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 ponte knit trouser with a high-rise waist and flattering wide-leg silhouette.
$44.90
A chic pair of black chiffon high-rise palazzo pants with a wide-leg pleated silhouette.
$32.90
A high-rise sage crepe trouser pant with a flattering wide-leg silhouette for a polished look.
$42.90
A chic pair of rose high-rise trouser pants with a flattering wide-leg silhouette and side pockets.
$42.90
A pair of black satin palazzo pants featuring a mid-rise waist and flowy wide-leg hem.
$29.90
A pair of rust-colored knit wide-leg pants with a mid-rise waist and flared hem.
$34.90
A pair of ivory tropical wide-leg pants with a high-rise waist in stretchy knit fabric.
$49.90
A chic brown knit jumpsuit featuring an open back, hoop neckline, and wide-leg silhouette.
$46.90
A pair of medium denim high-rise jeans with a hip-hugging fit and wide-leg flare silhouette.
$34.90
A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.
$59.90
A stylish denim overall with a wide-leg silhouette, adjustable straps, and a cuffed hem.
$42.90
A vintage-inspired grey denim jean with a mid-rise waist and relaxed wide-leg silhouette.
$22.97 $54.90 58% off
A black satin strapless jumpsuit with a cutout bodice and wide-leg silhouette for elegant occasions.
$42.90
A pair of light denim, mid-rise wide-leg jeans that add an edgy touch to everyday outfits.
$29.90
A playful pink pajama pant with cherry print, featuring a lace-trimmed high-rise waist and relaxed flare hem.
$42.90
A pair of medium denim jeans with a low-rise waist, distressed knees, and a wide-leg fit.
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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: M | Leather
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 Ivory | Size: XS | Knit Fabric
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
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: XS
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
Feel the breeze on the weekend in these crochet palazzo pants at festivals, concerts, or out at the fair! Featuring a high-rise elasticized waistband and a wide-leg silhouette, these pants offer a flattering fit on crochet fabric lined with stretch knit. Complete the look in a crop top. Fit & FeaturesCrochet fabric lined with stretch knit, High-rise elasticized waistband, Wide-leg silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Weekend Breeze High-Rise Crochet Palazzo Pants in Denim | 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: S | Knit Fabric
Pretty pleats make these high-rise palazzo pants a chic find! Style with a crop top and heels for dinner and drinks. Fit & FeaturesChiffon woven fabric, knit lining, High-rise waist, Wide-leg pleated silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Pretty Pleats High-Rise Chiffon Palazzo Pants in Natural | Size: M | Chiffon/Knit Fabric/Woven Fabric
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: 5 | Leather
A comfy and cute mid-rise flare pants perfect for post-pilates and grabbing coffee! Pair with the matching jacket. Fit & FeaturesStretchy rib knit fabric, Folded mid-rise waist, Hip-hugging fit, Flare hem, Runs true to size, Shop The Matching Jacket: At Your Leisure Zip-Up Crop Jacket Free Shipping on All Orders Over $75. | Windsor At Your Leisure Mid-Rise Flare Pants in Black | Size: S | Knit Fabric
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.