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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.

  • Style So Chic Straight-Leg Woven Trouser Pants

    Create an everyday style that is so casual-chic with these straight-leg woven trouser pants. They feature a high waist detailed with a back elastic waistband for added stretch and a straight-leg silhouette for the perfect effortless yet stylish vibe. The waist is accented with front pleating and includes dual front pockets and one back pocket. Complete the look with a crop top and sneakers!

    Fit & Features

    • Woven fabric, no stretch
    • High waist with back elastic waistband
    • Hidden front zipper and hook closures
    • Straight-leg fit
    • Front pleating
    • Dual front pockets, one back pocket
    • Runs true to size

    Style Number/Barcode: 06402-1411

    Category Name: Pants

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Confidence Buckle Accent Trouser Pants

    Show off your chic confidence from the office to happy hour in these buckle accent trouser pants! Designed with a stretchy crepe fabric, they feature a high waist, a sleek double buckle accent at the side, a hip-hugging fit, and a flared-leg silhouette with vertical seams running down the legs for a flattering look. Style with a basic bodysuit and strappy mules.

    Fit & Features

    • Stretchy crepe fabric
    • High waist
    • Double buckle side accent
    • Hip-hugging fit
    • Flared-leg silhouette
    • Vertical seams
    • Runs true to size

    Style Number/Barcode: 06502-2489

    Category Name: Pants

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Girl Vibes High Waist Gingham Capri Pants

    Cool girl vibes are to be had every time you're in these high-waist gingham capri pants! Pair with kitten heels and an edgy moto jacket.

    Fit & Features

    • High rise waist
    • Gingham print
    • Capri length hem
    • Runs true to size

    Style Number/Barcode: 06502-2555

    Category Name: Pants

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK/WHITE

    Available Size: S

    Product Badge:
    • Sale
  • Trendy Muse Contrast Waist Trouser Pants

    These trendy woven trouser pants feature a high-rise contrast trim waistband for that casual-cool vibe, accented with a tie-front detail. The pleated straight-leg silhouette offers a relaxed fit, perfect for every day.

    Fit & Features

    • Woven fabric
    • High-rise contrast trim waistband
    • Tie-front detail
    • Dual front pockets, one back pocket
    • Front pleating, straight-leg fit
    • Pants in size small have an approximate 11" front rise with a 30" inseam
    • Runs true to size

    Style Number/Barcode: 06402-1440

    Category Name: Pants

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Dream Paisley Knit Flare Pants

    Radiate dreamy summer energy in these paisley knit flare pants! The stretchy brushed knit fabric showcases a paisley multi-print pattern for those effortless boho-chic vibes. The pants feature a V-cut high waist, a hip-hugging fit, a form-hugging fit throughout the legs, and a flattering flared-hem silhouette. Style with a crochet crop top and sandals.

    Fit & Features

    • Paisley multi-print pattern
    • Stretchy brushed knit fabric
    • V-cut high waist
    • Hip-hugging, form-hugging fit
    • Flared hem
    • Runs true to size

    Style Number/Barcode: 06502-2498

    Category Name: Pants

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Endless Vacay High Rise Wide-Leg Trouser Pants

    Get ready for vacay packing these trouser pants for endless fun under the sun! Whether you're island hopping in Greece or sipping a mai tai on the beach, these pants will keep you so trendy. It boasts a flattering high-rise waist with side pockets for keeping your hands warm, a breeze wide-leg silhouette, plus a button front and hidden zipper closure to secure the style. Complete the look with the matching top.

    Shop Matching Top: Endless Vacay Strapless Tube Crop Top

    Fit & Features

    • Texture woven fabric
    • High-rise waist
    • Wide-leg silhouette
    • Side pockets
    • Front button and hidden zipper closure
    • Runs true to size

    Style Number/Barcode: 06402-1405

    Category Name: Pants

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Living In The Palms Wide Leg Palazzo Pants

    Escape to a tropical island in these breezy palm print palazzo pants perfect for dinners with a view or exploring with a cocktail in hand! These pants have a flattering high-rise elastic waistband and wide-leg silhouette for style and comfort on stretchy knit palm print fabric. Complete the look with the matching top.

    Shop Matching Top: Living In The Palms Tie-Front Crop Top

    Fit & Features

    • Palm print, stretchy knit fabric
    • High-rise elastic waistband
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2462

    Category Name: Pants

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • With Confidence High-Rise Straight-Leg Crepe Pants

    Breeze in with confidence in these crepe pants that give your workwear a posh look! Designed with a flattering high-rise waist, these pants have a trendy D-ring belt and a flattering straight-leg silhouette on stretchy crepe fabric giving you both comfort and style. Complete the look in a chic blouse and pumps for office meetings or events!

    Fit & Features

    • Stretchy crepe fabric
    • Straight-leg silhouette
    • High-rise waist
    • Runs true to size

    Style Number/Barcode: 06502-2473

    Category Name: Pants

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Babe Wide Leg Linen Trouser Pants

    No work and all play are the vibes of these linen trouser pants perfect for casual days out to catching your flight out of town! These must-have linen pants feature a flattering high-rise waist, convenient side pockets to keep your phone or hands warm, and a wide-leg silhouette. Complete the look in the matching cropped vest or corset and sandals.

    Shop Matching Tops:
    Cutest Babe Halter V-Neck Corset Crop Top
    Cutest Babe Strapless Linen Bustier
    Cutest Babe Button Up Linen Vest

    Fit & Features

    • Linen-blend woven fabric
    • High-rise waist
    • Front button and hidden zipper closure
    • Side pockets
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06302-0811

    Category Name: Pants

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walk The Walk High Rise Belted Crepe Trouser Pants

    Elevate your style in these crepe trouser pants for work hours or play! Featuring a high-rise waist with chic belt detail, these wide-leg silhouette pants are made from luxurious crepe fabric for a comfortable and sophisticated look. Complete the look in a chic blouse.

    Fit & Features

    • Crepe fabric, moderate stretch
    • High rise waist, belt detail
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2490

    Category Name: Pants

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • To The Sky Boho V-Waist Tie Flare Pants

    A boho-inspired print adds carefree charm to these flare pants perfect for festivals, concerts, or daytime adventures! Made with soft brushed knit fabric, these boho pants will keep you comfortable and stylish all day long. The high-rise V-waist and adjustable scrunch tie create a flattering, hip-hugging fit, while the flared hem adds a touch of playful movement. Complete the look in a cute crop tee and platform shoes.

    Fit & Features

    • Boho print, brushed knit stretchy fabric
    • High-rise V-waist, adjustable scrunch tie
    • Hip-hugging fit
    • Flared hem
    • Runs true to size

    Style Number/Barcode: 06502-2466

    Category Name: Pants

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek And Sultry Halter Jumpsuit

    Turn heads in this cutout jumpsuit perfect for that next date night or cocktail soiree. This dressy jumpsuit features a plunging V-neckline with a sexy midriff cutout at the waist and a halter neck design. The high-rise silhouette effortlessly elongates the torso into flattering straight-leg pants. This crepe jumpsuit offers a form-hugging fit with a moderate stretch. Complete the look with rhinestone chandelier earrings and matching platform heels.

    Fit & Features

    • Halter neck with neckties
    • Cutout bodice
    • Partially open back 
    • Straight leg fit with a flared hem 
    • Form-hugging fit 
    • Moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06502-0531

    Category Name: Pants

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK, BROWN, CHARTREUSE

    Available Size: XS, S, M, L, XL

  • Stylish Flare High-Rise Coated Pants

    Showcase your curves on these stylish faux leather pants perfect for elevating your everyday look! They feature a high-rise waist, form-fitting silhouette, and a flared hem. The coated faux leather fabric has minimal stretch. Complete the look in a chic bodysuit and heels.

    Fit & Features

    • High-rise waist
    • Form-fitting, flared hem
    • Front button and hidden zipper closure
    • Belt loop accents
    • Two faux front pockets, back pockets
    • Coated faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0481

    Category Name: Pants

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Major Cutie Cargo Joggers

    Bring attention to any chic outfit with these must-have cargo joggers! These high-waist women's pants feature cargo pockets accented with metal ring trims and a straight-leg silhouette designed with an elastic hem for a sporty-inspired look. Create a casually chic 'fit with a sleek crop top or get a little dressy with a lace bustier bodysuit.

    Fit & Features

    • High-rise waist
    • Single-button and zipper closure
    • Slanted pockets and cargo-style pockets
    • Accent tab reading "Good Vibes"
    • Straight leg fit with elastic cuffed jogger hems
    • Cargo knit fabric
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06302-0626

    Category Name: Pants

    Price: $46.90

    Availability: In Stock

    Available Color: IVORY, OLIVE, BLACK, OLIVE-2

    Available Size: XS, S, L, M

    Product Badge:
    • Sale
  • Perfect Look Belt-Detail Trouser Pants

    Create the perfect look with these belt-detail trouser pants for an elevated vibe. They feature a high-rise waist, a front faux belt design with a chic rectangular-shaped buckle, a vertical front seam down both legs, a hip-hugging fit, and an on-trend straight-leg silhouette. Style these chic pants with an embellished bustier and clear heels for a dressy dinner!

    Fit & Features

    • High-rise waist
    • Front faux belt design, rectangular-shaped buckle
    • Vertical front seams
    • Hip-hugging fit
    • Straight-leg silhouette
    • Knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2409

    Category Name: Pants

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Light High Rise Linen Palazzo Pants

    Keep it light and effortless in these high-rise linen palazzo pants for a day spent under the sun! With a high-rise waist and side pockets, these pants offer both a flattering fit and convenience. The palazzo wide-leg silhouette keeps you comfortable, while the linen fabric elevates the look. Style with the matching top.

    Shop Matching Top: Keep It Light Sleeveless Linen Corset Top

    Fit & Features

    • Linen woven fabric, no stretch
    • High-rise waist, stretchy smocked back waistband
    • Pockets
    • Palazzo wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06302-0815

    Category Name: Pants

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Mystical Mermaid Foiled Flare Pants

    Entice them all with your mystical aura as a mermaid this Halloween in these foiled flare pants! They feature a high-rise waist with a hip-hugging fit that continues down the leg and a fab flared hem. The iridescent foiled knit fabric is accented with a scaled pattern for that gorgeous mermaid look. Complete your costume with the matching bra top, heels, and the perfect shell bag!

    Fit & Features

    • Iridescent foiled knit fabric with scaled pattern, moderate stretch
    • High-rise elasticized waist
    • Hip-hugging fit, form-hugging fit through the legs
    • Flared hem
    • Pants in size small have a 12" front rise with a 33" inseam
    • Runs true to size

    Style Number/Barcode: 06502-2530

    Category Name: Pants

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce Edge Mid-Rise Flare Faux Leather Pants

    Give yourself a boost of edgy confidence in these faux leather pants for concerts, festivals, or a night out! The on-trend mid-rise waist with knotted accent and hip-hugging fit accentuates your curves while the flared hem adds a touch of drama. Made with stretchy faux leather fabric, these pants exude edgy and chic vibes. Complete the look in a cute crop top.

    Fit & Features

    • Stretchy faux leather fabric
    • Mid-rise knotted waist
    • Hip-hugging fit
    • Flared hem
    • Runs true to size

    Style Number/Barcode: 06502-2487

    Category Name: Pants

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Casual Wide-Leg Twill Cargo Pants

    Effortlessly casual, these twill cargo pants feature a high-rise waist, panel pocket detailing, trendy contrast stitching, and a relaxed wide-leg silhouette. Perfect for styling with a graphic tee for every day.

    Fit & Features

    • Twill woven fabric with contrast stitching, minimal stretch
    • High-rise waist, back elastic waistband
    • Belt loops, hidden front zipper with button closure
    • Cargo panel front pockets, two back pockets
    • Wide-leg silhouette
    • Pants in size small have an 11.5" front rise with a 29.5" inseam
    • Runs true to size

    Style Number/Barcode: 06302-0840

    Category Name: Pants

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Trip High-Rise Cuffed Cargo Pants

    This pair of high-rise cargo pants feature stylish and convenient pockets along a wide-leg silhouette, completed with a trendy cuffed hem. Perfect for styling with a basic tee and sneakers.

    Fit & Features

    • Cotton-blend woven fabric, no stretch
    • High-rise waist
    • Wide-leg silhouette, cuffed hem
    • Front button and hidden zipper closure
    • Six-pocket styling
    • Pants in size 25 have an 11.5" front rise with a 27" inseam
    • Runs true to size

    Style Number/Barcode: 06302-0831

    Category Name: Pants

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tied In Knots Surplice Jumpsuit

    You'll get tied in knots for this slinky knit jumpsuit perfect for a day or night occasion! It features a sleeveless v-neckline, spaghetti straps, a surplice wrap bodice with a side tie-front, empire waist seam, and a slim-leg design. Complete the look with a necklace and bracelet.

    Fit & Features

    • Sleeveless v-neckline, spaghetti straps
    • Surplice wrap bodice, side tie-front
    • Empire waist seam
    • Slim-leg design
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06502-1513

    Category Name: Pants

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacay Ready Tropical Knit Wide-Leg Pants

    These alluring tropical wide-leg pants will have you ready for a dreamy vacay! The stretchy knit fabric features a bold abstract tropical print pattern to catch all the glances on your getaway. The pants are shaped with a high-rise elasticized waistband for comfortable wear and a relaxed wide-leg silhouette for a trendy look. Style with the matching crop top and hoop earrings.

    Shop Matching Top: Vacay Ready Tropical Knit Halter Crop Top

    Fit & Features

    • Abstract tropical print
    • Stretchy knit
    • High elasticized waist
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-2481

    Category Name: Pants

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Cutie Crochet Wide-Leg Pants

    Show off the cutest boho vibe in these breezy crochet wide-leg pants! Designed with an airy sheer crochet knit fabric, these pants are perfect for summer days spent by the coast. They feature a high waist, a hip-hugging fit, and a wide-leg silhouette for that effortlessly chic vibe. Complete your look with the matching crop top and a pair of strappy sandals!

    Shop Matching Top: Boho Cutie Bell Sleeve Crochet Crop Top

    Fit & Features

    • Sheer crochet knit fabric, moderate stretch
    • High-rise elastic banded waist
    • Hip-hugging fit
    • Wide-leg silhouette
    • Panty lining not included
    • Runs true to size

    Style Number/Barcode: 06502-2488

    Category Name: Pants

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Sensation Satin High-Rise Cargo Joggers

    Prepare to be a sleek sensation in these satin cargo joggers everywhere you go! They feature a flattering high-rise waist with convenient side pockets, a jogger-style leg, three flap cargo pockets, an adjustable side strap, and drawcord cuffs. Complete the look in a basic tee and mules for a concert or happy hour!

    Fit & Features

    • High-rise waist, side pockets, belt loops
    • Front button and hidden zipper closure
    • Jogger style leg
    • Three cargo flap pockets
    • Adjustable side strap and drawcord cuffs
    • Silky satin fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-1461

    Category Name: Pants

    Price: $49.90

    Availability: In Stock

    Available Color: COGNAC

    Available Size: S, M, L