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!

Show Filters

Sort: Recommended

Size

Color

Price

All Filters

27 results

Sort

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.

Effortless Chic Wide-Leg Pants in Rust

$29.90

A pair of rust-colored wide-leg pants crafted from smooth, high-stretch knit fabric for effortless style.

Windsor Bare Necessities Floral Applique Corset Jumpsuit in Black

Best Seller

Windsor Bare Necessities Floral Applique Corset Jumpsuit in Black

$59.90

A black crepe jumpsuit featuring a floral applique corset bodice and wide-leg pants with pockets.

Lounge Goals Rib Knit Flare Pants in Black

$39.90

A pair of black rib knit flare pants featuring a high-rise foldover waistband and adjustable side drawstrings.

Street Code Faux Leather Cargo Pants in Black

$44.90

A pair of black faux leather cargo pants featuring a high-rise waist, wide-leg fit, and utility pockets.

Sale

Wild Moves Snake Print Wide-Leg Jeans

$14.97 $54.90 73% off

A bold pair of snake print wide-leg jeans crafted from cotton denim with a mid-rise waist.

Wild Streak Snake Print Denim Jeans in Olive

Sale

Wild Streak Snake Print Denim Jeans in Olive

$14.97 $54.90 73% off

A pair of olive green cotton denim jeans featuring a bold snake print and wide-leg silhouette.

Windsor Starry Eyed Studded Wide Leg Denim Jeans in Light Denim

$59.90

A light denim wide-leg jean featuring star-studded accents, mid-rise waist, and classic five-pocket styling.

Casual Chaos Mid-Rise Wide Leg Denim Jeans in Med Denim

$49.90

A pair of medium denim wide-leg jeans featuring a mid-rise waist and distressed back accents.

Now Trending

High-Rise Distressed Boyfriend Jeans in Medium Denim

$42.90

(79)

Create a dramatic moment with distressed jeans that add an edge to your look! The medium-wash denim jeans feature a flattering high-rise waist and a boyfriend silhouette with trendy knee slits. Complete the look with a crop top and combat boots. Fit & FeaturesHigh-rise waist, Boyfriend silhouette , Knee slit accents, Multi-button down closures, Five-pocket styling, belt loop accents, Medium-wash denim, slight stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Distressed Boyfriend Jeans in Medium Denim | Size: 3

Windsor High-Rise Distressed Mom Skinny Jeans in Medium Denim

$42.90

(28)

Step out in style in these high-rise mom jeans. These medium-wash denim jeans are a wardrobe must-have with a high-waist silhouette and mom jean fit. The ripped detailing at the knees strikes the perfect balance of edge and elevated denim style that perfectly pairs back to a blazer or sleek bodysuit for a versatile but always chic look. Fit & FeaturesMedium wash denim, color fading, no stretch, High-rise waist, Five-pocket styling, belt loop design, Front button and hidden zipper closure, Mom-styled skinny leg, Distressed accents, knee slits, Runs true to size, Free Shipping on All Orders Over $75. | Windsor High-Rise Distressed Mom Skinny Jeans in Medium Denim | Size: 11

Off The Radar Camouflage Straight Leg Denim Jeans in Grey

$49.90

(20)

It'll be hard for people not to notice you in these cool camouflage denim jeans with an on-trend mid-rise waist and convenient cargo pockets. Fit & FeaturesCamouflage print, denim fabric, no stretch, Mid-rise waist, Straight-leg silhouette, Cargo side pockets, Front button and zipper closure, belt loops, pockets, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Off The Radar Camouflage Straight Leg Denim Jeans in Grey | Size: L

Windsor Cool Captured High Rise Cargo Denim Jeans in Black

$49.90

(19)

Capture effortless-cool style in these cargo denim jeans perfect for casual wear! They feature a flattering high-rise waist and straight-leg silhouette with trendy cargo flap pockets, seam detailing, and medium-wash denim fabric. Complete the look with a graphic tee and sneakers! Fit & FeaturesHigh-rise waist, Straight-leg silhouette, Side and back cargo flap pockets, seam detailing, Front button and hidden zipper closure, Belt loop accents, three-pocket styling, Medium wash denim fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cool Captured High Rise Cargo Denim Jeans in Black | Size: XL

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

$49.90

(9)

Put your curves on display in these figure-flaunting mid-rise denim jeans showcasing an accentuating seam detail and a flared hem. Fit & FeaturesDark wash denim fabric, slight stretch, Mid-rise waist, Hip-hugging fit, seam detailing, Flare hem, Front button and hidden zipper closure, Three-pocket styling, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Make A Scene Mid-Rise Flare Denim Jeans in Dark Denim | Size: 13

Windsor So Obsessed Rhinestone Cutout Straight Leg Denim Jeans in Black

$59.90

(8)

Add a touch of shine to your denim drawer with these high-rise straight leg jeans boasting rhinestone trim cutouts and a flattering heart-shaped bum seam! Fit & FeaturesDenim fabric, minimal stretch, High-rise waist, Front rhinestone trim cutouts, Straight-leg fit, heart-shaped bum seam, Front button and hidden zipper closure, Four-pocket styling, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Obsessed Rhinestone Cutout Straight Leg Denim Jeans in Black | Size: M

Cutie In Cargo High-Rise Denim Jeans

$49.90

(6)

Step up your cuteness in these cargo denim jeans with pockets perfect for stashing your lip gloss or phone and a flattering straight-leg silhouette. Fit & FeaturesDenim fabric with color fade effect, High-rise waist, front button and hidden zipper closure, Straight-leg silhouette, Cargo style, Eight-pocket styling, belt loop accents, Front button closure, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cutie In Cargo High-Rise Denim Jeans | Size: S

Windsor Prepare To Love High RIse Boyfriend Denim Jeans

$46.90

(6)

Prepare to love styling every top with these high rise boyfriend denim jeans featuring trendy distressed accents and a cuffed hem. Complete the look with a cute top and mules. Fit & FeaturesVintage-inspired denim fabric, minimal stretch, High-rise waist, Boyfriend fit, Distressed accents, Cuffed hem, Front button and hidden zipper closure, Belt loop accents, five-pocket styling, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Prepare To Love High RIse Boyfriend Denim Jeans | Size: 5

So Far So Good High-Rise Bootcut Denim Jeans in Dark Denim

$44.90

(3)

Your best fit yet will always feature these high-rise bootcut denim jeans perfect for casual slays. Fit & FeaturesDark wash denim fabric, slight stretch, High-rise waist, front button and hidden zipper closure, Hip-hugging slim fit, Bootcut silhouette, Slight flare hem, Five-pocket styling, belt loop accents, Runs true to size, Free Shipping on All Orders Over $75. | Windsor So Far So Good High-Rise Bootcut Denim Jeans in Dark Denim | Size: L

Dark Rose Drama Low-Rise Jeans in Black

$54.90

(3)

For the girl who likes her denim with attitude, these jeans take the lead. The lace-up waist and rhinestone detailing give your denim game a little edge, perfect for nights out. Shop Matching Top: Dark Rose Drama Denim Halter TopFit & FeaturesSoft denim with subtle stretch, Low-rise waist with lace-up front, Rhinestone detailing, Rose pattern, Slim through the hip with a flared leg, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Dark Rose Drama Low-Rise Jeans in Black | Size: S | Rhinestone

Wide Leg Vacation Pants

Wide leg vacation pants are the wardrobe MVPs you never knew you needed—until, suddenly, you can’t imagine packing a suitcase without them. Think of them as your personal passport to effortless style, whether you’re jetting off to a sun-drenched resort, mapping out a weekend road trip, or just craving a little vacation energy in your everyday routine. There’s something about slipping into a pair of breezy, wide leg pants that instantly cues relaxation mode: the way they catch the breeze as you stroll along the boardwalk, the way they drape just right for that golden hour photo, the way they let you move (and breathe) freely without sacrificing an ounce of style. February might still have a chill in the air, but if you’re already dreaming of spring escapes—or just want to channel that carefree vibe on a random Tuesday—these pants are your shortcut to looking polished with zero effort. They’re the kind of piece you reach for when you want to feel put-together but not overdone, cool but never try-hard, and ready for anything from a spontaneous brunch to a last-minute flight.

Wide leg vacation pants are the ultimate chameleons, seamlessly fitting into any itinerary or occasion. For the traveler who wants to maximize suitcase space, they’re a game changer: one pair can take you from poolside lounging to sunset cocktails with just a swap of shoes and a quick accessory switch. They’re also a dream for gifting—think best friends plotting a girls’ trip, sisters with wanderlust, or anyone who deserves a little “treat yourself” moment. Versatility is the name of the game: pair them with a cropped tank and sandals for daytime exploring, or dress them up with a sleek bodysuit and bold earrings when the dinner reservation calls. The wide leg silhouette flatters every body type, skimming over curves and creating a flowy, elongated look that feels as good as it photographs. And let’s talk comfort: the relaxed fit means you can actually enjoy that second helping of gelato or stretch out on a long-haul flight without feeling restricted (or, let’s be honest, grumpy). Lightweight fabrics like linen blends, silky satins, or soft rayon keep things cool and breathable, while playful prints and saturated colors let your personality shine—no vacation filter required.

Of course, these pants aren’t just for getaways. They bring a little wanderlust to your everyday—think coffee runs, errands, or even your work-from-home rotation when you want to feel like you’ve got your life together (even if you’re just answering emails barefoot). Styling them is all about balance: try a fitted top to play up the volume, or go full-on relaxed with an oversized button-down for that “I woke up like this” energy. When you’re ready to expand your collection, don’t sleep on the everyday versatility of Wide Leg Casual Pants, perfect for those moments when you want the same comfort and style, minus the vacation out-of-office. Whether you’re shopping for yourself or someone who deserves a little escape—even if it’s just in spirit—wide leg vacation pants are the kind of staple that makes every day feel like a getaway. Pack them, gift them, live in them. Your closet (and your future self) will thank you.

Reset Your Password

Email Sent

Order Status

Wide Leg Vacation Pants

Home Wide Leg Vacation Pants

Now Trending

Wide Leg Vacation Pants

Related Collections