in our soft-knit leggings and skinny styles that contour and move with you. And don’t sleep on our matching pant sets and new prints—they’re made for mixin’, matchin’, and maximum impact.

We’re talking pant perfection that pairs effortlessly with corset tops, trendy bodysuits, and that blazer you’ve been waiting to style. Need outfit ideas? A flared silhouette plus strappy heels is your throwback moment. A classic black pant with a pop-color top? That’s your main character energy.

Not sure where to start? Get the vibe check from our fave styling how-tos:

Whether you're planning a weekend fit or a wow-worthy workday look, Windsor’s trendy pants collection delivers bold prints, luxe fabrics, and must-have styles for your every summer moment. Shop online, in-app, or IRL at a Windsor store near you.

  • Twinkle And Glow Sequin Skinny Jumpsuit

    Twinkle and glow all night in this sequin jumpsuit perfect for cocktail parties, birthdays, and bachelorettes! Featuring a sleeveless cowl neckline, adjustable spaghetti straps that crisscross along the open back, a skinny-leg design, and a form-hugging fit. The lined knit fabric features all-over sequin embroidery for the prettiest sheen. Complete the look in clear block heels for a seamless chic style!

    Fit & Features

    • Sleeveless cowl neckline
    • Adjustable spaghetti straps
    • Crisscross straps, open back
    • Lower back zipper, hook and eye closure
    • Skinny-leg design, form-hugging fit
    • Sequin embroidery, lined knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-1296

    Category Name: Pants

    Price: $6.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Worth It Linen Wide-Leg Pants

    These linen pants are worth taking on your next weekend adventure! They feature a high-rise waist, back zipper closure, side pockets, and a wide-leg silhouette. Complete the look with the matching top.

    Shop Matching Top: Worth It Linen Tube Top

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Side pockets
    • Wide-leg silhouette
    • Linen fabric, lined, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0726

    Category Name: Pants

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Style In Session Skinny Trouser Pants

    Get your style in session in these chic trouser pants to create the perfect polished look! They feature a flattering high-rise waist with pintuck detailing, a front hidden zipper and button closure, and a skinny-leg design. Complete the look in a chiffon blouse and pumps for work, an interview, or a networking event!

    Fit & Features

    • High-rise waist, pintuck detailing
    • Hidden front zipper and button closure
    • Skinny-leg design
    • Smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1302

    Category Name: Pants

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Here Comes The Sun Striped Flare Pants

    Made for festivals and daytime parties, these flare pants are every boho girl's must-have! They feature a flattering high-rise elastic waist, a hip-hugging fit, and a flared hem. The pants have a boho striped print on brushed knit stretch fabric. Complete the look in a trendy crochet top.

    Fit & Features

    • High-rise elastic waist
    • Hip-hugging fit
    • Flared hem
    • Boho striped print
    • Brushed knit stretch fabric
    • Runs true to size

    Style Number/Barcode: 06502-1240

    Category Name: Pants

    Price: $14.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Profesh Belted Tapered Skinny Pants

    Polish up your workwear closet with these chic woven pants for office hours and happy hour! They feature a flattering high-rise waist, a faux leather skinny belt with buckle closure, hidden side pockets, and a tapered skinny-leg design. Complete the look in a chiffon blouse and pumps.

    Fit & Features

    • High-rise waist
    • Hidden front hook-eye and zipper closures
    • Faux leather skinny belt with buckle closure
    • Hidden side pockets
    • Tapered skinny-leg design
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1298

    Category Name: Pants

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Robyn High-Rise Crop Flare Jeans By Windsor Denim

    Kick up your style in the must-have Robyn jeans by Windsor denim perfect for adding to your spring-to-summer lineup! They feature a flattering high-rise waist, hip-hugging fit, distressed knee accent, and a flare crop raw hem on premium white denim with a moderate stretch. Complete the look in a trendy crop top and wedges for a pool party! 

    Fit & Features

    • High-rise waist, hip-hugging fit
    • Distressed knee accent
    • Flare cropped raw hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Premium white denim, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0413

    Category Name: Pants

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Serve Vibes High-Rise Cargo Denim Pants

    Serve major vibes in these denim pants for an effortlessly trendy look! They feature a flattering high-rise waist, wide-leg silhouette, and cargo-style flap pockets, and are composed of non-stretch cotton denim fabric. Complete the look in a sleek corset top for a night out at the bar!

    Fit & Features

    • High-rise waist, wide-leg silhouette
    • Two front and back pockets
    • Side cargo-style flap pockets
    • Front hidden button and zipper closure
    • Belt loop accents
    • Non-stretch cotton denim fabric
    • Runs true to size

    Style Number/Barcode: 06302-0727

    Category Name: Pants

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Made You Look Open Back Denim Jumpsuit

    Make every look back at you in this stunning denim jumpsuit perfect for a weekend trip or hitting up the country bar! It features a sleeveless square neck, tank-style straps, exposed front zipper closure, a backless design with a tie closure, a hip-hugging fit, and a flared raw hem. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless square neck, tank-style straps
    • Exposed front zipper closure
    • Backless design with tie closure
    • Hip-hugging fit, pockets
    • Flared raw hem
    • Medium wash denim, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0407

    Category Name: Pants

    Price: $20.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Straight To It High-Rise Cargo Denim Jeans

    Get your style straight in these denim jeans for casual days out or a movie date! They feature a flattering high-rise waist, hip-hugging fit, cargo-style pockets, seam detailing along the knee, and a straight-leg silhouette. Complete the look with a cool moto jacket.

    Fit & Features

    • High-rise waist, hip-hugging fit
    • Cargo-style pockets, seam details at knees
    • Straight-leg silhouette
    • Front button, hidden zipper closure
    • Six-pocket styling, belt loop accents
    • Medium-wash denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0432

    Category Name: Pants

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Eye-Catching Allure Printed Flare Pants

    Give off an eye-catching allure in these artsy and bold printed flare pants. They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, a flared hem, and a trendy brush stroke print design. Style with a crop top and sandals.

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Form-hugging fit throughout the legs
    • Flared hem
    • Brush stroke print
    • Stretchy brushed knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2263

    Category Name: Pants

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Totally Trendy Frayed Low-Rise Flare Jeans

    Channel a Y2K fashion look with these totally trendy flare jeans! They feature a low-rise V-shaped ruched waist with a frayed trim, a hip-hugging fit that continues throughout the legs, and a flared hem. Style with a crop top and booties.

    Fit & Features

    • Low-rise V-shaped ruched waist, frayed trim
    • Hip-hugging fit
    • Form-hugging fit throughout the legs
    • Flared hem
    • Side zipper hook-eye closure
    • Denim fabric
    • Runs true to size

    Style Number/Barcode: 06602-0402

    Category Name: Pants

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Show Up In Style Linen Wide Leg Trouser Pants

    Show up in these stylish linen trouser pants to create an effortlessly chic look! They feature a high-rise belted waist, belt loop accents, hidden side pockets, and front pleating going down the wide-leg silhouette. The lightweight linen fabric includes a woven lining. Complete the outfit in strappy-heeled sandals for a daytime casual soiree or a lunch date!

    Fit & Features

    • High-rise belted waist, metal buckle, belt loop accents
    • Hidden front zipper, hook and bar closure
    • Hidden side pockets
    • Front pleating
    • Wide-leg silhouette
    • Linen fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0748

    Category Name: Pants

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glitzy Night Out Sequin Flare Pants

    These shimmery sequin flare pants will have you radiating glitzy vibes! They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, a flared hem with slit accents at each side, and sequin embroidery in a stunning scroll design. The sheer mesh fabric features a knit panty lining. Style with the matching crop top and clear heels for your next girl's night out!

    Shop Matching Top: Glitzy Night Out Sequin Crop Top

    Fit & Features

    • High-rise waist, back zipper hook-eye closure
    • Hip-hugging fit
    • Form-hugging fit throughout the legs
    • Flared hem, side slit accents
    • Sequin embroidery, scroll design
    • Sheer mesh fabric, knit panty lining
    • Runs true to size

    Style Number/Barcode: 06502-2399

    Category Name: Pants

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Alluring Wide-Leg Pants

    Entice them all with your alluring look in these bold wide-leg pants! They feature a high-rise banded waist, a hip-hugging fit, and a flowy, relaxed, wide-leg silhouette. The textured knit fabric offers plenty of stretch. Style these chic pants with the matching crop top!

    Shop Matching Top: Always Alluring Halter Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Hip-hugging fit
    • Flowy, wide-leg silhouette
    • Textured knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2244

    Category Name: Pants

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bri High-Rise Split Hem Flare Jeans by Windsor Denim

    Elevate your everyday outfits with a fab retro vibe with the Bri split hem flare jeans by Windsor Denim. They feature a high-rise waist, a hip-hugging fit that continues throughout the legs, and a flared hem with a front split hem accent. Style with a crop top and platform heels.

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Form-hugging fit throughout the legs
    • Flared hem, front split hem
    • Front button closure, five-pocket and belt loop design
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0405

    Category Name: Pants

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cabo Calling Boho Tulip Pants

    Answer the call! Look fab on vacay in this boho tube top featuring an eye-catching tie-front, halter neckline, a smocked back, and a cute boho-inspired print on lined woven fabric with no stretch. Complete the look in matching pants and sandals. 

    Shop The Matching Top: Cabo Calling Boho Tube Top

    Fit & Features

    • Elasticized high-rise waist
    • Front tulip-cut slits
    • Boho-inspired print
    • Woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06302-0616

    Category Name: Pants

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Trendsetter High-Rise Joggers

    Amp up your casual 'fits with these trendy woven joggers! They feature a high-rise elasticized waist with a front adjustable drawstring, front pockets, cargo-style side pockets, a relaxed fit, and an elasticized jogger hem. Style with a corset top and mules for a dressier vibe!

    Fit & Features

    • High-rise elasticized waist
    • Front adjustable drawstring
    • Dual front pockets, dual cargo-style side pockets
    • Relaxed fit
    • Elasticized jogger hem
    • Smooth nylon-woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0751

    Category Name: Pants

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plunging Into Basics Surplice Jumpsuit

    Take the plunge into a basic jumpsuit that keeps it part casual, part stylish. The jumpsuit features a sleeveless wrap V-neckline with spaghetti straps, an elastic waistband, hidden side pockets, and a straight leg fit with an elastic hem. The jumpsuit is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete the look with mules and statement earrings. 

    Fit & Features

    • Sleeveless wrap V-neckline
    • Spaghetti straps
    • Elastic waistband
    • Hidden side pockets
    • Straight leg fit with elastic hem 
    • Lightweight woven fabric, relaxed fit, minimal stretch 
    • Runs true to size 

    Style Number/Barcode: 06302-0729

    Category Name: Pants

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Finish Line High-Rise Knee Slit Joggers

    Cross the finish line cause you've won the fashion game! These high-rise joggers are sure to give you effortlessly cool streetwear style. Featuring an elasticized waist, side pockets, trendy knee slits, and outer and inner side ruched details on a slouchy straight-leg fit. Complete the look in a sleeveless crop top.

    Fit & Features

    • High-rise elasticized waist
    • Dual side pockets
    • Knee slits, straight-leg silhouette
    • Outer and inner ruched details
    • Slouchy fit
    • Nylon-woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0749

    Category Name: Pants

    Price: $10.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Desert Haze Paisley Flare Pants

    These boho-chic printed flare pants are perfect for a weekend getaway! They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, a flared hem, and a trendy paisley multi-print pattern. The knit fabric offers plenty of stretch. Style with a tie-front top and booties!

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Form-hugging fit throughout the legs
    • Flared hem
    • Paisley multi-print pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-0944

    Category Name: Pants

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sandy Beaches Palm Wide-Leg Pants

    Can't you imagine strolling the beach in these palm print pants? Embrace vacay in this tropical stunner featuring a high-rise waist, wide-leg silhouette, and back zipper closure. Complete the look with the matching top.

    Shop Matching Top: Sandy Beaches Palm Bandeau Top

    Fit & Features

    • High rise waist
    • Wide-leg silhouette
    • Back zipper closure
    • Palm print, woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0655

    Category Name: Pants

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dreamy Muse Butterfly Print Flare Pants

    You'll be a dreamy muse in these trendy and fab butterfly print flare pants! They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, and a flared hem. The sheer mesh fabric features an abstract butterfly print pattern, perf for festival season! Style with an embellished crop top and clear mules.

    Fit & Features

    • High-rise elasticized waist
    • Hip-hugging fit
    • Form-hugging fit throughout the legs
    • Flared hem
    • Butterfly print
    • Sheer mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2265

    Category Name: Pants

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stun The Streets Faux Leather Low-Rise Leggings

    Stun the streets with your fashion in these faux leather leggings to create sleek and edgy outfits! They feature a V-shaped low-rise waist, skinny-leg design, and a tapered hem on faux leather fabric with minimal stretch. Complete the look in a printed corset top.

    Fit & Features

    • V-shaped low-rise waist
    • Skinny-leg design
    • Tapered hem
    • Faux leather fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-2292

    Category Name: Pants

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dreamy Daze Swirl Print Flare Pants

    Everyone will be in a dreamy daze when they see you in these trendy flare pants! They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, and a flared hem. The stretchy brushed knit fabric features a retro-inspired swirl print pattern that will draw all the attention! Style with a corset top and clear mules for a music festival.

    Fit & Features

    • High-rise elasticized waist
    • Hip-hugging fit
    • Form-hugging fit throughout the legs
    • Flared hem
    • Swirl print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2247

    Category Name: Pants

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale