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!

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$35.90

4.4 star rating

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

$44.90

5 star rating

A pair of leopard print palazzo pants with a mid-rise waist and wide-leg silhouette.

Sale

$15.97 $39.90 60% off

5 star rating

A pair of burgundy high-rise track pants with side stripes and a relaxed wide-leg silhouette.

$44.90

5 star rating

A chic pair of natural high-rise chiffon palazzo pants with a wide-leg pleated silhouette.

Sale

$12.97 $29.90 57% off

A pair of black faux suede high-waist pants with flared wide-leg hem and vertical front seams.

$34.90

A pair of ivory tropical wide-leg pants featuring a high-rise waist and stretchy knit fabric.

$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 rust-colored knit pant with a mid-rise waist and flared wide-leg hem.

$59.90

5 star rating

A stylish denim overall with a wide-leg silhouette, adjustable straps, and a cuffed hem.

$46.90

4 star rating

A sleek black jumpsuit with a plunging halter neckline and wide-leg silhouette in stretchy knit fabric.

$42.90

4 star rating

A vintage-inspired grey denim with a mid-rise waist and relaxed wide-leg silhouette.

Best Seller

$46.90

A chic black knit jumpsuit featuring a strapless neckline and flattering wide-leg silhouette.

$42.90

A pair of light denim, mid-rise wide-leg jeans that add an edgy touch to everyday outfits.

$29.90

A boho chic ivory lace flare pant with a high-rise waist and sheer floral design.

$34.90

A mocha halter jumpsuit featuring a cutout bodice and flattering wide-leg silhouette in stretchy knit.

Sale

$9.97 $42.90 77% off

A stylish pair of rust corduroy high-rise flare pants with minimal stretch and dual pockets.

$32.90

A high-rise sage crepe trouser with a flattering wide-leg silhouette for a polished look.

$42.90

A pair of medium denim baggy jeans with a low-rise waist and destructed knee detailing.

$49.90

A sultry black knit jumpsuit featuring a cutout bodice and wide-leg silhouette.

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Windsor High-Rise Coated Skinny Pants in Black
(110) 4.672727 star rating

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: XS | Leather

Walking The Walk Faux Leather Straight Leg Pants in Black
(11) 4.909091 star rating

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: S

Nine To Five Straight-Leg Crepe Trouser Pants in Black
(9) 4.888889 star rating

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: S

Classic And Chic Wide-Leg Trouser Pants in Ivory
(7) 4.571429 star rating

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

Sleek Business High-Rise Faux Leather Flare Pants in Black
(5) 4.2 star rating

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

Weekend Breeze High-Rise Crochet Palazzo Pants in Denim
(5) 4.2 star rating

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: S

Windsor Pretty Pleats High-Rise Chiffon Palazzo Pants in Natural
(4) 5 star rating

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: S | Chiffon/Knit Fabric/Woven Fabric

At Your Leisure Mid-Rise Flare Pants in Grey
(3) 5 star rating

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 Grey | Size: XS | Knit Fabric

Windsor Forever On Trend High Rise Ponte Capri Pants in Black
(3) 4.6666665 star rating

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: M | Knit Fabric

Windsor Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim
(3) 5 star rating

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: M

Wide Leg Vacation Pants

Oh, honey! Let’s talk about the ultimate vacay vibe with those wide leg vacation pants that are just begging to be packed in your getaway bag. Picture this: you, sashaying down a sun-drenched boardwalk, your fabulous wide leg vacation pants catching that gentle breeze with every step you take. It’s not just about looking good (though, let’s be honest, you’ll be turning heads for sure), it’s about feeling amazing. These pants are the perfect blend of comfort meets chic, the kind of outfit staple that says, “I’m here to relax and look good doing it.” Whether you’re lounging at a seaside café or exploring a quaint little village, wide leg vacation pants offer that breezy, effortless style that’s essential for any escape.

Now, let’s dive a bit deeper, shall we? Choosing the right pair of vacation wide leg pants isn’t just about picking a color or pattern (though we love a bold print that screams tropical paradise). It’s about fabric that flows and flatters, waistbands that sit just right – no digging in when you’re indulging in that extra scoop of gelato! It’s about pants that dance the line between casual and eye-catching, the kind that can be dressed up with a sleek top and some killer heels for a sunset dinner or paired down with a simple tank and sandals for a day of adventure. And let’s not forget versatility; these pants are a suitcase space saver. With the right pair, you can create multiple looks with ease, making them a practical yet stylish choice for any traveler.

For those who wander but are not lost, who seek comfort without sacrificing style, wide leg vacation pants are your new best friend. They’re also a thoughtful gift for that fashion-forward friend planning her next escape or even for your mom, who deserves a wardrobe refresh that reminds her of the fun of travel. And if you’re feeling the vibe but looking for something a bit more everyday, don’t forget to check out our Wide Leg Casual Pants. Just like their vacation-ready counterparts, they promise style, comfort, and that fabulous flair that’ll have you walking with a little extra pep in your step. So, pack your bags (and those pants!), darling. Adventure—and impeccable style—awaits.