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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.

  • Drama Queen Wide-Leg Jumpsuit

    Bring the bold vibes like the drama queen you are with this wide-leg jumpsuit! It features a V-neckline with a twist-front design, spaghetti straps, a chic waist cutout, and a high waist silhouette with wide pant legs. Style this jumpsuit with platform heels for a night out.

    Fit & Features

    • Sleeveless V-neckline
    • Twist-front design
    • Spaghetti straps
    • High waist silhouette, front cutout, front elastic band
    • Wide pant legs
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-0761

    Category Name: Pants

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Houndstooth Paper Bag Skinny Pants

    Keep it classy and chic with paper bag pants that are perf for creating head-turning workwear outfits. The pants feature a classic houndstooth pattern, a high-rise paper bag waist, a hidden zipper front closure, a tie-waist belt with belt loops, subtle pleats, and a skinny leg fit. The pants are composed of a knit fabric that offers a form-hugging fit with slight stretch. Complete look with a bodysuit and blazer.

    Fit & Features

    • Houndstooth pattern
    • High-rise paper bag waist
    • Tie-waist belt with belt loops
    • Skinny leg fit
    • Knit fabric
    • Form-hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0370

    Category Name: Pants

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

  • Mesmerizing Off-The-Shoulder Jumpsuit

    Captivate on your next date night with a jumpsuit that makes a mesmerizing impression! The jumpsuit features an off-the-shoulder neckline, a wrap bodice with a wired V-neck bust, long sleeves, and a straight leg with a flared hem. The jumpsuit is composed of a chiffon fabric that offers a relaxed fit with minimal stretch. Complete look with a chunky chain link necklace and mules. 

    Fit & Features

    • Off the shoulder neckline
    • Wrap bodice, wired V-neck bust
    • Long sleeves
    • Straight leg, flared hem 
    • Chiffon fabric 
    • Relaxed fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0724

    Category Name: Pants

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkle And Shine Heat Stone Catsuit

    Get ready to sparkle and shine in a catsuit that brings the dazzle! The catsuit features a sleeveless V-neckline, adjustable spaghetti straps that cross at the back, heat stones throughout, and a skinny-leg fit with a tapered hem. The jumpsuit is composed of a nylon-knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with heels and rhinestone earrings.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps, cross-back design
    • Back zipper and hook and eye closure
    • Heat stones
    • Skinny-leg fit
    • Nylon-knit fabric, includes shorts lining
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-2406

    Category Name: Pants

    Price: $25.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mad About Plaid Flare Pants

    Add these flare pants to your growing plaid collection! They're designed with a high-rise elasticized waist on a soft, brushed knit fabric with a moderate stretch. Complete the look with pointed-toe booties.

    Fit & Features

    • High-rise elasticized waist
    • Plaid print
    • Flared hem
    • Soft brushed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0766

    Category Name: Pants

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

  • High Waist Plaid Joggers With Chain

    Impress with a look that's off the chain, boo! The joggers feature a plaid pattern, a high-rise waist, a single-button with hidden zipper closure, slant pockets, cargo pockets, a skinny leg fit with elastic hem, and a removable swag chain accent. The joggers are composed of a brushed twill knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with a bodysuit and ankle booties.

    Fit & Features

    • Plaid pattern, removable swag chain
    • High-rise waist
    • Single-button with hidden zipper closure
    • Slant pockets, cargo pockets
    • Skinny leg fit, elastic hem
    • Brushed twill knit fabric, form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06302-0244

    Category Name: Pants

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Everyday Wide-Leg Knit Pants

    From coffee runs to relaxing at home, these wide-leg pants are the perfect go-to style! They feature a high-rise elastic waistband, relaxed fit, and purl knit fabric with a moderate stretch. Style with the matching duster. 

    Shop Matching Duster: The Everyday Long Sleeve Knit Duster

    Fit & Features

    • High-rise elastic waistband
    • Wide-leg silhouette
    • Relaxed fit
    • Purl knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0694

    Category Name: Pants

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

  • Trendy-Chic Faux Leather Joggers

    These trendy-chic faux leather joggers will stylishly elevate your look. They feature a high-rise waist, a hidden front zipper and hook and bar closures, side pockets, cargo-style pockets, a relaxed fit, and a tapered jogger hem. Pair these joggers with a cute crop top and clear heels.

    Fit & Features

    • High-rise waist, elastic-banded back
    • Hidden front zipper, two hook and bar closures, a single button closure
    • Side pockets
    • Cargo-style side pockets
    • Relaxed fit, tapered elastic-banded jogger hem
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0355

    Category Name: Pants

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Such A Stunner Chain Strap Jumpsuit

    Bring the chic and stunning vibes to your night-out look with this on-trend velvet jumpsuit! It features a sleeveless cowl neckline, chunky chain-link straps that lead to an open back with a cross-strap design, a high-rise fitted waist, a chain-link belt accent, and wide pant legs for a retro vibe. The smooth velvet fabric gives the jumpsuit a luxe look. Complete the outfit with strappy stilettos.

    Fit & Features

    • Sleeveless cowl neckline
    • Removable chain-link straps, open back cross-strap design
    • High waist seam
    • Removable chain-link belt
    • Wide pant legs
    • Velvet fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06402-0427

    Category Name: Pants

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Metallic Moment Jumpsuit

    Have a major metallic moment in this stunningly chic jumpsuit! It features a plunging V-neckline, trendy shoulder pads, long sleeves, a fitted high waist with a tie accent, and fitted pant legs with a retro-inspired flared hem. Style this jumpsuit with clear heels.

    Fit & Features

    • Deep V-neckline
    • Shoulder pads
    • Long fitted sleeves
    • High waist, tie detail
    • Fitted pant legs, flared hem
    • Metallic knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0755

    Category Name: Pants

    Price: $28.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

  • Trendy Luxe Velvet Flare Pants

    Step up your style this season with these trendy luxe velvet pants. They feature a high-rise elastic-banded waist, a form-hugging fit, and a retro flared hem. The smooth velvet fabric offers plenty of stretch. Pair these pants with a chic crop top.

    Fit & Features

    • High-rise elastic-banded waist
    • Form-hugging fit
    • Flared hem
    • Velvet fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-0768

    Category Name: Pants

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Tie-Waist Twill Pants

    Elevate your workwear outfits with these chic twill pants. They feature a high-rise waist with a cute tie-front accent, front pockets, cargo-style side pockets, and a relaxed fit. Pair these pants with a cropped blouse and mules.

    Fit & Features

    • High-rise fit, elastic waistband
    • Tie-front detail
    • Front pockets
    • Cargo-style side pockets
    • Relaxed fit
    • Twill fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0412

    Category Name: Pants

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Tie-Front Wide-Leg Pants

    Bring the chic vibes with these fab high-rise pants. They feature a tie-front accent, wide pant legs, and a form-hugging fit. The pants are composed of a stretchy knit fabric with a pretty sheen. Style these pants with a crop top and clear mules.

    Fit & Features

    • High-rise waist
    • Tie-front
    • Wide pant legs
    • Form-hugging fit
    • Stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-0721

    Category Name: Pants

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Vibes High-Rise Skinny Jeans

    Bring the casual vibes to your everyday look with these high-rise skinny jeans. They feature a high-rise waist, a destructed detailing, and a skinny-leg fit that cuts off at the ankle. The medium-wash denim fabric offers a form hugging fit with minimal stretch. Style these jeans with a cute crop top and sneakers.

    Fit & Features

    • High-rise waist
    • Destructed detailing
    • Skinny-leg fit, ankle-cut hem
    • Medium wash denim fabric
    • Form hugging fit, minimal stretch, runs true to size
    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure

    Style Number/Barcode: 06602-0331

    Category Name: Pants

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Trendy Everyday High-Rise Skinny Jeans

    These high-rise skinny jeans are the perfect pair to achieve that trendy-casual everyday look. They feature a traditional five-pocket and belt loop design, a front button and hidden zipper closure, destructed detailing at the knees, and a skinny-leg fit with an ankle-cut hem. Style these jeans with a graphic tee.

    Fit & Features

    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Destructed detailing at the knees
    • Skinny-leg fit, ankle-cut hem
    • Medium wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0325

    Category Name: Pants

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Tie-Front Houndstooth Pants

    Dress up your everyday look with these chic houndstooth printed pants. They feature a high-rise waist, a tie-front accent, and wide pant legs. Style these pants with a basic bodysuit and cute mules.

    Fit & Features

    • High-rise waist
    • Tie-front detail
    • Wide pant legs
    • Houndstooth print
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0710

    Category Name: Pants

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Edgy-Chic Faux Leather Leggings

    Edgy-chic will be your vibe in these sleek faux leather leggings. They feature a high-rise waist, a partial lattice lace-up design starting at the ankles, and a fitted silhouette. Style these leggings with a trendy crop top and clear heels.

    Fit & Features

    • High-rise waist
    • Lattice lace-up design at the ankles
    • Fitted silhouette
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-0644

    Category Name: Pants

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Split Hem High-Rise Pants

    Step up your everyday look with these chic and trendy high-rise pants. They feature an elastic-banded waist, vertical seams running down the legs leading to a split hem design, and a form-hugging fit. Style these pants with clear mules.

    Fit & Features

    • High-rise elastic-banded waist
    • Vertical seams
    • Split hem design
    • Form-hugging fit
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0739

    Category Name: Pants

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic High Waist Ponte Knit Leggings

    These classic Ponte knit leggings will be a staple in your wardrobe. They feature a flattering high-rise waist with a V-shaped seam design and a form-hugging fit. Style these leggings with a cozy sweater and cute ankle booties.

    Fit & Features

    • High-rise waist, V-shaped seam design
    • Form-hugging fit
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0735

    Category Name: Pants

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortless Trendsetter Ribbed Knit Jumpsuit

    Showcase your effortless trendy style in this of-the-moment jumpsuit. It features a mock neckline, long fitted sleeves, a zip-front, fitted pant legs, and an overall form-hugging silhouette. The ribbed knit fabric has a chic contrast seam detailing design. Complete the look with strappy mules.

    Fit & Features

    • Mock neckline, long fitted sleeves
    • Zip-front
    • Fitted pant legs
    • Form-hugging silhouette
    • Ribbed knit fabric, moderate stretch
    • Contrast seam detailing
    • Runs true to size

    Style Number/Barcode: 06502-0730

    Category Name: Pants

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

  • Back To Basics High Waist Leggings

    Bring your look back to basics with leggings that are part casual, part chic. The leggings feature an elastic high-rise waist, vertical seams on each leg, and a skinny leg fit with a tapered hem. Complete look with a moto and ankle booties for an off-duty look! 

    Fit & Features

    • Elastic high rise waist
    • Vertical seams on each leg
    • Skinny leg fit
    • Form hugging fit, moderate stretch
    • Runs true to size 

    Style Number/Barcode: 06502-0738

    Category Name: Pants

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Online Only
  • Trendy High Waist Lattice Pants

    Keep your look on point with these chic pants that impress with stunning details! The pants feature a high-rise waist with belt loops, a lace-up front, hidden side pockets, and a skinny leg fit. The pants are composed of a coated Ponte-like fabric that offers a form hugging fit with a moderate stretch. Complete look with a bodysuit and combat boots. 

    Fit & Features

    • High rise waist, belt loops
    • Lace-up front
    • Skinny leg fit, hidden side pockets
    • Coated Ponte-like fabric
    • Fleece lining
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0423

    Category Name: Pants

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bringing The Edge High Waist Ponte Leggings

    Bring the edge with leggings that impress with bold details! The leggings feature a wide-band high-rise waist, a double-row faux zipper accent, and a skinny leg. The leggings are composed of a Ponte-knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a graphic tee and combat boots.

    Fit & Features

    • High rise waist
    • Wide band 
    • Double row faux zipper accent
    • Skinny leg fit
    • Ponte-knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0737

    Category Name: Pants

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Online Only
  • High Waist Faux Leather Cargo Pants

    Slay in pants that are part casual, part glam! The pants feature a high-rise waist, a single button with zipper closure, belt loops, slant pockets, cargo pockets, and a skinny leg fit with a tapered ruched hem. The pants are composed of a lined faux leather fabric that offers a form-hugging fit with slight stretch. Complete the look with a bodysuit and combat boots.

    Fit & Features 

    • High rise waist
    • Single-button with zipper closure
    • Belt loops, slant pockets
    • Cargo pockets
    • Skinny leg, tapered ruched hem
    • Faux leather fabric
    • Form-hugging fit, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-0420

    Category Name: Pants

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance