Fall Trousers
Get ready to strut your stuff in the ultimate fall trousers that are about to become your new seasonal obsession. Picture this: crisp autumn air, leaves crunching underfoot, and you, turning heads with every step in those effortlessly chic pants. Whether you're channeling cozy vibes for a pumpkin patch date or serving up some serious office glam, these trousers are your go-to for all things fabulous this fall. With styles that range from tailored classics to laid-back cool, you’ll find the perfect pair to match your mood—and maybe even make a few jaws drop along the way. So, let’s dive into fall with trousers that promise to keep you looking fierce and feeling unstoppable!
$35.90
A chic ivory wide-leg trouser with a high-rise elastic waist and flattering vertical seams.
$34.90
A pair of black faux leather high-rise flare pants with a hip-hugging fit and sleek style.
$34.90
A chic pair of ivory crepe trousers featuring a high-rise waist and straight-leg silhouette.
$9.97 $36.90 73% off
A high-rise brown faux leather pant with a lace-up front and flared hem for sleek style.
$34.90
A sleek black crepe knit trouser with a high-rise belted waist and straight-leg fit.
$32.90
A chic pair of high-rise black skinny pants in coated faux leather with minimal stretch.
$34.90
A sleek pair of black faux leather pants with a high-rise waist and straight-leg silhouette.
$34.90
A stylish black crepe trouser with a high-rise waist and straight-leg silhouette for workwear.
$42.90
A stylish pair of brown high-rise cargo pants with adjustable drawcord hems and multiple pockets.
$42.90
A stylish pair of charcoal high-rise cargo pants with adjustable hems and multiple pockets.
$34.90
A chic brown faux leather pant with a high-rise waist and flared hem for trendsetting style.
$32.90
A high-rise sage crepe trouser pant with a flattering wide-leg silhouette for a polished look.
$49.90
A cognac satin jogger pant with a high-rise waist, cargo pockets, and adjustable drawcord cuffs.
$39.90
A sophisticated pair of black ponte knit pants featuring a belted waist and tapered straight leg.
$13.97 $32.90 58% off
A pair of camel faux suede pants featuring dual lace-ups and a stylish flared hem.
$32.90
A comfy black ponte knit pant with a high-rise waist and flared hem for versatile styling.
$42.90
A pair of black satin palazzo pants featuring a mid-rise waist and flowy wide-leg hem.
$44.90
A stylish pair of khaki high-rise cargo pants with a straight-leg fit and six-pocket design.
$34.90
A taupe high-rise ponte pant with a flare leg silhouette and stretchy knit fabric.
$32.90
A trendy pair of brown faux suede flare pants with a high-rise waist and leopard print.
$29.90
A pair of rust-colored knit wide-leg pants with a mid-rise waist and flared hem.
$9.97 $29.90 67% off
A pair of brown knit flare pants with a high-rise fold-over waist and ribbed texture.
Now Trending
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
Fall Trousers
When it comes to curating a wardrobe that’s equal parts chic and functional, nothing does it quite like a killer pair of fall trousers. These aren’t just pants—they’re the backbone of every “I woke up like this” outfit, the secret weapon behind your power moves, and the ultimate canvas for all your best accessories. Whether you’re hustling through campus, clocking in at your dream job, or planning that spontaneous weekend road trip, fall pants are the ride-or-die pieces that keep up with your every move. Picture this: you’re strutting down city streets, coffee in hand, leaves crunching underfoot, and your trousers are serving major main character energy. That’s the kind of vibe we’re talking about. With endless options in fit and fabric, from tailored silhouettes that mean business to relaxed cuts made for play, there’s a pair to match every agenda and attitude. And let’s be real, they’re the perfect excuse to swap out those denim go-tos for something that feels a little more elevated but still totally effortless.
If you’re shopping for yourself or looking to spoil your bestie, fall trousers are a gift that keeps on giving. They’re the piece she’ll reach for when she needs to look put-together in five minutes flat, the pair that turns a basic tee into a “who is she?” moment, and the trusty staple that works for late-night study sessions or last-minute dinner invites. Gifting a pair of these pants is basically saying, “I see your potential, and I’m here to help you slay.” Plus, with so many cuts—think wide-leg, straight, cropped, or high-waisted—there’s something for every body and every mood. Don’t sleep on the details, either: pockets for stashing lip gloss and secrets, pleats for a touch of drama, and waistbands that move with you (because life’s too short for uncomfortable clothes). Fall pants are also a total win for those transitional days when the weather can’t make up its mind—layer them with knits, tees, or even a blazer for an instant upgrade that says you’re ready for anything.
For the Windsor girl who loves to make an entrance and never fades into the background, fall trousers are the ultimate style flex. They’re made for mixing, matching, and remixing with everything you already own, making them a smart investment for anyone who loves to keep her wardrobe fresh and her options open. Whether you’re building your collection from scratch or leveling up your current lineup, don’t forget to check out our Contemporary Trousers for even more inspo. Trust us, once you slip into a pair that fits just right, you’ll wonder how you ever lived without them. So, grab your favorite pair, cue up your hype playlist, and get ready to turn sidewalks into runways—because with fall trousers, every day is a fashion moment waiting to happen.