Flared Festival Pants

Get ready to turn heads and steal the spotlight with our flared festival pants! These statement-makers are all about letting your free spirit shine while you dance the day (and night) away. Perfect for any festivity, these pants bring that extra oomph to your outfit, ensuring you're the queen of the scene. With a fit that's as comfy as it is chic, you'll be gliding through the crowd with effortless style. So go ahead, embrace your inner boho babe and let those flares do the talking!

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Windsor Glitzy Vibes Rhinestone Knit Flare Pants in Black

$49.90

A pair of black knit flare pants with all-over rhinestone embellishments and a high-rise waist.

Sultry Boho Crochet Lace Flare Pants in Black

$29.90

A pair of black crochet lace flare pants with a high-rise waist and hip-hugging fit.

Slithering Impression Snake Print Sequin Flare Pants

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Slithering Impression Snake Print Sequin Flare Pants

$9.97 $36.90 73% off

A chic pair of snake print flare pants with clear sequin embellishments and a high-rise waist.

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

A stylish pair of brown faux leather flared pants with a high-rise waist and sleek fit.

Sheer Fling Lace Flare Pants in Ivory

$29.90

A pair of romantic ivory sheer lace flare pants perfect for making a statement at festivals.

Classic And Chic Wide-Leg Trouser Pants in Black

$35.90

A chic black ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.

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

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

$49.90

A pair of dark denim mid-rise flare jeans with seam detailing and a hip-hugging fit.

Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black

$39.90

A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.

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High-Rise Coated Skinny Pants in Black

$39.90

(117)

Elevate your wardrobe with these essential pair of faux leather pants! These chic coated skinny pants feature a high-waist fit, waistband with belt loops, two back pockets, and hidden zipper closure. Style these high-rise pants with a sleek mesh bodysuit, corset top, or blouse for a chic and fierce look. Fit & FeaturesHigh-rise waist, belt loops, Front button and hidden zipper closure, Faux front pockets, two back pockets, Skinny leg design, Coated faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Coated Skinny Pants in Black | Size: S | Leather

Windsor Classic And Chic Wide-Leg Trouser Pants in Black

$35.90

(19)

These classic and chic ponte knit trouser pants feature a high-rise elasticized waist with a hip-hugging fit and a wide-leg hem. The vertical seam running down the front of each leg will create a flattering silhouette you'll love. Fit & FeaturesPonte knit fabric with moderate stretch, High-rise elasticized waist, Vertical front seams, Hip-hugging fit, Wide-leg silhouette, Pants in size small have an 11" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Classic And Chic Wide-Leg Trouser Pants in Black | Size: XS | Knit Fabric

Forever On Trend High Rise Ponte Capri Pants in Black

$28.90

(18)

Slip into these classic and chic ponte capri pants for effortless style! Channel a 90s vibe in these pants featuring a flattering high-rise waist, form-hugging fit, and flirty side slit accents along the hem. Complete the look in a basic tee and sandals! Fit & FeaturesPonte knit fabric, minimal stretch, High-rise waist, Form-hugging fit, Side slit accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Forever On Trend High Rise Ponte Capri Pants in Black | Size: XS | Knit Fabric

Walking The Walk Faux Leather Straight Leg Pants in Black

$39.90

(17)

In these faux leather pants, you'll be walking the walk of cool-effortless style! They feature a flattering high-rise waist and straight-leg silhouette on coated faux leather fabric that offers a sleek look for workwear or everyday 'fits. Complete the look in a smooth bodysuit and block heels. Fit & FeaturesHigh-rise waist, Straight-leg silhouette, Front button and hidden zipper closure, Faux front pockets, functional back pockets, Coated faux leather fabric, slight stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Walking The Walk Faux Leather Straight Leg Pants in Black | Size: M

Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black

$34.90

(11)

Look stylish and posh for your nine-to-five in these crepe trouser pants! Designed with a flattering high-rise waist and front pin-tuck detailing going down the straight-leg silhouette, you'll feel so confident to take on the day. Complete the look in an oversized blazer and heels. Fit & FeaturesCrepe fabric with stretch, High-rise waist, Pull-on-and-off styling, Straight-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black | Size: L

Sleek Business High-Rise Faux Leather Flare Pants in Black

$39.90

(7)

These faux leather pants feature a flattering high-rise waist, hip-hugging fit, and a trendy flare hem on coated fabric for a sleek look. Perfect for styling with a graphic tee and booties. Fit & FeaturesCoated faux leather fabric, slight stretch, High-rise waist, Hip-hugging fit, flare hem, Front button and hidden zipper closure, Two-pocket styling, Pants have an 11" front rise with a 30.5" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black | Size: XS

Windsor Sleek Polish High-Rise Flare Trouser Pants in Black

$42.90

(5)

Sleek, sculpted, and made to move with you. These high-waist flare pants blend polished tailoring with a flattering seam detail—perfect for dressing up your 9-to-5 or elevating your weekend look. Fit & FeaturesSmooth woven fabric, High-rise waist, belt loop accents, Hip-hugging fit, Seam detailing down the front, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Polish High-Rise Flare Trouser Pants in Black | Size: L | Woven Fabric

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Wild Side Leopard Wide-Leg Pants

$7.97 $34.90
77% off

(3)

Serving up fierce with a side of flirty, these high-rise pants are pure attitude. The wide-leg fit brings the drama while the fit keeps it effortlessly cool for nights out or rooftop hangs. Shop The Matching Top: Wild Side Leopard Halter Crop TopFit & FeaturesSoft stretch knit fabric with leopard print, knit lining, High-rise elasticized waistband, Wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild Side Leopard Wide-Leg Pants | Size: S | Knit Fabric

Sultry Boho Crochet Lace Flare Pants in Black

$29.90

(2)

Everyone will be impressed when you strut by in these crochet lace flare pants at festivals or concerts! Fit & FeaturesSheer crochet lace fabric, panty lining, High-rise waist, Hip-hugging fit, Flared hem, Pants in size small have a 10" front rise with a 31" inseam, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sultry Boho Crochet Lace Flare Pants in Black | Size: S | Lace Fabric

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown

$39.90

(2)

Set the trends in this coated faux leather flare pant featuring a sleek high-rise waist and a flattering straight-leg fit that flares out at the hem. Pair with a long sleeve top. Fit & FeaturesCoated faux leather fabrication, High-rise waist, Single button with hidden zipper closure, Straight-leg fit, Flared hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown | Size: XL

Flared Festival Pants

When it comes to festival season, flared festival pants are the ultimate style hack—equal parts comfort and statement, with just enough retro energy to make every outfit feel like a throwback in the best way. Even in December, when the air is crisp and the calendar is packed with holiday markets, winter concerts, and impromptu road trips, these pants bring a little sunshine to your wardrobe. Think of them as your invitation to play with proportions, textures, and prints—whether you’re layering up for an outdoor show or adding some drama to your cold-weather brunch fit. The magic is in the silhouette: fitted through the hips and thighs, then flaring out below the knee for that universally flattering, leg-lengthening effect. It’s a shape that’s been adored by icons and style rebels for decades, and there’s a reason it never really goes out of style. Flared festival pants work with everything from chunky boots and oversized knits to cropped jackets and slinky bodysuits, making them a go-to for anyone who loves a little movement in their look.

Shopping for festival flare pants is about more than just the vibe—it’s about finding a pair that feels like you. Maybe you’re drawn to festival flare jeans with a vintage wash and raw hem, perfect for channeling a little ‘70s nostalgia at your next winter music fest. Or maybe you’re all about those flare sheer pants with a hint of sparkle, layered over bike shorts for a look that’s equal parts daring and practical (because let’s be real, festival weather is unpredictable, and layering is your best friend). If you’re shopping for someone else, flared pants are a surprisingly thoughtful gift—ideal for your best friend who’s always the first to RSVP “yes” to a show, your sister who loves a dramatic entrance, or even your mom who still has stories from her own festival days. They’re versatile enough to work for every personality, and the right pair can easily transition from a cozy day at home to a night out dancing under string lights. Don’t forget to play with color and fabric—velvet, corduroy, and metallics all have their moment in winter, while bold prints and mesh details keep things fresh when you’re ready to swap out your go-to denim.

The beauty of flared festival pants is how they turn getting dressed into a moment of self-celebration, not stress. They’re the answer to that “nothing to wear” spiral—easy to style, endlessly remixable, and always ready for a close-up (or a candid group shot). Pair them with a chunky sweater and a beanie for a laid-back December look, or swap in a mesh top and layered jewelry when the invite says “after-party.” If you’re building your festival wardrobe from the ground up, start with a classic black pair—they go with everything, camouflage last-minute coffee spills, and have a way of making even the simplest tee look intentional. You’ll find plenty of inspiration over on our Black Festival Pants page, where you can explore all the ways to style this timeless staple. Whether you’re gifting, treating yourself, or just updating your winter rotation, festival flare pants are the kind of piece you’ll reach for again and again—because when your clothes move with you, every day feels like an adventure just waiting to happen.

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