Comfortable Wide Leg Pants
Get ready to strut your stuff in the ultimate combo of chic and comfy with our collection of comfortable wide leg pants. Perfect for channeling those effortlessly cool vibes, these pants are your new wardrobe BFFs, ready to take you from brunch dates to late-night adventures with ease. Whether you're lounging at home or hitting the streets, these beauties promise a flowy fit that moves with you, giving you all the room to dance like nobody's watching. So go ahead, slip into these must-haves and let your style do all the talking!
$35.90
A chic ivory trouser with a high-rise waist and flattering wide-leg silhouette.
$49.90
A dark denim high-rise pant featuring a pinstripe pattern and flattering wide-leg silhouette in denim fabric.
$34.90
A pair of black abstract print wide-leg pants crafted from stretchy knit fabric with a high-rise waist.
$34.90
A stylish pair of brown wide-leg pants featuring a high-rise waist and abstract print in stretchy knit.
$42.90
A pair of black satin palazzo pants featuring a mid-rise waist and flowy wide-leg hem.
$34.90
A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.
$49.90
An abstract black and white striped jumpsuit featuring a cutout bodice, wide-leg silhouette, and hidden pockets.
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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
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: L
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: M | Knit Fabric
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
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
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: S
A perfectly trendy pair of denim pants with cute details like a pinstripe pattern and flattering wide-leg silhouette. Complete the look with the matching vest. Shop Matching Vest: Fresh Perfection Button Split Denim VestFit & FeaturesPinstripe pattern, denim fabric, High-rise waist, Wide-leg silhouette, Front button and hidden zipper closure, Four-pocket styling , Runs true to size , Free Shipping on All Orders Over $75. | Windsor Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim | Size: S
Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black
$24.97 $59.90
58% off
Spice things up in these sleek and trendy faux leather pants, which boast fringed side trim and a flattering flare hem—perfect for dancing at festivals or concerts! Fit & FeaturesFaux leather lined fabric, minimal stretch, Mid-rise waist, front button and hidden zipper closure, Faux front pockets, back pockets, belt loops, Hip-hugging fit, Fringed side trim, Flare hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black | Size: 9 | Leather
Printed to perfection in a flattering wide-leg silhouette, these pants boast a classic high-rise waist. Pair with the matching top. Fit & FeaturesAbstract print, stretchy knit fabric, Cowl halter neckline, tie straps, Open back, Fitted crop hem, Runs true to size, Shop The Matching Top: Sultry Effect Abstract Cowl Halter Crop Top Free Shipping on All Orders Over $75. | Windsor Sultry Effect Abstract Wide-Leg Pants in Black | Size: L | Knit Fabric
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
Comfortable Wide Leg Pants
Let’s be real: nothing says “I’ve got my life together” quite like slipping into a pair of comfortable wide leg pants and instantly leveling up your whole vibe. These pants are the ultimate power move for anyone who wants to look effortlessly put together while feeling like they never left their couch. Whether you’re hustling through back-to-back meetings, heading to brunch with your ride-or-dies, or just living your best lounge life, wide leg pants are your ticket to maximum style with minimum effort. The magic is in the fit—flowy, breezy, and never clingy, they let you move (and groove) however you want, without ever sacrificing comfort for the sake of the ‘fit. Plus, they’re basically a blank canvas for your personality: pair them with a sleek bodysuit and strappy heels for a boss-babe energy, or throw on a cropped tee and sneakers for that “didn’t even try, but still look fire” look. And let’s not forget the pockets—because a girl’s gotta have somewhere to stash her phone and lip gloss, right?
Comfortable wide leg pants are the ultimate game-changer for anyone building a wardrobe that works as hard as they do. They’re perfect for gifting, too—think of your BFF who’s always complaining about her jeans, your sister who’s obsessed with TikTok trends, or your mom who deserves to look cute and feel comfy at the same time. Wide leg pants are that rare unicorn that flatters every body type and fits every occasion, from casual hangs to dressier nights out. The secret sauce is in the details: soft, breathable fabrics that keep you cool when you’re running around town, adjustable waistbands that actually flex with you, and silhouettes that make your legs look a mile long. Trust us, once you’ve experienced the freedom of movement and confidence boost these pants deliver, you’ll wonder how you ever lived without them. If you’re ready to take your style to the next level, check out our collection of Stylish Wide Leg Pants for even more inspo and options that’ll have you feeling unstoppable.
Let’s not forget how comfortable wide leg pants are the ultimate hack for those days when you want to look chic but can’t be bothered to overthink it. They’re the secret weapon in every Windsor girl’s closet, perfect for spontaneous road trips, impromptu dance parties, or just making a statement while running errands. Wide leg pants are all about freedom—freedom to move, freedom to express your style, and freedom to live life on your own terms. Whether you’re a trendsetter who loves mixing bold prints, a minimalist who lives for neutrals, or someone who just wants to feel amazing from the inside out, these pants have your back. So go ahead, twirl, strut, and slay your day—because when you’re rocking wide leg pants, the world is your runway.