2026 Fall Outfit Trends

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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.

  • Brushed With Basics Midi Skirt

    Brush up your look with basic staples that speak for themselves! This midi skirt features an elastic high waist, a curve hugging fit throughout and a midi length silhouette. Skirt is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Be sure to pick up the matching top to complete your look girl! 

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

    Style Number/Barcode: 06501-0071

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek In Stripes High Waist Pants

    Keep it sleek and stylish in stripes! The high waist pants feature black with white stripes, a high rise waist and a straight leg pant with flared hem. Pants are composed of a crepe knit fabric that offers a form hugging fit with a moderate stretch. Be sure to pick up the matching top to complete your look! 

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0103

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • It Girl Mock Neck Mini Dress

    Be the it girl of your trendy squad in this adorable mini dress. It features a mock neck, long bubble style sleeves with cuffed hems, and a short, form hugging fit. The dress is composed of a knit fabric with a knit lining and has plenty of stretch for comfortable wear.

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Style Number/Barcode: 05102-0036

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Amore Long Belted Trench Coat
    Get romantic in a trench this season! Whether it's date night or wine night with the gals this trench gives you an easy go-to night out look. Featuring a large collared neckline, and fitted long sleeves. Trench includes a matching belt attached by belt loops. Hem hits above the knee. Composed of a thick knit material that offers plenty of stretch and a form fit.

    Style Number/Barcode: 06204-0132

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flat Knee High Suede Boots
    Zip through the cold seasons in style with these flat boots! Boots are over the knee with a full decorative gold side zipper with a tassel, a more discreet full functioning zipper, a short stacked heel and a comfortable faux suede material.

    Style Number/Barcode: 07402-0047

    Category Name: 2026 Fall Outfit Trends

    Price: $25.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slip On Rhinestone Sneakers
    Slip into some sparkle! These sneakers have a slide on design and are composed of a canvas material that is adorned in rhinestones that are square and circular. Sole of these sneakers are composed of a rubber, and include a padded insole for extra comfort.

    Style Number/Barcode: 07407-0014

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cutie In A Cropped Cardigan
    Hey cutie! Layer on this simply stylish cardigan for the season! It features long dolman style sleeves, a V neckline, an open front with dual button closures, and a cropped hem. Cardigan is composed of a stretchy knit fabric.

    Style Number/Barcode: 06005-0256

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Just Friends Smocked Crop Top

    Slip into a crop top that has you looking better than ever! With a square neckline, three quarter sleeves, and a smocked bodice that offers moderate stretch. Hem hits mid torso, and offers a flirty ruffled design! Top is composed of a light weight knit material.

    Model is 5'8" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0418

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Destructed Mock Neck Pullover

    Effortlessly add a little edge to your new satin midi! This pull over sweater is designed with a mock neck, long sleeves, and a cropped hemline with slits at the sides. Composed of a soft knit material that offers moderate stretch and a cozy fit.

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

    Style Number/Barcode: 06005-0031

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Over-sized Pullover Sweater

    Pull your look together with a statement sweater! This pullover is designed with a mock neckline, long sleeves and a hem that hits mid torso. Wrists have an exaggerated design. Composed of a soft knit material that offers moderate stretch.

    Model is 5'8" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 06005-0088

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Queen Of Midnight Lace Corset Top

    Dazzle as the queen of midnight this Halloween with this sultry and chic lace corset top! It features a strapless sweetheart neckline, flexible boning for structure, front hook-eye closures for a secure fit, and an angled mid-length hem for a snatched silhouette. Complete your costume with the lace hot shorts, rhinestone masquerade mask, and necklace and earrings set.

    Fit & Features

    • Sheer floral lace with knit lining, moderate stretch
    • Strapless sweetheart neckline
    • Flexible boning
    • Hidden front hook-eye closures
    • Angled mid-length hem
    • Form-hugging fit
    • Runs true to size

     

    How To Style For Spooky Season:

    Style it with sleek pants or shorts with a chic mask for an effortlessly midnight luxe look.

    Style Number/Barcode: 06003-2641

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Sure Your Favorite Bomber Jacket
    This stylishly soft faux fur bomber will for sure be your new favorite jacket. It features a hood, long sleeves, ribbed knit cuffs, a front zipper, and a ribbed knit hem. The faux fur fabric has no stretch and includes a woven lining.

    Style Number/Barcode: 06201-0042

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sherpa Sleeve Denim Jacket
    You don't need to steal your bf's denim jacket now that you've found the perfect fit! Designed with a Sherpa collar, long Sherpa sleeves, and a denim body with a light wash. Traditional breast pockets as well as pockets at the waist as well. Functioning buttons down the center and a hem that hits mid waist.

    Style Number/Barcode: 06203-0018

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Soft To The Touch Mock Neck Sweater
    Soft and lush to the touch, this sweater is a snug addition to your wardrobe! Designed with long sleeves, a cropped hem, and a mock neckline. Sweater features a keyhole cut out at the back and is composed of a soft knit ribbed material that offers moderate stretch. Easily styled with your fave high waist bottoms!

    Style Number/Barcode: 06005-0082

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Lace Up Cropped Hoodie
    Cozy on up in this adorable cropped hoodie! It features a hood, long dolman style sleeves, a lace up front detail, and a raw cut hem. The hoodie's knit fabric offers moderate stretch and a relaxed and comfortable fit.

    Style Number/Barcode: 06002-0225

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Luxe Black Satin Bucket Hat

    Live that luxe life with a hat as extra as you! Pair this beauty with a glam look to create a head-turning impression! 

    • Bucket Design 
    • Flexible Brim 
    • Satin Material 
    • Lined 

    Style Number/Barcode: 07302-0154

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tie Waist Cargo Joggers

    Elevate your everyday look with these trendy cargo joggers! The tie front waist and ankle tie details will make your look all the more stylish.

    Fit & Features

    • High rise waist
    • Tie front cargo belt
    • Front button | Hidden zipper closure
    • Slanted front pockets | Cargo style pockets
    • Straight leg fit
    • Ankle tie details
    • Cargo fabric | Minimal stretch

    Style Number/Barcode: 06302-0131

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dainty Rhinestone Duster Earrings

    Shine on in duster earrings that bring the glam! Perfect for your upcoming special event, these earrings reveal your luxe side. The earrings feature a single linear row of mini rhinestones. Complete your look with a stunning ball gown dress and block heels

    Fit & Features

    • Single linear row
    • Mini rhinestones

     

    Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged

    Style Number/Barcode: 07001-0629

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get On My Level Chunky Sneakers

    Step up in chunky sneakers that elevate your streetwear looks! The sneakers feature a round toe, bungee lace-up straps, a velcro strap detail at the ankle and a chunky sole. Complete your look with boyfriend jeans and layer with a denim jacket

    Fit & Features

    • Round toe
    • Bungee lace-up straps
    • Velcro strap detail at the ankle
    • Chunky textured sole

    Style Number/Barcode: 07407-0163

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Chic Organza Bomber Jacket

    Get a city chic look in this trendy organza bomber jacket! Featuring a zip front and a sheer organza fabric, this jacket will help elevate any look. Pair with biker shorts and strappy heels for your next party and you'll be a total it-girl.

    Fit & Features

    • Long sleeves with smocked cuffs
    • Complete zip front
    • Smocked waist
    • Sheer organza woven fabric

    Style Number/Barcode: 06204-0592

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bad Influence Cropped Graphic Tee

    Take your edgy look up a notch with this cute cropped graphic tee! It features a center script in bold reading, "Bad Influence," and a soft jersey knit fabric. Pair this tee with high rise denim and some heeled booties to make a stylish statement.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Center graphic
    • Knot front detail
    • Cropped
    • Jeresy knit fabric

    Style Number/Barcode: 06002-0582

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Romance Flocked Floral Print Halter Top

    Bring the bold romance in this chic flocked floral print top featuring a halter cowl neckline, an alluring open back with a lower tie-back design, and an asymmetric hanky hem. Style with trouser pants and heels.

    Fit & Features

    • Sheer mesh fabric with velvet flocked floral pattern, knit lining, moderate stretch
    • Halter cowl neckline
    • Open back
    • Lower tie-back design
    • Mid-length asymmetric hanky hem
    • Fitted
    • Runs true to size

    Style Number/Barcode: 06001-5440

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • In The Clear Two Tone Chunky Sneakers

    Clearly stay on trend in these chunky sneakers. These sneakers feature a trendy chunky sole, a clear tonal insert accent to provide dimension, lace-up straps, and pull tabs to quickly slip-on. Pair these sporty sneakers with your favorite casual dress or fab sets.

    Fit & Features

    • Chunky sole
    • Round toe
    • Clear tonal accent at sole
    • Lace-up straps
    • Pull tabs

    Style Number/Barcode: 07407-0174

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Special Price
  • Stylish And Sleek Embossed Block Heels

    These stylish and sleek block heels will make your everyday 'fit all the more chic! They feature a faux leather material with an allover embossed print to add some texture. Pair these heels with high rise boyfriend style jeans for an elevated look.

    Fit & Features

    • Open almond toe
    • Thin toe strap
    • Around the ankle strap
    • Closed back with zipper
    • Thin block heel
    • PU material with embossed print

    Style Number/Barcode: 07401-2452

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free