Flare Pants

Flare Pants for Fall, Holiday Nights & Beyond

Give your fall and winter looks a little extra shape with Windsor’s flare pants. Defined by a leg that widens toward the hem, flares create a statement silhouette that can feel sleek, retro-inspired, or full-on glam depending on the fabric and fit. From everyday denim to dressier faux leather and ponte styles, these flared pants make it easy to switch up your look for casual plans, holiday parties, and nights out.

Find Your Flare

The rise and fabric can completely change the mood of flare bottom pants. High-rise styles create a more defined waist, while mid- and low-rise fits offer different ways to play with proportion. Denim flares bring an easy everyday feel in light, dark, or black washes, while black and brown faux leather give the silhouette a more elevated edge for fall nights and holiday plans.

Want something that stands out even more? Look for lace, stripes, cutouts, or lace-up details that turn the flare shape into the focal point. Coordinating pant sets and flare-leg jumpsuits offer another way to wear the silhouette when you want an already-polished outfit.

Explore more trendy pants when you want to compare flares with other silhouettes, or shop black bottoms for women for versatile options that fit easily into your fall and winter wardrobe.

Are Flare Pants in Style?

Yes. Flares continue to feel current because the silhouette can shift with your styling rather than being tied to one specific aesthetic. Sleek ponte or faux leather flares can work for dressier nights, while denim versions give everyday outfits a throwback influence without feeling costume-like. For holiday parties or New Year’s Eve, statement textures and fitted flare silhouettes bring a little drama while still giving you a streamlined base for your look.

How Do You Style Flare Pants?

Let the shape of the pant do the work. Because flares widen toward the hem, a fitted or more streamlined top helps keep the proportions balanced and gives the silhouette definition. Pair faux leather flares with a close-fitting top for a sleek holiday or NYE look, or wear denim Flares with a simple fitted top when you want the shape to feel more casual.

Explore Windsor's best tops to find pieces that complement the flare silhouette without competing with it.

What Are Flare Pants?

Flare pants are pants that fit more closely through the hips and upper leg before widening toward the bottom of the leg. The defining flared hem creates a different proportion from straight-leg or skinny pants and can add movement and visual length to an outfit. Windsor’s assortment includes flares in denim, ponte, faux leather, lace, and cotton blends, with high-, mid-, and low-rise fits so you can choose the version that works for your style.

  • Autumn Chill Crochet Wide-Leg Pants

    You'll love styling these crochet knit pants on chill autumn days! They feature a flattering high-rise elasticized waistband, a wide-leg silhouette, and ribbed cuffs. Complete the look in a basic top, cozy jacket, and slippers! 

    Fit & Features

    • High-rise elasticized waistband
    • Wide-leg silhouette
    • Ribbed cuffs
    • Crochet knit fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06502-2392

    Category Name: Flare Pants

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Weekend Mood Hacci Knit Wide-leg Pants

    These super comfy hacci knit wide-leg pants will have you in a totally relaxing weekend mood! They feature a high-rise elasticized drawstring waist, a tie-front design, and a wide-leg silhouette. The ultra-soft hacci knit fabric has plenty of stretch. Pair these pants with a basic cropped tank for a cute and casual loungewear look.

    Fit & Features

    • High-rise elasticized drawstring waist
    • Tie-front design
    • Wide-leg silhouette
    • Soft hacci knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2394

    Category Name: Flare Pants

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Favorite Trend High-Rise Oversized Sweatpants

    These comfy high-rise oversized sweatpants will be your new favorite trend to style! They feature a high-rise waist with an elastic waistband for comfortable wear, dual side pockets, a relaxed wide-leg silhouette, and an oversized fit. The heather knit fabric offers plenty of stretch and a soft fleece lining. Pair these sweatpants with a basic crop top and sneakers to look cute as you run errands, or a tube top and mules for a casual-chic 'fit to grab drinks!

    Fit & Features

    • High-rise elasticized waistband
    • Side pockets
    • Wide-leg silhouette
    • Heather knit fabric, soft fleece lining
    • Plenty of stretch
    • Oversized fit

    Style Number/Barcode: 06502-2395

    Category Name: Flare Pants

    Price: $22.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Work It High Rise Pinestripe Trouser Pants

    Work it down the hallway in these pinstripe trouser pants to show everyone who's the fashion boss of the office! They feature a flattering high-rise waist, hidden side pockets for keeping your hands warm or cell phone, and a wide-leg silhouette. The pinstripe knit fabric has plenty of stretch. Complete the look in a basic tee, heels, and a chic blazer.

    Fit & Features

    • High-rise waist, belt loops
    • Hidden side pockets
    • Wide-leg silhouette
    • Front button closure, hidden zipper closure
    • Pinstripe print, knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2393

    Category Name: Flare Pants

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Buckle Up High Rise Cutout Flare Denim Jeans

    Get ready for these edgy denim jeans to enter your closet! They feature a Y2K-inspired design with a flattering high-rise waist, side cutouts with adjustable straps and buckle closures, a hip-hugging fit, and a flared hem on premium denim fabric. Complete the look with a cute crop tee for a concert or movie with friends!

    Fit & Features

    • High-rise waist
    • Side cutouts, adjustable straps, buckle closures
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Flared hem
    • Premium denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0450

    Category Name: Flare Pants

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flare For Glam Mid Rise Rhinestone Pants

    If you've got a flare for glam, these knit pants are perfect for giving your outfits a unique touch! They feature a flattering mid-rise waist, a hip-hugging fit, a flared hem, and an all-over rhinestone-embellished striped pattern on the stretchy knit fabric. Complete the look in a sultry satin bustier for your next night out!

    Fit & Features

    • Mid-rise waist, elastic waistband
    • Hip-hugging fit
    • Flared hem
    • All-over rhinestone embellished striped pattern
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2404

    Category Name: Flare Pants

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cinch It Together Crepe Corset Trouser Pants

    Cinch your workwear style together in these crepe trouser pants essential for looking sharp and chic! They feature a flattering ultra high-rise corset waist with flexible boning inserts, a back zipper closure, a slim hip-hugging fit, and a straight-leg silhouette. Complete the look in a sleeveless top for in the office!

    Fit & Features

    • Ultra high-rise corset waist, flexible boning
    • Back zipper closure
    • Slim hip-hugging fit
    • Straight-leg silhouette
    • Lined crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2354

    Category Name: Flare Pants

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Festival Muse Printed Flare Pants

    You'll be a total festival muse in these printed flare pants that will draw everyone's attention. They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, a flared-out hem, and a trendy brush stroke print design. Style with a crop top and booties.

    Fit & Features

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

    Style Number/Barcode: 06502-2289

    Category Name: Flare Pants

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Loading Seamless Slit Flare Pants

    The perfect soft and cozy lounge pants you'll want to live in all weekend! They feature a flattering and comfortable high-rise waistband, a hip-hugging fit, and a flared hem with center back slit accents. The pants are crafted from a buttery soft and stretchy knit fabric in a seamless design to provide comfort. Complete the look in a basic tee and slippers!

    Fit & Features

    • High-rise waistband
    • Hip-hugging fit
    • Flared hem, center back slit accents
    • Buttery soft and stretchy knit fabric
    • Seamless design
    • Runs true to size

    Style Number/Barcode: 07103-0978

    Category Name: Flare Pants

    Price: $5.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Snatched Style V-Cut Waist Flare Jeans

    Show off a snatched style in these trendy V-cut waist flare jeans! They feature a high-rise fit with a flattering front V-cut design, a form-hugging fit throughout the leg, and a fab flared hem. The cotton-blend denim fabric offers a moderate stretch for comfortable wear. Pair with a crop top and clear mules.

    Fit & Features

    • High-rise waist, front V-cut design
    • Two back pockets
    • Form-hugging fit throughout the leg
    • Flared hem
    • Cotton-blend denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0441

    Category Name: Flare Pants

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bri Mid Rise Belted Flare Jeans By Windsor Denim

    Fling into the Bri flare jeans by Windsor Denim! They feature a flattering mid-rise waist with an adjustable belt and buckle closure, a hip-hugging fit, and a raw flared hem. The jeans are composed of premium medium-wash denim fabric with a color fade effect and minimal stretch. Complete the look in a corset top for a casual dinner out!

    Fit & Features

    • Mid-rise waist
    • Adjustable belt, buckle closure
    • Hip-hugging fit, raw flared hem
    • Front buttons and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fade effect, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0420

    Category Name: Flare Pants

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chill Mood Ribbed Knit Flare-Leg Pants

    Keep it chill and relax in these comfy ribbed knit pants. They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the leg, and a flared hem with a lettuce-edge trim. The ribbed knit fabric features a cool mineral wash design. Style with the matching crop top.

    Shop Matching Top: Chill Mood Ribbed Knit Crop Top

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Form-hugging fit throughout the leg
    • Flared hem, lettuce-edge trim
    • Ribbed knit fabric, mineral wash design
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07103-0906

    Category Name: Flare Pants

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Look At Me Wow Bandage Flare Pants

    You'll be making jaws drop tonight in these bandage knit pants perfect for rooftop bars! It features a flattering high-rise waist, a hip-hugging fit, and a flared hem with side slit accents. The pants are designed from a bandage-seamless knit fabric that fits like a glove! Complete the look with the matching top.

    Shop Matching Top: Look At Me Wow Bandage Tube Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Flared hem, side slit accents
    • Bandage-seamless knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2362

    Category Name: Flare Pants

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Girl High Rise Flare Pants

    Unleash your inner bohemian girl in these flare pants at festivals and concerts this season! Featuring a flattering high-rise waist, hip-hugging fit, and a flared hem. The pants are designed with a boho-inspired print on brushed stretchy knit fabric. Complete the look with the matching top.

    Shop Matching Top: Bohemian Girl Halter Tie Crop Top

    Fit & Features

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

    Style Number/Barcode: 06502-2338

    Category Name: Flare Pants

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fun And Free Boho High-Rise Flare Pants

    Envoke a fun and free-spirited style in these boho pants at concerts or summer festivals! They feature a flattering high-rise waist, a hip-hugging fit, and a flared hem on stretchy knit fabric. Complete the look in a crochet top and platform sandals!

    Fit & Features

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

    Style Number/Barcode: 06502-2343

    Category Name: Flare Pants

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Casual Boho Vibes Paisley Flare Pants

    Give off casual boho vibes in these paisley print flare pants. They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the leg, and a cute flared hem. The soft brushed knit fabric features an all-over multi-print paisley pattern. Style with a tie-front top and booties for your weekend plans!

    Fit & Features

    • High-rise waist, elastic band
    • Hip-hugging fit
    • Form-hugging fit throughout the leg
    • Flared hem
    • Multi-print paisley pattern
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06502-2342

    Category Name: Flare Pants

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bandana Bandit Paisley Boho Flare Pants

    You'll be coveting these boho flare pants all season! They feature an elasticized high-rise waist, a hip-hugging fit, and a flared hem on stretchy brushed knit fabric with an all-over paisley bandana print. Complete the look in a cute basic top for a festival or concert.

    Fit & Features

    • High-rise elasticized waist
    • Hip-hugging fit
    • Flared hem
    • Bandana paisley print
    • Stretchy brushed knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2344

    Category Name: Flare Pants

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Summer Style Muse Boho Print Flare Pants

    You'll be such a summer style muse in these trendy boho-chic printed flare pants. They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the leg, a flared hem, and a bohemian-inspired multi-print pattern. Complete the look with a crop top and sandals.

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Form-hugging fit throughout the leg
    • Flared hem
    • Multi-print pattern
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-0904

    Category Name: Flare Pants

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Boho Dreams Printed Cross Waist Flare Pants

    Daydream in these boho-printed pants perfect for festivals, concerts, and backyard parties! They feature a flattering cross-high waist, a hip-hugging fit, and a flared hem on stretchy brushed knit fabric. Complete the look in a lace-up crop top.

    Fit & Features

    • Cross high waist
    • Hip-hugging fit
    • Flared hem
    • Boho print
    • Brushed knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06502-2318

    Category Name: Flare Pants

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quick Instinct Zebra Print Mesh Flare Pants

    If your instincts lead to these zebra print flare pants...they belong in your cart! Featuring a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, and a flared hem on a mesh fabric. Complete the look with the matching bustier.

    Shop Matching Top: Quick Instinct Zebra Print Mesh Bustier

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Form-hugging fit throughout the legs
    • Flared hem
    • Zebra print
    • Mesh fabric
    • Runs true to size

    Style Number/Barcode: 06502-2257

    Category Name: Flare Pants

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Total Jetsetter Swirl Print Flare Pants

    Whether you're jet-setting to an island resort or road-tripping up to a music festival, these swirl print flare pants are just the ticket to make a stylish entrance! They feature a high-rise waist, hip-hugging fit, and a flared hem on brushed stretchy knit fabric. Complete the look in a cute corset top.

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Flared hem
    • Swirl print
    • Brushed stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2246

    Category Name: Flare Pants

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Swirl Of Attraction Printed Flare Pants

    Draw all the attraction onto you in these stylish printed flare pants at festivals or summer concerts! They feature a flattering high-rise elasticized waistband, a hip-hugging fit, and a flared hem on swirl print knit fabric. Complete the look in a cute corset top.

    Fit & Features

    • High-rise elasticized waistband
    • Hip-hugging fit
    • Flared hem
    • Swirl print
    • Brushed stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2284

    Category Name: Flare Pants

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cowgirl Cutie Printed Flare Pants

    Keep your festival 'fit on trend with these adorable cow 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 stretchy brushed knit fabric features an all-over cow print pattern. Style with a crop top and boots for a country concert!

    Fit & Features

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

    Style Number/Barcode: 06502-2264

    Category Name: Flare Pants

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: Flare Pants

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance