Top Windsor Deals for September 2025

Don't let the season get you down! This cute jacket has a denim exterior that features a flat collar, long sleeves and a button down front with four pockets. The jacket also has a woven, plaid interior that also features a button down front. Free Shipping on All Orders Over $75. | Windsor Got The Blues Denim Jacket | Size: S

Edge up your style with this fashionably distressed jean jacket! It features a collar, a button down front, two front buttoned pockets, two slanted front pockets, and overall destructed detailing. The light wash jean jacket is composed of a denim fabric that offers a relaxed fit. 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 Edgy Distressed Denim Jacket | Size: S

You'll look so sweet and stylish in this distressed jean jacket! It features a collar, a button down front, front buttoned pockets, long sleeves with buttons to cuff, and slight destructive detailing. The jacket is composed of a jean fabric with moderate stretch. Model is 5'8" with a 33" bust, 24" waist and 33.5" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Sweetly Distressed Denim Jacket | Size: S

Get ready to venture into the real world with this cute jean jacket! It has basic collar paired with a button down front and long sleeves with button cuffs. The cropped jacket is composed of a light washed denim and has two check pockets. Jacket 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 Feeling Adventurous Denim Jacket | Size: S

Layer on some classic chic with this must have jean jacket! It features a collar, a button down front, mini top buttoned pockets, slanted front pockets, three fourth length sleeves with buttons to cuff, and a cropped hem. The jacket is composed of a medium wash denim fabric with no stretch. Free Shipping on All Orders Over $75. | Windsor Classic Chic Jean Jacket in Denim | Size: S

This frayed jean jacket will become your new fave for sure! It features a collar, a button down front, long sleeves with buttons to cuff, front buttoned pockets, distressed detailing, and a frayed hem. The jacket is composed of a faded denim fabric with no 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 Fave Frayed Denim Jacket | Size: S

Give them all you got in this destructed denim jean jacket! It features a collar, button down open front, long cuffed sleeves, pockets and a medium wash. Model is 5'8" with a 32" bust, 24.5" waist and 36" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor All Sass Destructed Jean Jacket in Denim | Size: S

The way you make us feel, girl! This must have jean jacket features a collar, long sleeves, a button down front, and 4 pockets. Free Shipping on All Orders Over $75. | Windsor Make Me Feel Denim Jacket in Black | Size: S

Create an effortless layered look in this jean jacket! It features a detachable knit hood, knit long sleeves, and a button up denim body. Jacket offers a relaxed 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 Layer It On Me Denim Jacket | Size: S | Knit Fabric

Bring the heat to those colder nights with this fun distressed jean jacket! It features a light wash, a collar with a button down front, long cuffed sleeves, double pockets, slanted front pockets, and moderate distressing throughout. The jacket is composed of a denim fabric that offers minimal stretch. Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Hot Stuff Distressed Denim Jacket | Size: S

Go for fray to complete your ensemble! This must-have denim jacket features a collared neckline, long cuffed sleeves, a complete button-down front, two small chest pockets, side pockets, heavy distressed detailing throughout, and a frayed hemline. The jacket is composed of a light wash unlined denim fabric that offers a relaxed fit with minimal stretch. Style with lace-up combat boots. Fit & FeaturesCollared neckline, Long cuffed sleeves, Button-down front, Buttoned chest pockets, Side pockets, Distressed detailing, frayed hemline, Light wash unlined denim fabric, relaxed fit, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fray Days Long Denim Jacket | Size: S