Wide Leg Vacation Pants
Wide leg vacation pants are your ticket to effortless style and comfort, making every adventure a runway moment. Imagine strolling through sun-drenched streets or dancing under the stars with ease and flair—these pants are all about freedom and fun. Whether you're jet-setting to tropical paradises or exploring hidden gems closer to home, these breezy beauties will have you feeling like the queen of cool. With their relaxed fit and versatile vibe, wide leg vacation pants are ready to elevate your travel wardrobe and keep those vacay vibes going strong!
$34.90
A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.
$35.90
A chic ivory trouser with a high-rise waist and flattering wide-leg silhouette.
$44.90
A chic pair of natural high-rise chiffon palazzo pants with a wide-leg pleated silhouette.
$42.90
A chic pair of rose high-rise trouser pants with a flattering wide-leg silhouette and side pockets.
$29.90
A rust-colored knit pant with a mid-rise waist and flared wide-leg hem.
$34.90
A pair of ivory tropical wide-leg pants featuring a high-rise waist and stretchy knit fabric.
$42.90
A pair of black satin palazzo pants featuring a mid-rise waist and flowy wide-leg hem.
$46.90
A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.
$46.90
A medium denim high-rise wide-leg jean with a hip-hugging fit and four-pocket styling.
$32.90
A high-rise sage crepe trouser with a flattering wide-leg silhouette for a polished look.
$59.90
A stylish denim overall with a wide-leg silhouette, adjustable straps, and a cuffed hem.
$42.90
A vintage-inspired grey denim with a mid-rise waist and relaxed wide-leg silhouette.
$49.90
A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette.
$42.90
A pair of medium denim baggy jeans with a low-rise waist and destructed knee detailing.
$12.97 $29.90 57% off
A boho chic ivory lace flare pant with a high-rise waist and hip-hugging fit.
$42.90
A trendy pair of light denim mid-rise wide-leg jeans with a relaxed silhouette and five-pocket styling.
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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
Wide Leg Vacation Pants
When it comes to leveling up your getaway wardrobe, nothing says “I’m on vacay mode” quite like a pair of vacation wide leg pants. Picture this: you, poolside with a mocktail in hand, those breezy wide legs catching every whisper of wind, and not a single care in the world. Wide leg vacation pants are the ultimate partner for your passport—easy to pack, even easier to style, and always ready for a little adventure. Whether you’re jetting off to a dreamy resort, road-tripping to the coast, or just soaking up sun at your favorite rooftop hang, these pants are your ticket to effortless glam. The magic is in the fit—flowy, forgiving, and oh-so-flattering, they let you move, dance, and lounge with total freedom. No pinching, no clinging, just pure comfort that still brings the drama. And let’s be honest, they’re the secret weapon for those “I want to look cute but feel like I’m in pajamas” days.
Vacation pants are a vibe and a half, making them a must-pack for every trip, but they’re also a genius gift for the girl who’s always planning her next escape (or just loves a little staycation chic). Imagine wrapping up a pair for your bestie’s birthday—she’ll be plotting her next adventure before she even tries them on. Wide leg vacation pants are made for mixing and matching, too. Toss them over a swimsuit for a quick cover-up, pair them with a crop top for brunch, or add a strappy heel and some sparkle for a night out dancing under the stars. The best part? They flatter every body type—high waists cinch in all the right places, while the wide legs create that dreamy, elongated silhouette. Lightweight fabrics keep things cool and breezy, and playful prints or classic neutrals mean you can go bold or stay low-key, depending on your mood. And if you’re a fan of options (aren’t we all?), check out our Wide Leg Casual Pants for even more ways to bring that easygoing energy into your day-to-day.
So, whether you’re gifting them to your ride-or-die or treating yourself to a little pre-trip retail therapy, wide leg vacation pants are here to make every moment feel like a getaway. They’re the piece you reach for when you want to feel unstoppable, the style that turns airport terminals into runways, and the look that always earns a “where’d you get those?” from the girl in the next cabana. Your suitcase isn’t complete without them, and honestly, neither is your closet. Embrace the freedom, the fun, and the pure main character energy—these pants were made for living your best life, one adventure at a time.