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

Let's keep those snaps discreet... the one's on your jacket! This cute piece has a high collar paired with long sleeves featuring shoulder tabs, a hidden zipper front with four flap pockets and hidden snap button details through. The garment is composed of thick woven fabric. Free Shipping on All Orders Over $75. | Windsor Hidden Snaps Jacket in Olive | Size: S | Woven Fabric

Go undercover in this chic trench but don't cover up that cute outfit! This coat features a draped open front, lapel collar, fitted long sleeves, a removable tie waist belt that cinches your waist, and trendy side pockets. The textured lightweight woven fabric offers a relaxed fit and a moderate stretch. Complete your look in this trench coat with a basic bodysuit and high waist jeans. Fit & FeaturesLapel collar draped open-front, Fitted long sleeves, Side pockets for keeping your hands warm, Removable tie waist belt with loops, Textured lightweight woven fabric, Relaxed fit, moderate stretch, Runs true to size, 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 Under Cover Trench Coat in Black | Size: S | Woven Fabric

Layer on the chic with this must have stylish jacket! It features a drape open front, long fitted sleeves, a flat lapel collar, and front zippered pockets. The jacket is composed of a smooth faux suede fabric that offers moderate stretch and a relaxed fit. Free Shipping on All Orders Over $75. | Windsor Layer On The Chic Jacket in Black | Size: S | Faux Suede

Grab the records and play some music in this edgy anorak! The jacket has a drawstring collar paired with a hidden, zipper and button down front. The long sleeve jacket features faux storm flaps, cinched cuffs, basic slant pockets and an additional drawstring hem. The garment is composed of a smooth vinyl fabric that has a sheen look. Free Shipping on All Orders Over $75. | Windsor Play Me A Vinyl Anorak Jacket in Black | Size: S

Glisten through the season in this lurex beauty! The cropped jacket features and open front paired with long sleeves and a mesmerizing shaggy, lurex knit. Free Shipping on All Orders Over $75. | Windsor Glistening In Knit Jacket in Black | Size: S

Zip it up with style in this sleek bomber jacket! It features a mock neck, a zip front, long sleeves with elastic cuffs, two slanted front pockets with snap closures, two drawstrings, and a cropped hem. The black jacket is composed of a vinyl fabric with a sheen, includes a smooth lining, and offers minimal stretch. Free Shipping on All Orders Over $75. | Windsor Zip It Up Bomber Jacket in Black | Size: S

Get a sleek modern look with this olive green trench jacket! It features a large fold over collar, a flowy open front, decorative brown buttons, and three-quarter sleeves with rolled cuffs. Jacket has a relaxed fit and is composed of a lightweight, soft woven fabric with no stretch. Free Shipping on All Orders Over $75. | Windsor Quite Contemporary Trench Jacket in Olive | Size: S | Soft Woven/Woven Fabric

Keep it chic and cinched with this stylish belted trench! It features a drape open front with side slits, long fitted sleeves, and a tie front belted waist. The trench coat is composed of a faux suede fabric that offers plenty of stretch and a relaxed fit. 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 Keep It Chic Belted Trench in Taupe | Size: XS | Faux Suede

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

Don't wait for your next adventure, go out and find it! This casual olive green anorak will be ready for it, too. It features a drawstring hood, an open front, a drawstring waist, large side pockets, and long sleeves you can cuff and button into three-quarter sleeves. Jacket is composed of a brushed rayon fabric with no stretch and has a relaxed fit. Model is 5'9 with a 31.5" bust, 24.5" waist, and 35.5" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Adventure Awaits Hooded Anorak Jacket in Olive | Size: S | Rayon

Bundle up with style with this sleek and trendy bomber jacket! It features a zip front, long sleeves with a single zipper pocket detail, front pockets with snap button closures, and a ribbed knit trim. The jacket is composed of a smooth polyester fabric, includes a lining, and offers a relaxed and comfortable fit. Free Shipping on All Orders Over $75. | Windsor Bundle With Style Bomber Jacket in Olive | Size: S | Polyester/Knit Fabric

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

Keep it chill in this trendy royal blue jacket. It features a nylon material, a collar, long sleeves with a stripe detail, slanted zipper pockets, a zipper front, and drawstrings at the hem. Garment is lined and offers no stretch. Model is 5'9" with a 32" bust, 24" waist, and 34.5" hips. She is wearing a size small. Free Shipping on All Orders Over $75. | Windsor Chill Trend Nylon Zipper Jacket in Royal Blue | Size: S

Take your look to the next level when you layer up in this cute jacket! It features a flat collar with a drawstring accent, a zippered front, long sleeves with an elastic cuff and side pockets. The color block design features pink, heather gray and white hues. Jacket is composed of a lined nylon fabric that offers a relaxed fit with a 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 Next Level Color Block Jacket in Navy Blue | Size: S | Nylon

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

Don't get phased by the haters in this trendy jacket! It features a white hue, a mock neck, a zipper down front, long sleeves with elastic cuffs and a cropped hem. The color block accent on shoulders feature a taupe and black hue. Jacket is composed of a lined nylon fabric that offers a relaxed fit with a slight stretch. Free Shipping on All Orders Over $75. | Windsor Not Phased Color Block Jacket in White | Size: XS | Nylon

It's double or nothing with this trendy black trench jacket! It features a collar, a double breasted front, a belted waist, cuffed sleeves, small side pockets, and a slim bodice that flares at the hem. Jacket is composed of a crepe fabric that offers minimal 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 Seeing Double Trench Jacket in Black | Size: S | Crepe Fabric

Turn heads with this chic and sophisticated trench! It features a drape front with a flat lapel collar, long sleeves, an elastic banded back with a tie front, and a relaxed, flowy fit. The trench is composed of a sheer woven fabric with no 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 Chic And Sophisticated Trench Coat in Black | Size: S | Sheer Woven Fabric

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

Head out for an adventure with this causal cute anorak! It features a drawstring hood, a front zipper and button down closure, a drawstring waist, zippered and buttoned pockets, long sleeves with button details, and a back drawstring. The jacket is composed of a lined woven fabric with no stretch. Free Shipping on All Orders Over $75. | Windsor Hooded Out For An Adventure Anorak Jacket in Black | Size: S | Woven Fabric