2026 Fall Outfit Trends

STYLE SPOTLIGHT

Women's Denim Bottoms

Fall Sweaters & Cardigans

Women's Jackets

2025 Fall Outfit Ideas You Can Wear Now

Refresh your closet with new fall outfits and the latest dresses for fall from Windsor! Showcase your chic style in the cutest clothes, shoes, and accessories. Fall is the season for transitional clothing and stylish layering. Explore fall dresses in mini, midi, and long silhouettes to make for the perfect Thanksgiving outfits. Shop adorable sweater dresses, ruched dresses, romantic floral dresses, preppy plaid dresses, animal print dresses, and trendy dresses with marble or swirl print designs. Level up your Homecoming and holiday party looks with stunning dresses in satin, mesh, lace, velvet, crepe, or knit fabrications in new colors for 2025.

Get major outfit inspo with Windsor’s collection of fall clothes and the latest fall trends in women's fashion. Shop key neutrals as well as rich fall tones including burgundy, plum, hunter green, olive green, navy blue, oatmeal brown, and rust. Step up your casual looks with comfy sweaters that can be dressed up or down. Discover cropped sweaters, cardigans, long dusters, and relaxed-fitting sweaters in the coziest of fabrics that you'll love styling for work or school, a holiday party, or a bridal shower. Style with dark wash denim and ankle booties for the day, and faux leather leggings and combat boots for the night. Layer on trendy flannels and shackets to your everyday outfits to bring the chill vibes. Explore on-trend shackets with oversized fits and stylish plaid prints. For a bit of a dressier look, layer on fall jackets like fitted or oversized blazers, flowy dusters, or long trench coats.

No fall closet is complete without women’s jeans and the latest fall bottom trends! Go for skinny or flare jeans in a medium wash, dark wash, or black jeans to complement the fall season. Shop trendy jeans and denim skirts to create cute looks for back-to-school or college outfits. Style the latest skirts in soft knits, faux leather, and faux suede with your favorite fall tops. Plaid mini skirts are a major fall fashion staple. Pair your favorite skirts with crop tops, bodysuits, blouses, and sweaters. For a sleek and chic vibe, discover leggings, joggers, and pants in faux leather. These styles will instantly elevate any fall outfit. Style up your workwear with a cute paperbag and tie-waist pants with fitted or flared hems. Discover trendy jumpsuits and catsuits that will step up your fall style too! Shop streamlined catsuits perfect for nights out, and wide-leg jumpsuits for fall parties.

Complete your fall outfits with the best accessories. Shop on-trend boater hats, Panama hats, and cabby hats you can wear to fall festivals along with ankle booties, lug sole boots, or combat boots. Discover chain-link necklaces, hoop earrings, and sleek ring packs to glam up your autumn looks. Style your denim, skirts, and dresses with belts in classic, simple designs as well as with trendy statement buckles. For a polished look from head to toe, go for below-the-knee, knee-high, over-the-knee, and thigh-high boots to level up your fall shoe wardrobe. Find ankle boots with chains and cowboy boots to go with your favorite fall floral dresses. Keep all of your essentials on hand in the cutest clutches, handbags, and crossbody purses with quilted faux leather detailing. Windsor has the best selection of women’s fall fashion to create casual to dressy looks you’ll absolutely adore.

  • Raise It Up High Rise Skinny Jeans

    Elevate your style with these skinny jeans to create edgy and glam outfits. The jeans feature a high rise waist, moderate destruction, and a skinny leg fit with a tapered hem, Complete your look with a ribbed sweater and ankle booties. 

    Fit & Features

    • High rise waist
    • Single-button with zipper closure
    • Traditional five-pocket and belt loop design
    • Moderate destructed detailing 
    • Skinny leg fit with a tapered hem
    • Medium wash denim fabric 
    • Form-hugging fit

    Style Number/Barcode: 06602-0194

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Prowl Faux Fur Jacket

    Strike a fierce layered look in a jacket that channels your inner fashionista. The jacket features a collared neckline, long sleeves, side pockets, and a trendy leopard print. The jacket features a faux fur fabric that offers a relaxed fit and includes a knit lining. Complete look with a bodysuit and liquid leggings.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Side pockets
    • Leopard print
    • Faux fur fabric with knit lining
    • Relaxed fit 

    Style Number/Barcode: 06201-0121

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keeping Knit Casual Off the Shoulder Ribbed Mini Dress

    Keep it casual and fab in a mini dress that is so easy to style for your next day out with the squad. The dress features an off the shoulder neckline with a popover detail and composed of a ribbed knit fabric that enhances curves with a moderate stretch. Complete your casual outfit with ankle booties and hoop earrings. 

    Fit & Features

    • Off the shoulder neckline
    • Popover detail 
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit
    • Moderate stretch

    Style Number/Barcode: 05102-0859

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Striped Satin Joggers

    Keep it sleek in joggers that make a stylish statement. The joggers feature a high-rise waist, a tuxedo-style stripe down the leg, and a skinny leg fit with a tapered hem. Complete your look with a black crop top.

    Fit & Features

    • High-rise waist, elastic band
    • Tuxedo stripe
    • Skinny leg fit, tapered hem
    • Satin-like fabric, minimal stretch
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06402-0274

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Diva Faux Fur Long-Line Hooded Vest

    Hey there diva! This faux fur hooded vest is obvi the perfect pick for you. It features a long-line design with a hood for a trendy feel. Layer this over a henley bodysuit for a fresh fall 'fit.

    Fit & Features

    • Sleeveless
    • Hooded
    • Large front pockets
    • Long-line design
    • Faux fur fabric

    Style Number/Barcode: 06201-0114

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic High Waist Twill Joggers

    Keep it basic and stylish in joggers that can be used to dress up or dress down in comfort! The joggers feature an elastic high rise waist, a drawstring waist, slant pockets and a tapered straight leg with elastic cuff. Complete outfit with a basic crop top and strappy mules. 

    Fit & Features

    • Elastic high rise waist
    • Drawstring waist
    • Slant pockets
    • Faux back pockets
    • Straight leg fit
    • Tapered elastic cuff
    • Twill knit fabric, relaxed fit 

     

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06302-0164

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back To Basics Faux Fur Jacket

    Layer up in a basic faux fur jacket this season to go with all your favorite plaid tops and high waist jeans. The jacket features a collared neckline, a zippered front, long sleeves with stretchy ribbed cuffs, and a cropped fit with a stretchy ribbed hem. The jacket is composed of a lined faux fur jacket that offers a relaxed fit with minimal stretch.

    Fit & Features

    • Collared neckline
    • Zippered front
    • Long sleeves with ribbed cuff
    • Side pockets
    • Cropped hem
    • Faux fur fabric

    Style Number/Barcode: 06201-0123

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kailey High Rise Bermuda Shorts

    Oasis by Eunina

    Channel chic vibes in shorts that are anything but basic! The shorts feature a high rise waist, a single button with zipper closure, a traditional five-pocket with belt loop design, and a Bermuda length. Complete look with a sleek bodysuit and strappy sandals. 

    Fit & Features

    • High rise waist
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design
    • Bermuda length with fringed hem
    • Light-medium acid wash
    • Form hugging fit
    • Moderate stretch 

     

    Style Number/Barcode: 06603-0144

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic Faux Suede Block Heel Booties

    Get stacked on these cute booties that bring the glam to your favorite layered looks! The booties feature an around the ankle fit, lace-up detail at the back with metal grommets, and a stacked block heel. Booties are composed of faux suede material. Complete look with a chunky sweater.

    Fit & Features

    • Around the ankle fit
    • Lace-up detail at the back with metal grommets
    • Stacked block heel 
    • Almond toe 
    • Inner zipper closure

    Style Number/Barcode: 07403-0344

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On The Move Biker Shorts

    Keep on the go in biker shorts that nail that effortlessly casual vibe down. The biker shorts feature a high rise waist and a mid-thigh length. Complete your look with a casual crop top and chunky dad sneakers for your next coffee run. 

    Fit & Features

    • High rise waist
    • Mid-thigh length
    • Smooth knit fabric
    • Form hugging fit
    • Moderate stretch  

     

    Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 06503-0165

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step Up Camo Lug Sole Booties

    Step up in camo booties that command attention this season. The booties feature an around the ankle fit, goring accent at the back of the ankle, a trendy camo print, lug sole, and a block heel. Complete your look with a black mini skirt and basic bodysuit. 

    Fit & Features

    • Around the ankle fit, goring accent at the back of the ankle
    • Camo print
    • Lace-up front with small metal grommets
    • Inner zipper closure
    • Round toe
    • Lug sole, block heel 
    • Canvas material

    Style Number/Barcode: 07403-0343

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace Trim Knit Biker Shorts

    Get on the biker short trend with this chic lace trim version! They feature a flattering high rise waist with a mid-thigh hem and pretty lace trim. Pair with a crop top and a tapered blazer for a cute happy hour look with the girls.

    Fit & Features

    • High rise waist
    • Mid-thigh length
    • Sheer lace trim
    • Curve-hugging fit
    • Knit fabric with a pretty sheen

     

    Model is 5'6.5" with a 32" bust,  23.5" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06503-0163

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute And Cozy Ribbed Knit Romper

    Keep it cute and cozy in this adorable ribbed knit romper. Featuring a deep V neckline and tie front detail at the waist, this romper would be so cute paired with chunky sneakers. Wear to a movie night with your squad!

    Fit & Features

    • Short sleeves
    • Deep V neckline
    • High waist
    • Tie front detail
    • Ribbed knit fabric

    Style Number/Barcode: 06503-0164

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Nylon Faux Fur Reversible Jacket

    Amp up your trendy style with this of the moment reversible jacket! It features a sleek nylon fabric on the outside and a soft faux fur fabric on the interior. Layer this jacket over a pair of biker shorts for that casual chic everyday vibe.

    Fit & Features

    • Collared
    • Long sleeves
    • Complete zip front
    • Drawstrings at hem
    • Nylon exterior with thin striped detailing
    • Faux fur interior with large front pocket

    Style Number/Barcode: 06201-0111

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Minimal Moment Thin Block Heels

    Keep it minimal in heels that simply go with everything. Dress up your casual outfits with these fab heels. The heels feature an adjustable ankle strap, an open almond toe with a single strap over the toe, and a sleek thin block heel. Complete your look with a ribbed midi dress and blazer.

    Fit & Features

    • Adjustable ankle strap
    • Open almond toe
    • Single strap over the toe
    • Thin block heel

    Style Number/Barcode: 07401-2407

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched V Neck Jersey Knit Crop Top

    Style up this adorable ruched jersey knit crop top for a cute everyday 'fit! It features a flattering V neckline and a ruched form-hugging look. Pair this top with gold tube hoop earrings to give yourself a trendy vibe.

    Fit & Features

    • V neckline
    • Long fitted sleeves
    • Ruched front detailing
    • Cropped hem
    • Form-hugging fit
    • Jersey knit fabric

    Style Number/Barcode: 06001-2843

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All About Knit Mock Neck Mini Dress

    You'll be totally all about this chic mock neck mini dress! Featuring long fitted sleeves and a curve-hugging fit, this dress is perfect for the fall season. Pair with gold hoop earrings and chunky sneakers for that fab everyday 'fit.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Short, form-hugging fit
    • Knit fabric

    Style Number/Barcode: 05102-0855

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Destructed Cargo Joggers

    Keep it casual in cargo joggers that nail that effortlessly put-together look. The denim joggers feature a high rise waist, heavy destructed detail, cargo-styled pockets, and cropped hem with elastic cuff. Complete your look with a crop top and chunky sneakers. 

    Fit & Features

    • High rise waist
    • Single-button with zipper closure
    • Traditional five-pocket with belt loop design 
    • Cargo-styled pockets
    • Heavy destructed detailing
    • Jogger-like fit with cropped elastic cuff
    • Relaxed fit, runs true to size

    Style Number/Barcode: 06602-0233

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Platform Lace-Up Booties

    Elevate your chic everyday style with these faux suede booties! They feature a chunky platform and an adorable lace-up back detail. Pair these booties with dark wash skinny jeans for an elongated look.

    Fit & Features

    • Ankle-high design
    • Almond toe
    • Inner zipper closure
    • Chunky platform
    • Tall block heel
    • Lace-up back detail
    • Faux suede material

    Style Number/Barcode: 07403-0345

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Wild Thing Leggings

    Show off your wild side in these leggings that wow. These leggings feature a high rise waist, a trendy animal print, and a skinny leg fit with a tapered hem. Pair your leggings with a crop top and sporty sneakers. 

    Fit & Features

    • High rise waist
    • Trendy animal print 
    • Side pocket
    • Skinny leg fit
    • Tapered hem 
    • Faux leather fabric
    • Form hugging fit

    Style Number/Barcode: 06502-0405

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Belted Cargo Joggers

    Keep your look trendy in these of the moment belted cargo joggers! They feature a flattering high-rise fit with a cool buckle belt detail and cargo-style pockets. Pair with a simple bodysuit and accessorize with some chunky gold hoop earrings for that casual chic vibe.

    Fit & Features

    • High-rise waist
    • Buckle belt
    • Cargo-style side pockets
    • Jogger hem with button detailing
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 06302-0158

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ally High Rise Destructed Mom Jeans

    Oasis by Eunina

    The Ally High Rise Destructed Mom Jeans will elevate your look for sure. With their flattering high waist fit and distressed detailing, they can easily be dressed up or down. Pair with a chic sheer sleeved blouse and strappy heels for a cute brunch look.

    Fit & Features

    • High rise waist
    • Traditional five-pocket and belt loop design
    • Front button closure
    • Destructed detailing on the front
    • Denim fabric

     

    Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size three.

    Style Number/Barcode: 06602-0181

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Ponte Knit Flare Pants

    Create a figure-flattering curve-hugging silhouette in these ponte knit pants! They feature a high rise waist with a flared out hem. Pair these classic pants with a basic form-fitting bodysuit and a layered gold necklace for a casual night out look.

    Fit & Features

    • High rise waist
    • Belt loops
    • Front button closure
    • Two back pockets
    • Form-hugging fit
    • Flared hem
    • Ponte knit fabric

    Style Number/Barcode: 06502-0404

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On Point Lace Up Stiletto Booties

    Lace-up in chic booties to keep your look on point! Perfect for your next GNO or your next date night with bae. The booties feature a trendy lace-up front to create a customized fit, a pointed toe, and a sleek stiletto heel. Complete your look with a sweater dress and moto jacket. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux microsuede material 

     

    Please be advised that these booties run small. Fit model recommends sizing one size up.

    Style Number/Barcode: 07403-0318

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance