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.

  • Autumn Vibes Fringe Blanket Scarf

    Bring the autumn vibes to your everyday look with this cozy blanket scarf. It features a soft brushed knit fabrication with fringe detailing and a two-tone pattern. Style with a wide-brim fedora and ankle booties.

    Fit & Features

    • Large blanket design
    • Brushed knit fabrication, no stretch
    • Fringe detailing
    • Two-tone pattern

    Style Number/Barcode: 07305-0423

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Vibes Pinstripe Blazer

    Create an iconic look and have a major it-girl moment in this pinstripe blazer! It features a lapel collar, shoulder pad inserts to provide structure, long sleeves, a single front button closure, dual front faux flap pockets, and a fitted silhouette for a streamlined look. The lined woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching shorts or pants to wear from meetings to happy hour!

    Shop Matching Bottoms: Iconic Vibes Pinstripe Trouser ShortsIconic Vibes Pinstripe Trouser Pants

    Fit & Features

    • Lapel collar, shoulder pad inserts, long sleeves
    • Single front button closure
    • Dual front faux flap pockets
    • Fitted silhouette
    • Pinstripe pattern
    • Woven fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1638

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Destructed Mini T Shirt Dress
    A basic staple, dress up with heels or dress down with sneakers and hat. This dress features a deep v neckline, a crew neckline cut out across the decolletage, quarter sleeves, and cut out slits horizontally on the upper chest area as will as at the thigh area. This dress is form fitting, and is composed of a soft cotton material that offers maximum stretch. The hem of this dress hits above mid thigh.

     Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.  

    Style Number/Barcode: 06002-0090

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bella High Rise Destructed Skinny Jeans

    Oasis by Eunina

    Bring the attitude with this destructed pair! It features a high rise fit, a traditional five pocket with belt loop design, a single button with zipper closure, heavy destructed detailing throughout and a skinny leg fit. Jeans are composed of a denim fabric that offers a curve hugging fit with a moderate stretch. 

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

    Style Number/Barcode: 06602-0019

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brushed Ribbed Knit V-Neck

    You always need a comfy knit in your wardrobe! This top features a V neckline, long semi-loose sleeves with banded cuffs, and a wide banded cropped hem. The ribbed knit fabric offers plenty of stretch and a form hugging fit.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1941

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rhinestone Tassel Duster Earrings

    Layer on the luxe in earrings that dazzle from all your best angles! Complete your formal evening looks with earrings that feature a triple-row linear design and mini rhinestones. Complete your look with a two piece dress and block heels

    Fit & Features

    • Liner design
    • Triple-row
    • Rhinestones
    • Post-back closure

     

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

    Style Number/Barcode: 07001-0487

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Casual Cuddles Tie-Back Sweater

    It's not a casual fling, this tie-back cable knit sweater is in for the long haul. It features a crew neck, cuffed long sleeves, and a keyhole back with tie detail. Perfect for styling with knee-high boots and leggings. 

    Fit & Features

    • Crew neck
    • Cuffed, long sleeves
    • Keyhole back with tie detail
    • Cable knit design
    • Cropped length hem 
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1177

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Level Up Snake Crop Top

    Level up your night with a chic crop top! The top features a sleeveless square neckline, a snake print, spaghetti straps, a lace-up back, and a cropped hem. Complete look with the matching mini skirt. 

    Shop Matching Mini Skirt: Level Up Snake Ruched Mini Skirt

    Fit & Features

    • Sleeveless square neckline
    • Snake print
    • Spaghetti straps
    • Lace-up back
    • Cropped hem 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3312

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Season Of Cozy Plaid Blanket Scarf

    Fall into cozy season with a scarf that is part stylish, part comfy. The scarf features a timeless plaid print, an oversized blanket fit, and a fringe trim. The scarf is composed of a soft-to-the-touch knit fabric. Complete look with a sweater and ankle booties

    Fit & Features

    • Plaid print
    • Oversized blanket fit 
    • Fringe hem 
    • Knit fabric 

    Style Number/Barcode: 07305-0319

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Next Level Faux Suede Mini Skirt

    Take your look to the next level with a skirt that stuns with stylish details! The skirt features a high-rise waist, a multi-button front closure, zippered side pockets, and a mini-length hem. The skirt is composed of a faux suede fabric that offers a form hugging fit with a minimal stretch. Complete look with a bustier and mules. 

    Fit & Features

    • High rise waist 
    • Multi-button front closure
    • Zippered side pockets
    • Mini length hem 
    • Faux suede fabric
    • Form hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0399

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Grunge And Glam Denim Shacket

    Keep it grunge and glam with a denim shacket that brings a major edge! The shacket features a collared neckline, a multi-button down front, two chest pockets, long sleeves, heavy destruction throughout, and a longline length with raw edge hem. The shacket is composed of a denim fabric that offers a relaxed fit with minimal stretch. Complete look with boots

    Fit & Features

    • Collared neckline
    • Multi-button down front 
    • Two chest pockets
    • Long sleeves
    • Heavy destruction 
    • Longline, raw edge hem
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06203-0153

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major It-Girl Satin Midi Skirt

    Bring the it-girl energy to your everyday look with this on-trend midi skirt. It features a high-rise waist, a V-wired front accent with ruched detailing, straps to lace up around the waist, a midi-length hem, a curve-hugging silhouette, and a high side slit. Style with a crop top and mules.

    Fit & Features

    • High-rise waist, V-wired front accent, ruching
    • Thin straps to lace up around the waist
    • Midi-length hem, fitted bodycon silhouette
    • High side slit
    • Smooth satin-knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06401-0492

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High-Rise Wide-Leg Carpenter Pants

    These wide-leg carpenter pants will get you that trendy street style you've been seeing all over your feed. They feature a high-rise waist, two large front pockets, two back pockets, a utility-style side strap, a wide-leg silhouette, and an overall relaxed fit. The lightweight cotton-blend woven fabric has a minimal stretch for comfortable wear. Pair these carpenter pants with a graphic tee and sneakers for a casual-cool everyday look.

    Fit & Features

    • High-rise waist
    • Two large front pockets
    • Two back pockets
    • Single utility-style side strap
    • Wide-leg silhouette, relaxed fit
    • Cotton-blend woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0794

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Cool Cargo Twill Mini Skirt

    This form-fitting cargo twill mini skirt will give you that effortlessly cool look you've been seeing all over your feed! It features a high-rise waist, a hidden front zipper and front button closure, side cargo-style pockets, a mini-length hem, and a form-hugging silhouette. Create an on-trend look for your weekend plans with a crop top and clear mules.

    Fit & Features

    • High-rise waist, belt loops
    • Hidden front zipper, front button closure
    • Side cargo pockets
    • Mini-length hem
    • Form-hugging fit
    • Twill fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06301-0178

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic In The City Faux Suede Trench

    Get a city-chic look in this fashionable faux suede trench! It features a lapel collar, long sleeves, a tie front belted waist, and a mid-length, relaxed fit. Layer this trench over a little black dress for a happy hour date with your squad.

    Fit & Features

    • Lapel collar
    • Long sleeves
    • Tie front belt
    • Mid-length, relaxed fit
    • Smooth faux suede fabric
    • Moderate stretch

    Style Number/Barcode: 06204-0767

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back To Basics Knit Joggers

    Bring your look back to basics with joggers that keep it casual and comfy. The joggers feature a high-rise waist with a drawstring, zippered side pockets, and a straight leg fit with a ribbed hem. Complete look with the matching zipper hoodie. 

    Shop Matching Hoodie: Back To Basics Knit Hoodie

    Fit & Features

    • Elastic high rise waist
    • Drawstring
    • Zippered side pockets
    • Straight leg fit
    • Knit fabric 
    • Relaxed fit, moderate stretch, runs true to size

    Style Number/Barcode: 06502-0582

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Appeal Faux Leather Coated Skinny Pants

    Bring major edgy appeal with pants that dare to go bold. The pants feature a mid-rise waist, dual vertical seams on the legs, an exposed side zipper closure with mini O-Ring, and a skinny leg fit. The pants are composed of a coated stretchy knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a graphic tee and combat boots.

    Fit & Features

    • Mid-rise waist
    • Dual vertical seams on the legs
    • Exposed side zipper closure
    • Skinny leg fit
    • Coated knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0408

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Vibe Alert Faux Suede Booties

    Bring those chic vibes with booties that dress up your casual outfits! The booties feature an around the ankle fit, an inner zipper closure, elastic goring accent, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with plaid coat and skinny jeans. 

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Elastic goring accent
    • Pointed toe
    • Block heel 
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07403-1459

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple And Stylish Strappy Platform Heels

    These simple and stylish strappy heels are the perf neutral option. They feature an open almond-shaped toe with a wide strap, a thin cross strap design with an adjustable ankle strap, a short platform, and a block heel. Complete your look with a sleek clutch.

    Fit & Features

    • Open almond-shaped toe
    • Wide toe strap
    • Thin cross strap design, adjustable ankle strap, buckle detail
    • Short platform
    • Block heel
    • Faux nubuck material
    • Runs true to size

    Style Number/Barcode: 07401-2255

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chill Moment Plaid Shacket

    Keep it chill in a casual plaid shacket that is a must-have for every day. It features a collared neckline, long sleeves, a complete button-down front, buttoned chest pockets, and a relaxed fit. Style with a basic tank and your fave pair of denim.

    Fit & Features

    • Collared neckline
    • Long sleeves, button details
    • Button-down front
    • Buttoned chest pockets, hidden side pockets
    • Relaxed fit
    • Plaid print, non-stretch cotton fabric
    • Runs true to size

    Style Number/Barcode: 06204-1434

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Your Favorite Crop Denim Shacket

    Effortlessly laid back and cool, your favorite crop denim shacket to layer over your cutest daily fits! It features long sleeves with button cuffs and trendy distressed accents, a collar neckline, snap button-down closures, flap pockets, and a relaxed, curved hemline. Complete the look in a cute casual dress.

    Fit & Features

    • Collar neckline
    • Long sleeves, button cuffs, distressed accents
    • Snap button-down closures
    • Flap pockets
    • Relaxed fit, curve crop hemline
    • Light wash non-stretch denim
    • Runs true to size

    Style Number/Barcode: 06203-0475

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glitz Bae Rhine Fishnet Faux Leather Skirt

    If you love the glitz and glamorous things, this faux leather mini skirt is just the ticket! It features a sleek high-rise waist, a bodycon silhouette, and a front slit with rhinestone fishnet trim. Complete the look in a chic satin top for drinks with the girls!

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Bodycon silhouette
    • Front slit with rhinestone fishnet trim
    • Mini-length hem
    • Faux leather fabric
    • Runs true to size

    Style Number/Barcode: 06401-0487

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Can't Help It Off-The-Shoulder Sweater Dress

    If chic comes naturally, this sweater maxi dress can't help but make your style shine! The maxi dress features an off-the-shoulder folded neckline, fitted long sleeves, a flattering bodycon silhouette, and a side slit on stretchy rib knit fabric. Complete the look in sleek stiletto heels for date nights or holiday parties!

    Fit & Features

    • Off-the-shoulder folded neckline
    • Fitted long sleeves
    • Bodycon silhouette, side slit
    • Maxi-length hem
    • Stretchy rib knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1793

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • You've Got Flare Long Sleeve Denim Jumpsuit

    Give your wardrobe a bold new twist in this denim jumpsuit! It features fitted long sleeves with button cuffs, a collar neckline, zipper front closure, zippered front pockets, a hip-hugging fit, back pockets, and a flared hem on denim fabric. Complete the look with a cute handbag for a farmer's market or brunch!

    Fit & Features

    • Fitted long sleeves, button cuffs
    • Collar neckline
    • Zipper front closure, zippered front pockets
    • Hip-hugging fit, back pockets
    • Flared hem
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0466

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale