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Jean Shorts That Serve Every Summer Mood

From beach days to brunch plans, Windsor’s jean shorts are your go-to for effortless warm-weather style. High-rise and distressed denim cutoffs pair perfectly with crop tops, bodysuits, or puff-sleeve blouses for that cool, casual vibe.

Explore acid-wash styles, lace-up fronts, and belted waists for a bold finish. Want something flirty? Try a denim skort for the perfect mix of comfort and polish.

Go classic in blue denim or switch it up with white, black, or pastel shades. Add sneakers or platform sandals and finish with your favorite crossbody bag and sunnies.

Whether you’re heading to a festival, a getaway, or just out for iced coffee, Windsor has jean shorts to match every plan. Shop online, in-app, or in-store and find your summer-ready fit.

  • Reese High Rise Mom Denim Shorts By Windsor Denim

    The perfect mom shorts that hug your curves in all the right places! Introducing the Reese high-rise mom denim shorts by Windsor Denim. They feature a flattering, ultra-high rise waist and a trendy cut-off hem on premium vintage-inspired light wash denim with a color fade effect. Complete the look in a cute graphic tee and sandals for the perf summer vibe.

    Fit & Features

    • Ultra high-rise waist
    • Mom-style silhouette
    • Cut-off hem
    • Front five-button fly, belt loop accents
    • Five-pocket styling 
    • Premium light wash denim, color fade effect, no stretch
    • Fits true to size

    Style Number/Barcode: 06603-0275

    Category Name: Jean Shorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slay The Trend High Rise Denim Shorts

    Slay the denim trend in these flattering high-rise shorts featuring distressed accents, a v-cut silhouette, and a raw frayed hem on premium vintage-inspired medium wash denim fabric with cool color fading. Complete the look in a sultry bustier for a summer night out.

    Fit & Features

    • High-rise waist
    • Distressed accents, v-cut silhouette
    • Raw frayed hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fading, no stretch
    • Fits true to size

    Style Number/Barcode: 06603-0254

    Category Name: Jean Shorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Remy High Rise Fray Denim Shorts By Windsor Denim

    Don't get stressed cause you'll be well dressed in the Remy high-rise denim shorts by Windsor Denim! Your curves will be blessed in these jean shorts featuring a flattering, high-rise waist, distressed accents, figure-flattering design, and a frayed cutoff hem on a medium wash denim fabric with a vintage-inspired color fade effect. Complete the look in a cute crochet crop top for a music concert.

    Fit & Features

    • High-rise waist
    • Distressed accents, frayed cutoff hem
    • Figure-flattering design
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim, color fade effect, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0240

    Category Name: Jean Shorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Paper Bag Of Tricks Denim Cuff Shorts

    These denim shorts are such a treat with no tricks! They feature a cute, paper bag high-rise waist, roll cuffed hem, dual button front, hidden zipper closure, belt loop accents, and a classic 5-pocket design. Complete the look in a bodysuit and sandals.

    Fit & Features

    • Paper bag high-rise waist
    • Roll cuffed hem
    • Dual button front and hidden zipper closure
    • Belt loop accents
    • Classic 5-pocket design
    • Non-stretch denim fabric
    • Fits true to size

    Style Number/Barcode: 06603-0265

    Category Name: Jean Shorts

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reese High-Rise Cut-Off Denim Shorts by Windsor Denim

    Style up these must-have high waist denim shorts for the perfect summertime look. The Reese high-rise cut-off denim shorts by Windsor Denim feature front and back pockets, a destructed and frayed hem, and a form-hugging fit. Complete your trendy-casual outfit with a crop top and sandals.

    Fit & Features

    • High-rise waist
    • Destructed and frayed cut-off hem
    • Five-pocket and belt loop design
    • Front button closure
    • Light wash denim fabric, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0231

    Category Name: Jean Shorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reese Extra High Waist Cutoff Denim Shorts by Windsor Denim

    Create a bold moment in the Reese denim shorts by Windsor Denim. The jean shorts feature a flattering, extra high rise waist, distressed accents, and an edgy cut-off frayed hem on a medium wash vintage-inspired denim fabric with a color fade effect. Complete the look in a cute backless bodysuit and sandals for a summer vibe.

    Fit & Features

    • Flattering, extra high rise waist
    • Distressed accents, cutoff frayed hem
    • Form-fitting design
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash non-stretch denim, color fade effect
    • Fits true to size

    Style Number/Barcode: 06603-0235

    Category Name: Jean Shorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Remy High-Rise Cutoff Denim Shorts by Windsor Denim

    Every girl needs that classic pair of cutoff jean shorts! The Remy high-rise shorts by Windsor denim are perfect for creating cute and casual summer 'fits. They feature subtle distressing, an on-trend frayed cutoff hem, and a form-hugging fit. The medium wash denim fabric offers a moderate stretch for comfortable wear. Style with your fave graphic tee.

    Fit & Features

    • High-rise waist
    • Destructed detailing, frayed cutoff hem
    • Five-pocket and belt loop design
    • Front button, hidden zipper closure
    • Medium wash denim fabric, moderate stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06603-0233

    Category Name: Jean Shorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Meli Mid-Rise Cuff Denim Shorts By Windsor Denim

    The Meli cuff denim shorts by Windsor Denim are a closet staple for this new season! They feature a mid-rise waist, trendy distressed accents, and a cuffed hem on vintage-inspired medium wash denim fabric with a color fade effect. Complete the look in a flirty tie-front top and slides.

    Fit & Features

    • Mid-rise waist
    • Distressed accents, cuffed hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Vintage medium wash denim with color fade effect
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06603-0234

    Category Name: Jean Shorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reese High Rise Denim Shorts By Windsor Denim

    Fall for the Reese high-rise denim shorts by Windsor Denim! She features a super high-rise waist, distressed accents, and a frayed cut-off hem on vintage medium wash denim with a color fade effect. Complete the look in a crop top and sandals.

    Fit & Features

    • Super high-rise waist
    • Distressed accents
    • Frayed cut-off hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Vintage medium wash denim, no stretch, color fading
    • Runs true to size

    Style Number/Barcode: 06603-0258

    Category Name: Jean Shorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reese High Rise Denim Shorts By Windsor Denim

    Laidback and chill, you'll the Reese high-rise denim shorts by Windsor denim! They feature a vintage-inspired silhouette with a trendy roll cuffed hem on medium wash denim fabric. Complete the look in a corset top and sandals.

    Fit & Features

    • High-rise waist
    • Vintage-inspired silhouette
    • Roll cuffed hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06603-0259

    Category Name: Jean Shorts

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

  • Colorblock Denim Cutoff Shorts

    Get the best of both worlds with these denim shorts that put a stylish twist on denim! The shorts feature a trendy color block design, high rise waist, moderate destruction, and a trendy cutoff hem. Complete look with braided sandals and a crop top. 

    Fit & Features

    • High rise waist
    • Moderate destruction 
    • Colorblock pattern 
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Denim fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06603-0290

    Category Name: Jean Shorts

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Remy High-Rise Frayed Hem Shorts

    Add a little stylish edge to your everyday casual looks with the Remy frayed denim shorts. They feature a high-rise waist, subtle destructed detailing, and a frayed hem. The shorts offer a semi-cheeky fit with a moderate stretch. Style with a basic bodysuit and slides.

    Fit & Features

    • High-rise waist
    • Subtle distressing, frayed hem
    • Semi-cheeky fit
    • Five-pocket and belt loop design
    • Front button, hidden zipper closure
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06603-0300

    Category Name: Jean Shorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Remy High-Rise Distressed Shorts

    The Remy distressed denim shorts are a classic staple for casual everyday looks. They feature a high-rise waist, subtle destructed detailing, and a raw-cut hem. The shorts offer a semi-cheeky fit with a moderate stretch. Style with a crop top and sandals.

    Fit & Features

    • High-rise waist
    • Five-pocket and belt loop design
    • Front button, hidden zipper closure
    • Subtle distressing, raw-cut hem
    • Semi-cheeky fit
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06603-0301

    Category Name: Jean Shorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Bag High Rise Denim Shorts

    You've got style in the bag! These cute high-rise denim shorts feature a paper bag elasticized waist, trendy distressed accents, and a cuffed hem on vintage-inspired medium wash denim. Complete the look in a basic tee and sneakers.

    Fit & Features

    • High-rise paper bag elasticized waist
    • Distressed accents, cuffed hem
    • Front single button and hidden zipper closure
    • Four-pocket styling, belt loop accents
    • Vintage-inspired medium wash denim
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06603-0272

    Category Name: Jean Shorts

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Remy High-Rise Destructed Cut-Off Shorts

    The Remy destructed cut-off shorts will be your fave pair of the season! They feature a high-rise waist, trendy distressed detailing down the front, and a frayed, cut-off hem. The denim fabric offers a minimal stretch. Complete your casual everyday look with a cropped graphic tee and sneakers.

    Fit & Features

    • High-rise waist
    • Destructed detailing, frayed cut-off hem
    • Form-hugging fit
    • Five-pocket and belt loop design
    • Front button-down closure
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0297

    Category Name: Jean Shorts

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Fab High Waist Denim Shorts

    These denim shorts are all you need to nail an edgy fab vibe! These bold must-haves feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, heavy destruction, and a raw edge hem. The denim shorts offer a form hugging fit with slight stretch. Complete look with a fringe vest and boots! 

    Fit & Features

    • High rise waist
    • Heavy destruction 
    • Raw-edge hem 
    • Single-button with zipper closure
    • Traditional five-pocket belt loop design 
    • Form hugging fit, slight stretch, runs true to size

    Style Number/Barcode: 06603-0293

    Category Name: Jean Shorts

    Price: $10.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Distressed Cut-Off Denim Shorts

    This trendy pair of denim shorts will be a style staple of the season! They feature a high-rise waist, front distressed detailing, and a frayed, cut-off hem. The denim fabric offers a rigid fit with no stretch. Style with a cropped graphic tee and sneakers.

    Fit & Features

    • High-rise waist
    • Front distressing
    • Frayed, cut-off hem
    • Five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Denim fabric, rigid fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0292

    Category Name: Jean Shorts

    Price: $10.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Day High Waist Denim Shorts

    These denim shorts are all you need for the perfect day! These cute must-haves feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, moderate destruction, and a raw edge hem. The light wash denim shorts offer a form-hugging fit with slight stretch. Complete look with a fringe vest and boots! 

    Fit & Features

    • High-rise waist
    • Moderate destruction
    • Form-hugging fit, raw-edge hem 
    • Single-button with zipper closure
    • Traditional five-pocket belt loop design 
    • Light wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0295

    Category Name: Jean Shorts

    Price: $10.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reese High Waist Button Denim Shorts by Windsor Denim

    Take on the day in shorts by Windsor Denim that will quickly become your fav staple piece! The shorts feature a high-rise waist, a multi-button down front, a traditional five-pocket with belt loop design, and a raw edge cut-off hem. The shorts are composed of an acid wash denim fabric that offers a form hugging fit with minimal stretch. Complete look with a bodysuit and sandals. 

    Fit & Features

    • High rise waist
    • Distressed accents
    • Raw cut off hem
    • Multi-button down front
    • Traditional five-pocket with belt loop design 
    • Acid wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0229

    Category Name: Jean Shorts

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In Check High Rise Denim Mom Shorts

    Keep your look in check wearing these eye-catching denim mom shorts! They feature a classic high-rise waist, and a checkered pattern on a medium wash denim fabric with a frayed hem. Complete the look in a tie-front top and sneakers.

    Fit & Features

    • High-rise waist
    • Mom style
    • Checkered pattern
    • Frayed hem
    • Front button and hidden zipper closure
    • Five-pocket design, belt loop accents
    • Medium wash denim, no stretch, fits true to size

    Style Number/Barcode: 06603-0274

    Category Name: Jean Shorts

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Level Up High-Rise Denim Shorts

    Elevate your casual style with shorts that are perf for a day out! The shorts feature a high-rise waist, a single button with zipper closure, a traditional five-pocket with belt loop design, heavy destruction, and cutoff hem. Complete look with a crop top and slides. 

    Fit & Features

    • High-rise waist
    • Cutoff hem, heavy destruction 
    • Five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Medium wash denim fabric
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06603-0296

    Category Name: Jean Shorts

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reese Distressed Mom Shorts by Windsor Denim

    With these denim mom shorts, you're ready for music festivals and beyond! The shorts by Windsor Denim feature a high-rise waist, distressed detailing on front and back, a mom-style silhouette, and a frayed cut-off hem. The premium denim fabric offers no stretch. Complete the look in a beaded bustier and sandals.

    Fit & Features

    • High-rise waist
    • Mom style silhouette
    • Distressed detail on front and back
    • Frayed cut off hem
    • Front button and hidden zipper closure
    • Premium denim fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06603-0228

    Category Name: Jean Shorts

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Acid Wash Shorts

    Step up your denim game with shorts that bring that chic touch to your outfit! The shorts feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, heavy distressing throughout, and a cutoff hem. The shorts are composed of an acid wash denim fabric that offers a relaxed fit with minimal stretch. Complete look with boots and a crochet top for a festival ready look! 

    Fit & Features

    • High rise waist
    • Single-button, zipper closure
    • Traditional five-pocket belt loop design 
    • Heavy distressing
    • Cutoff hem
    • Acid wash denim fabric
    • Form hugging fit, minimal stretch, runs 1/2 smaller

    Style Number/Barcode: 06603-0291

    Category Name: Jean Shorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Meli Mid-Rise Cuffed Denim Shorts by Windsor Denim

    The Meli mid-rise jean shorts by Windsor Denim are the perfect pair for the spring and summer seasons! They feature a fitted waist, light destructed detailing, and a stylish frayed and cuffed hem. The dark wash denim fabric offers a moderate stretch for comfortable wear. Complete the look with your fave sandals.

    Fit & Features

    • Mid-rise waist
    • Light distressing
    • Frayed and cuffed hem
    • Five-pocket and belt loop design
    • Front button, hidden zipper closure
    • Dark wash denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06603-0227

    Category Name: Jean Shorts

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance