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.

  • All About The Plaid Cropped Jacket

    Yes babe, we're all about the plaid trend this season! Style up this cropped jacket for a casual-chic look. It features a collared neckline, long sleeves with snap button detailing, a complete snap button-down front, and a cropped fit. Pair this woven jacket with high rise jeans for a cute 'fit.

    Fit & Features

    • Collared neckline
    • Long sleeves with snap button detailing
    • Complete snap button-down front
    • Top buttoned pockets
    • Cropped
    • Plaid print
    • Woven fabric with no stretch

    Style Number/Barcode: 06204-0782

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lowkey Style High Rise Cargo Joggers

    Keep it lowkey with cargo joggers that are perf for your everyday looks. The pants feature an elastic high-rise waist with drawstring, slant pockets, cargo pockets, and a skinny leg with ankle tabs. Complete look with a basic tee and sneakers

    Fit & Features 

    • Elastic high rise waist
    • Drawstring 
    • Slant pockets
    • Cargo pockets
    • Skinny leg with ankle tabs
    • Form hugging fit, runs true to size

    Style Number/Barcode: 06302-0258

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Silky And Chic Satin Midi Slip Dress

    This silky and chic satin midi slip dress will effortlessly elevate your semi-formal style! It features a strapless straight-across neckline with a fold-over accent, an open back with an elasticized bar strap and a lower draped back design, a midi-length hem with a high front slit, and a flowy A-line silhouette. The satin woven fabric has minimal stretch. Pair with strappy stilettos for a cocktail party.

    Fit & Features

    • Strapless straight-across neckline, fold-over accent, no-slip strip
    • Open back, elasticized bar strap, lower draped back design
    • Hidden side zipper, hook and eye closure
    • Midi-length hem, high front slit
    • A-line silhouette
    • Satin woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-2494

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Good Taste Patent Leather Block Heels

    These patent leather block heels are guaranteed to receive many compliments for your good taste! Featuring a square toe with a toe strap, a short thin block heel, and an adjustable ankle strap with buckle closure. Complete the look with a casual dress for a dinner out!

    Fit & Features

    • Square toe with toe strap
    • Short thin block heel
    • Adjustable ankle strap, buckle closure
    • Patent leather material
    • Runs true to size

      Style Number/Barcode: 07401-4566

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $30.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Casual Chic Slay Denim Trench Coat

      Make your 'fit a casual chic slay with this denim trench coat! It features a lapel collar, storm flaps with buttoned details, long sleeves with buttoned straps at the shoulder and sleeve, a double-breasted design, a belted waist for a cinched silhouette, dual side pockets to store your phone, and a long-length hem. Layer this trendy trench over a corset top and faux leather pants for a cool-girl vibe.

      Fit & Features

      • Lapel collar, storm flaps, buttoned details
      • Long sleeves, buttoned straps
      • Double-breasted design
      • Belted waist, dual side pockets
      • Long-length hem
      • Cotton-blend denim fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06203-0517

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $72.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Can't Wait Faux Sherpa Leather Trench Coat

      When the chill hits, you'll want to wear this faux leather trench coat to keep stylish and toasty! With long sleeves featuring faux sherpa cuffs, a faux sherpa lapel collar neckline, a tie-front belted waist, hidden side pockets to keep your hands warm, and a mid-length hem, you'll turn heads in style and luxury. Complete the look in knee-high boots.

      Fit & Features

      • Long sleeves, faux sherpa cuffs
      • Faux sherpa lapel collar neckline
      • Tie-front belted waist
      • Hidden side pockets
      • Mid-length hem
      • Faux leather fabric, sewn-in woven lining, no stretch
      • Runs true to size

      Style Number/Barcode: 06201-0415

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $59.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Oversized Belted Denim Jacket

      Elevate your denim collection with this oversized belted jacket. Style it with faux leather shorts and a crop top.

      Fit & Features

      • Four Front Pockets
      • Oversized Fit
      • Belted Waist
      • Button Down Front

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

      Style Number/Barcode: 06203-0063

      Category Name: 2026 Fall Outfit Trends

      Price: $19.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Ride In Style Faux Leather Moto Crop Jacket

      Wherever you're headed, arrive in style! This faux leather moto jacket features long sleeves, a mock neckline with snap-button closure, front zipper closure, zippered pockets for keeping your hands warm, a cropped hem, and a trendy contrast striped pattern for added flair. Complete the look in a tee and slit midi skirt for a cute-edgy vibe!

      Fit & Features

      • Long sleeves
      • Mock neckline with snap-button closure
      • Front zipper closure, zippered pockets
      • Cropped hem
      • Contrast striped pattern
      • Faux leather fabric, sewn-in woven lining
      • Runs true to size

      Style Number/Barcode: 06204-1868

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $69.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Stacked on Style Faux Leather Ankle Booties

      Buckle up in these cute booties that bring the style to all your favorite looks! The ankle booties feature an around the ankle fit, a chic ankle strap with buckle accent, and a sturdy low block heel. Complete your look with an off the shoulder knit sweater and high waist jeans

      Fit & Features

      • Around the ankle fit
      • Elastic goring at the back of the ankle 
      • Ankle strap with small buckle accent
      • Inner zipper closure
      • Almond toe
      • Low stacked block heel 
      • Faux leather material 

       

      Bootie runs small. Size up a half size up

      Style Number/Barcode: 07403-0334

      Category Name: 2026 Fall Outfit Trends

      Price: $14.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Cable Knit Cutie Crop Top

      Set the season in a cozy crop top for those days spent in! The crop top features a sleeveless scoop neckline, tank-like straps, a cropped hem, and composed of a cable-knit fabric. Complete your look with the matching leggings.

      Shop Matching Leggings: Cable Knit Cutie High Waist Leggings

      Fit & Features

      • Sleeveless scoop neckline
      • Tank-like straps
      • Cropped hem 
      • Cable-knit fabric
      • Matching leggings sold separately 

      Style Number/Barcode: 06001-2873

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $16.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Second Look Turtleneck Knit Bodysuit

      Make them take a second look at you in a bodysuit that brings the style. The bodysuit features a turtle neck, long sleeves, a hi-cut thong bottom, and dual snap-button closures. The bodysuit is composed of a cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist leggings

      Fit & Features

      • Turtleneck 
      • Long sleeves
      • Hi-cut thong bottom
      • Dual snap-button closure
      • Cotton knit fabric
      • Form hugging fit, moderate stretch 
      • Runs true to size

      Style Number/Barcode: 06002-1106

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $24.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Divine Leopard Satin Midi Skirt
      Two things that we are obsessed with at the moment, leopard print and midi skirts! This midi features a high waist line, and a hem that hits mid calf, back of skirt has a hidden zipper closure, and front has a slit at one side. Composed of a satin like material, and lined, skirt offers a lightweight fit yet offers no stretch.

      Style Number/Barcode: 06401-0081

      Category Name: 2026 Fall Outfit Trends

      Price: $4.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Edgy Distressed Denim Jacket
      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.

      Style Number/Barcode: 06203-0415

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Ready For It Zip Front Anorak

      You'll be totally ready for the day by layering on this stylish zip front anorak! Its O-ring zipper detailing gives the classic jacket a trendy feel.

      Fit & Features

      • Drawstring hood
      • Complete zip and button up front
      • Long sleeves | Single button detailing
      • Drawstrings at waist and back hem
      • Zippered pockets | O-ring detailing
      • Cotton fabric | No stretch

      Style Number/Barcode: 06204-0524

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Crochet Babe Lace Duster

      You'll be a total babe as you have fun in the sun in this crochet lace kimono! It features a draped open front, short kimono-style sleeves, a crochet lace floral pattern, and a flowy knee-length. The duster is composed of a sheer mesh fabric that offers a relaxed fit with slight stretch. Complete look with a swimsuit and sandals for a fun beach day!

      Fit & Features

      • Draped open front
      • Short kimono sleeves
      • Crochet lace floral pattern
      • Flowy knee-length hem
      • Relaxed fit, slight stretch
      • Runs true to size

      Style Number/Barcode: 06204-0877

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Pretty in Plaid Wubby Jacket

      Keep it pretty in a plaid jacket to layer up with! The jacket features a collared neckline, a zipper front closure, a plaid print, long sleeves, and composed of a wubby fabric. Complete your look with a crop top and high waist jeans.

      Fit & Features

      • Plaid print
      • Collared neckline
      • Zipper front closure
      • Long sleeves
      • Lined wubby knit fabric
      • Form hugging fit, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06201-0286

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Trendy Luxe Velvet Flare Pants

      Step up your style this season with these trendy luxe velvet pants. They feature a high-rise elastic-banded waist, a form-hugging fit, and a retro flared hem. The smooth velvet fabric offers plenty of stretch. Pair these pants with a chic crop top.

      Fit & Features

      • High-rise elastic-banded waist
      • Form-hugging fit
      • Flared hem
      • Velvet fabric, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 06502-0768

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Tied In Knots Surplice Jumpsuit

      You'll get tied in knots for this slinky knit jumpsuit perfect for a day or night occasion! It features a sleeveless v-neckline, spaghetti straps, a surplice wrap bodice with a side tie-front, empire waist seam, and a slim-leg design. Complete the look with a necklace and bracelet.

      Fit & Features

      • Sleeveless v-neckline, spaghetti straps
      • Surplice wrap bodice, side tie-front
      • Empire waist seam
      • Slim-leg design
      • Slinky knit fabric, moderate stretch
      • Fits true to size

      Style Number/Barcode: 06502-1513

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Cozy Agenda Crew Neck Knit Sweater

      Your PSL’s new BFF. With a classic crew neck and soft knit feel, this sweater was made for crisp air, latte runs, and all the pumpkin patches!

      Fit & Features

      • Soft knit fabric with stretch
      • Ribbed crew neck
      • Long sleeves with ribbed cuffs
      • Relaxed fit
      • Cropped hem
      • Runs true to size

      Style Number/Barcode: 06005-000202

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Fall For You Cable Knit Crop Top

      Make them fall for you in this trendy cable knit crop top! Featuring a sleeveless mock neckline, an open lower back design with a cute tie-back detail, and a cropped, form-hugging fit, this top is perfect for transitioning your wardrobe into the autumn season. Style with a plaid skirt and boots.

      Fit & Features

      • Sleeveless mock neckline
      • Open lower back design, tie-back detail
      • Cropped, form-hugging fit
      • Sweater knit fabric, cable knit pattern
      • Runs true to size

      Style Number/Barcode: 06005-1415

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Perfectly Prepped Plaid Long Blazer

      Once autumn weather rolls around you'll be perfectly prepped in this plaid longline blazer featuring long sleeves, a lapel collar neckline, double-breasted button closures, and faux front pockets. Complete the look in trendy lug boots.

      Fit & Features

      • Long sleeves
      • Lapel collar neckline
      • Double-breasted button closures
      • Faux front pockets
      • Longline hem
      • Plaid pattern, smooth knit fabric, minimal stretch
      • Fits true to size

      Style Number/Barcode: 06204-1342

      Category Name: 2026 Fall Outfit Trends

      Price: $10.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Never Not Fab Over-The-Knee Boots

      In these slouchy boots, you'll never not be fabulous walking all over town! They feature a pointed toe, stiletto heel, inner zipper closure, and an over-the-knee shaft length on faux suede material. Style with a short sweater dress to complete your chic look! 

      Fit & Features

      • Pointed toe
      • Stiletto heel
      • Inner zipper closure
      • Over-the-knee shaft length
      • Slouchy design
      • Faux suede material
      • Runs true to size

      Style Number/Barcode: 07402-0828

      Category Name: 2026 Fall Outfit Trends

      Price: $14.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Ribbed Off Shoulder Crossover Top

      Simply chic! Add this cute and casual top in your wardrobe. It's such an easy styling piece! 

      Fits & Features

      • Off The Shoulder 
      • Crossover Design at Center Front 
      • Ribbed Knit Fabric 
      • Form Hugging Fit
      • Ample Stretch 

      Style Number/Barcode: 06001-2392

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $24.90

      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