Top Windsor Deals for September 2025

Shine bright and steal the scene in these rhinestone pants! They feature an elastic high rise waist paired with long fitted pant legs with a slightly flared hem. The pants are composed of a slightly sheer shimmering knit fabric that offers plenty of stretch and a form-fitting style and are adorned with multifaceted rhinestones. Sizes run small. Fit model recommends purchasing one size up. Model is 5'9" with a 34 bust, 24 waist and 34.5" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Shine Bright Rhinestone Pants in Silver | Size: S

Channel in the retro, girl-next-door vibes in these light blue pants! They feature a high paper bag waist, a belt with a large statement buckle, a hidden front zipper, side pockets, and a slim fit throughout. Pants are composed of a stretchy twill fabric that offer a form hugging fit with a moderate stretch. Includes a hook fasten closure and zipper. Model is 5'7 with a 34" bust, 24" waist, and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Belted Skinny Paper Bag Pants in Light Blue | Size: XS

Keep your hustle game strong and accomplish your goals in these daring yet classy velour striped pants! They feature a high waist, elastic waistband, vertical shadow stripe pattern, and a wide leg fit. Pants are composed of a soft velour fabric that offers a natural fit with moderate stretch. Free Shipping on All Orders Over $75. | Windsor Hustle Baby Velour Pants in Navy Blue | Size: XS

Pull your look together and elevate to a new level with these chic pants! They feature a high waist fit with paper bag detail, a cinching tie waist belt with loops, a single button closure with zipper, hidden side pockets and a straight tapered leg. Pants are composed of a smooth woven fabric that offers a relaxed fit with slight stretch. Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Essential Tapered Paper Bag Pants in Taupe | Size: XS | Woven Fabric

Strike a pose in pinstripes! These black suspender pants feature a high waist, attached suspender straps, and a wide leg fit. The all over white hued pinstripes give these pants a chic vintage feel! Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Poised In Pinstripes Suspender Pants in Black | Size: XS

Button up in these chic pants to complete your look! They feature a high rise waist, a multi button down front, side pockets and a straight skinny leg fit. Pants offer a jegging like fit to provide plenty of stretch to showcase curves. Pants are composed of a white hued twill knit fabric. Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Button Up High Waist Pants in Black | Size: S | Knit Fabric

Make a statement in stylish stripes! These navy high waist pants feature slant pockets and a straight leg fit with a wide leg hem. The pants feature white hued wide stripes that are complemented with the navy blue background. Pants are composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Stylish Stripes High Waist Pants in Navy Blue | Size: XS | Woven Fabric

Stand out today in these trendy black skinny pants. They are made from a coated knit fabric that offers a leather-like look, and feature a high waist with a single button and zipper closure. Model is 5'8.5 with a 32" bust, 24" waist and 35" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Stand Out Coated Skinny Pants in Black | Size: S | Leather/Knit Fabric

Make every outfit a memorable one! These trendy black pants feature a high waist, attached suspender straps, a back zipper closure, and a super skinny fit with moderate stretch. Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Suspender The Time Skinny Pants in Black | Size: XS

Channel those carefree boho vibes in these cute pants! It features a mustard hue, a high rise waist and straight leg pants with a flared hem. The all over white hued bohemian stripes are all you need to brighten your look! Pants are composed of a gauze fabric that offers a relaxed fit with minimal stretch. Be sure to pick up the matching top to complete your look! Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Bohemian Vibes High Waist Pants in Mustard | Size: XS | Gauze

Summer doesn't get any sweeter than this multi color pants! It features a stretchy high waist band that ties at the front, a relaxed straight leg fit, and all over pastel stripes. Pair with matching bottoms to complete the set! Model is 5'7 with a 34" bust, 24" waist, and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Sweet Like Candy Striped Pants | Size: XS

Radiate beauty in these striped tie waist pants! They feature a high rise fit, a tie front accent, and flowy pant legs with a straight leg fit. The pants are composed of a mustard yellow hued brushed knit fabric, offer plenty of stretch for a form-fitting style, and showcase a pretty striped pattern. Don't forget to purchase the matching crop top! Model is 5'7 with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Hourglass Striped Pants in Mustard | Size: XS | Knit Fabric

Slither into this trend with these sexy snake print twill pants. They feature a high waist, the traditional five pocket and belt loop design, a single button and zipper closure, a gray hued snake print, and a cropped skinny leg fit. Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Skinny Snake Print Pants | Size: 1

Get all those vacay on a tropical island vibes with these wide leg pants! They feature a high rise elastic banded waist paired with wide pant legs with a flared hem. The black bottoms are composed of a stretchy knit fabric and showcase a fun all over leaf print with beige hues. Complete your vacation ready look with the matching tube top! Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small Free Shipping on All Orders Over $75. | Windsor Island Vibes Wide Leg Pants in Black | Size: XS | Knit Fabric

Make your look classic with these striped tie waist pants! They feature a high rise fit, a tie front accent, and straight pant legs with a flared hem. The pants are composed of a crepe fabric and offer moderate stretch. Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Classic Stripes Tie Waist Pants in Black | Size: XS | Crepe Fabric

Make a perfectly poised impression in stripes! These black high waist pants feature a cinching tie waist belt and a straight leg fit with a flared hem. The all over pinstripe design features a white hue that complements the black background. Pants are composed of a crepe fabric with moderate stretch. Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small Free Shipping on All Orders Over $75. | Windsor Poised In Pinstripe Pants in Black | Size: XS | Crepe Fabric

Tie yourself in these cute pants! They feature a high rise waist, a cinching tie waist accent and a slim fit leg with a flared leg opening. The all over striped pattern features narrow white hue that complements the blue background perfectly! Pants are composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Tied To Stripes High Waist Pants in Blue | Size: XS | Knit Fabric

Look at the bright side in these fun neon green pants! They feature a high waist, a skinny fit, and a back zipper closure. Crepe knit fabric offers plenty of stretch. Model is 5'9 with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Bright Side Skinny Pants in Neon Yellow | Size: XS | Knit Fabric

Create a classic look in sleek pinstripes! These black pants feature a high rise fit, a cinching tie waist belt and a skinny leg fit. The contrast white pinstripes elongate and flatter curves. Pants are composed of a crepe fabric that offers a form hugging fit with a slight stretch. Model is 5'7" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small. Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Tied In Pinstripes Pants in Black | Size: XS | Crepe Fabric

These wide leg striped pants are just your type! They feature a high rise elastic banded paper bag waist, a tie front belt, and wide pant legs. The natural pants are composed of a crepe fabric that offers moderate stretch with an ivory striped print. Model is 5'9 with a 32" bust, 24" waist and 35" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Just My Stripe Wide Leg Pants in Natural | Size: S | Crepe Fabric

Stylishly seal your look with these classic tie waist pants! They feature a navy blue hue, a high rise waist, a back zipper closure, a tie front waist, and straight pant legs. The pants are composed of a smooth woven fabric with moderate stretch. Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small. Stylish looks perfect for video calls, virtual meetings, happy hours, e-dates, and remote work from home. Free Shipping on All Orders Over $75. | Windsor Stylishly Sealed Tie Waist Pants in Navy Blue | Size: XS | Woven Fabric