Relaxed Fit Pants

Ready to slip into something effortlessly chic? Relaxed fit pants are calling your name, and they're bringing all the comfort and style you crave! Perfect for those days when you want to look put-together without feeling too buttoned-up, these pants make it easy to strut your stuff with confidence. Whether you're heading out for brunch or lounging at home, relaxed fit pants have got your back, making sure you stay fierce and fabulous no matter where the day takes you. So go ahead, girl, embrace the laid-back vibes and let these pants do the talking!

Read More
Show Filters
Sort: Recommended
Size
Color
Price
All Filters
27 results
Sort

$49.90

A pair of medium denim low-rise jeans with a relaxed baggy fit and classic five-pocket styling.

$46.90 - $49.90

4.64539 star rating

A chic olive cargo jogger with high-rise waist, metal ring trims, and elastic cuffed hems.

$35.90

4.8 star rating

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

$34.90

4.909091 star rating

A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.

$49.90

5 star rating

A dark denim high-rise pant featuring a pinstripe pattern and flattering wide-leg silhouette in denim fabric.

$34.90

5 star rating

A pair of black abstract print wide-leg pants crafted from stretchy knit fabric with a high-rise waist.

$34.90

5 star rating

A trendy wide-leg pant in brown abstract print with a flattering high-rise waist.

$46.90

4 star rating

A pair of medium denim cotton-blend jeans with a mid-rise waist and straight-leg cargo silhouette.

$42.90

5 star rating

A pair of black satin palazzo pants featuring a mid-rise waist and flowy wide-leg hem.

Sale

$18.97 $44.90 58% off

A pair of gold lurex knit pants featuring a mid-rise drawstring waist and straight-leg fit.

Loading...
Filters

Now Trending

High-Rise Coated Skinny Pants in Black
(113) 4.681416 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: S | Leather

Windsor Walking The Walk Faux Leather Straight Leg Pants in Black
(15) 4.9333334 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: L

Windsor Classic And Chic Wide-Leg Trouser Pants in Black
(15) 4.8 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 Black | Size: M | Knit Fabric

Windsor Nine To Five Straight-Leg Crepe Trouser Pants in Black
(11) 4.909091 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: L

Forever On Trend High Rise Ponte Capri Pants in Black
(9) 4.888889 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: XS | Knit Fabric

Windsor Sleek Business High-Rise Faux Leather Flare Pants in Black
(6) 4.3333335 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: S

Fresh Perfection High-Rise Wide-Leg Denim Pants in Dark Denim
(4) 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: S

Windsor Spicing Things Up Mid-Rise Flare Fringe Pants in Black
Sale
(3) 4.6666665 star rating

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

Windsor Sultry Effect Abstract Wide-Leg Pants in Black
(3) 5 star rating

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

Windsor Trendsetter Alert Coated Faux Leather Flared Pants in Brown
(2) 5 star rating

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

Relaxed Fit Pants

When you’re ready to dial up your chill and still look like a total icon, nothing beats the effortless vibe of relaxed fit pants. These are the pants that give you permission to breathe, move, and own your day with maximum comfort and zero compromises. Whether you’re running the show at brunch, hitting the books at a coffee shop, or just living your best life on a spontaneous road trip, relaxed fit pants are your ticket to all-day ease. They’re the wardrobe MVP for anyone who’s tired of feeling restricted and wants to keep it cute without the squeeze. If you’re shopping for yourself, think about what feels good against your skin—soft knits, breezy linens, or even a little stretch for those “I might just do a cartwheel” moments. If you’re on the hunt for a gift, relaxed fit pants are a total win for your bestie, your sister, or your cool aunt who’s always ahead of the trends. They’re the kind of gift that says, “I see your vibe, and I support your quest for comfort and style.” Trust, these pants are the ultimate plus-one for everything from movie marathons to last-minute dinner plans.

The magic of relaxed fit pants is all in the details—think roomy silhouettes, flattering high waists, and lengths that hit just right. They’re made for mixing and matching: pair them with a cropped tee and sneakers for a street-style moment, or dress them up with a slinky blouse and strappy heels when you’re feeling extra. There’s something about slipping into a pair of flowy, relaxed pants that just makes you want to strut a little taller and laugh a little louder. And let’s be real, they’re a total lifesaver when you want to look put-together but your to-do list is longer than your playlist. If you’re all about that laid-back glam, you’ll want to check out styles that give you that wide-leg drama—nothing says “main character energy” like a pair of pants that swish with every step. For inspo and options that will have you living your best comfy life, take a peek at our Wide Leg Casual Pants collection.

Choosing the right relaxed fit pants is all about matching your mood and your moves. If you’re tall, look for extra-long inseams that let you rock those chunky platforms. Petite babes, don’t sleep on cropped cuts that show off your kicks. And if you’re somewhere in the middle, a classic ankle-grazer is always a safe bet. Don’t forget to think about pockets—because who doesn’t love a pant that can stash your phone, lip gloss, and snacks? When you find that perfect pair, you’ll want to wear them everywhere: to class, to work, to that new rooftop spot everyone’s raving about. They’re basically the BFF of your closet, always down for whatever and never judging you for skipping jeans day. So go ahead, lean into comfort, and let your style do the talking—relaxed fit pants have your back, no matter where the day takes you.