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.

  • Always Stylish Faux Suede Stiletto Booties

    You'll always be stylish in these chic faux suede booties! They feature a tall platform with a trendy lug sole, inner zipper closure, and sleek stiletto heel. Pair these heels with a curve-hugging midi dress for a sexy look for a night out.

    Fit & Features

    • Almond toe
    • Tall platform
    • Lug sole
    • Stiletto heel
    • Inner zipper closure
    • Ankle-high design
    • Faux suede material

    Style Number/Barcode: 07403-0472

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce Babe Leopard Print Stiletto Booties

    Showcase a majorly fierce look babe in these bold leopard print booties! They feature a tall platform with a trendy lug sole, inner zipper closure, and sleek stiletto heel. Pair these booties with high rise black skinny jeans and a faux leather jacket for a night out.

    Fit & Features

    • Almond toe
    • Tall platform
    • Lug sole
    • Stiletto heel
    • Inner zipper closure
    • Ankle-high design
    • Faux suede material with all-over leopard print

     

    Please be advised that these booties run one size too small.

    Style Number/Barcode: 07403-0463

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux-Ever Trendy Hooded Jacket

    Get a forever trendy look in this adorable hooded jacket! It features a faux fur fabric with a faux leather contrasting hem. Layer this fab jacket over a crop top and biker shorts for that ultimate it-girl vibe.

    Fit & Features

    • Hooded
    • Long sleeves
    • Complete zip front
    • Faux leather contrasting hem
    • Faux fur fabric

    Style Number/Barcode: 06201-0169

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mid-Rise Destructed Skinny Jeans

    These mid-rise destructed skinny jeans will be a fall staple in your closet! They feature destructed detailing at the knees and a skinny leg fit with a raw cut hem. Wear this pair of denim with a chic cropped sweater and heeled booties for an adorable look.

    Fit & Features

    • Mid-rise waist
    • Front button closure
    • Traditional five-pocket and belt loop design
    • Distressed detailing
    • Skinny leg fit with a raw cut hem
    • Denim fabric

    Style Number/Barcode: 06602-0170

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off The Shoulder Ribbed Cutout Mini Dress

    Stun in a mini dress that showcases curves in all the right places. Perfect for your next date night, this ribbed dress is a must! The dress features an off the shoulder neckline, fitted long sleeves, and a mid-drift cutout to show off a hint of skin. The dress is composed of a ribbed knit fabric with vertical seams that streamline the silhouette. Complete your night out outfit with hoop earrings. 

    Fit & Features

    • Off the shoulder neckline
    • Fitted long sleeves
    • Mid-drift cutout
    • Vertical seams
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 05102-0820

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Diva Lace-Up Booties

    You're such a stylish diva, and these block heeled booties are perf to elevate your everyday style! They feature a trendy pointed toe, a lace-up front, and an inner zipper closure. Pair these fab booties with your favorite ribbed knit mini dress and distressed denim jacket.

    Fit & Features

    • Above the ankle design
    • Pointed toe
    • Lace-up front
    • Block heel
    • Inner zipper closure
    • Lycra material

    Style Number/Barcode: 07403-0498

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Croc Embossed Chain Link Shoulder Bag

    You'll be a major trendsetter in this chic croc embossed shoulder bag! It features an extra large chain link strap and a croc embossed faux leather material. Pair this statement bag with a sleek satin top for a gorg date night look.

    Fit & Features

    • Extra large chain link strap
    • Croc embossed faux leather material

    Style Number/Barcode: 07203-0412

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Level Up Mid Rise Frayed Cropped Jeans

    Elevate your denim outfits in jeans that take your look to the next level. The jeans feature a mid-rise fit, moderate destructed detailing, and a cropped hem. Complete your look with a bustier and door knocker earrings. 

    Fit & Features

    • Mid-rise fit
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design 
    • Moderate destructed detailing
    • Cropped hem 
    • Medium wash denim fabric 

    Style Number/Barcode: 06602-0169

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Taking Chances Destructed Raw Edge Skinny Jeans

    Go edgy in denim jeans that are part chic and part grunge. These must-have jeans are perfect for meeting up with the squad for happy hour or for a date night with bae. The jeans feature a high rise fit, moderate destruction, knee slit, and a raw edge hem. Complete your night out look with a bodysuit and blazer.

    Fit & Features

    • High rise fit
    • Single-button and zipper closure
    • Traditional five-pocket with belt loop design
    • Moderate destruction 
    • Knee slits
    • Medium wash denim fabric
    • Straight leg with raw edge hem 

    Style Number/Barcode: 06602-0172

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stacked On Basic Faux Nubuck Booties

    Turn to these stacked booties to create chic layered outfits this season. The booties feature an around the ankle fit, a pointed toe, and a stacked block heel. The booties are composed of a faux nubuck material. Complete your look with a cardigan and high waist jeans. 

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Stacked block heel
    • Inner zipper closure 
    • Faux nubuck material  

    Style Number/Barcode: 07403-0442

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Sleek Faux Leather Ankle Booties

    Let these ankle booties complete your sleek and stylish outfit! The ankle booties feature an around the ankle fit, a pointed toe, an inner zipper closure, and a block heel. The booties are composed of a faux leather material. Complete look with a ribbed midi dress. 

    Fit & Features

    • Around the ankle fit
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Faux leather material 


    Please be advised that these booties run a 1/2 size too small.

    Style Number/Barcode: 07403-0461

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Ribbed Knit Long Sleeve Top

    Bring it back to basics in a to that can be dressed down with your favorite pair of jeans. The top features a crew neckline, long sleeves, and is composed of a ribbed knit fabric.  

    Fit & Features

    • Crew neckline
    • Long sleeves
    • Slightly cropped hem 
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 06002-0650

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Cozy Off-The-Shoulder Sweater

    Get a cozy look in this adorable off-the-shoulder sweater! It features long loose sleeves and a mid-length, relaxed and comfortable fit. Wear this cute sweater with a pair of medium-wash denim for the perfect everyday look.

    Fit & Features

    • Off-the-shoulder neckline
    • Long loose sleeves
    • Mid-length hem
    • Relaxed fit
    • Knit fabric with minimal stretch

    Style Number/Barcode: 06005-0877

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Appeal Mid Rise Cropped Skinny Jeans

    Bring edgy appeal in jeans that bring the drama to your outfits! The jeans feature a mid-rise waist, heavy destruction throughout, and a cropped hem with raw edge detail. Complete look with a crop top and ankle booties. 

    Fit & Features

    • Mid-rise fit
    • Single-button with zipper closure
    • Traditional five-pocket with belt loop design 
    • Heavy destruction 
    • Skinny leg fit
    • Cropped hem with raw edge detail
    • Form hugging fit 

    Style Number/Barcode: 06602-0160

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mid Rise Frayed Cropped Skinny Jeans

    Take on the day in jeans that are too cute to handle! The jeans feature a mid-rise waist, heavy destruction throughout, and a cropped hem with frayed detail. Complete your look with a flowy blouse and clear heels. 

    Fit & Features

    • Mid-rise waist
    • Single-button and zipper closure 
    • Traditional five-pocket and belt loop design 
    • Heavy destruction 
    • Skinny leg
    • Cropped hem with frayed hem  

    Style Number/Barcode: 06602-0161

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flannel Mood Button Down Top

    Button-down in this flannel top that puts us in the mood for hot cocoa and pumpkin patches this season. The top features a collared neckline, a button-down front, long sleeves, and a flannel print. Complete your look with high waist jeans and booties. 

    Fit & Features 

    • Collared neckline
    • Button-down front with tortoise-shell colored buttons 
    • Two chest pockets
    • Long sleeves with single-button cuff
    • Flannel print
    • Cotton fabric
    • Relaxed fit, minimal stretch 

    Style Number/Barcode: 06003-1132

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Colorblock Knit Sweater

    Keep it chic in a sweater that stands out while keeping it cozy! The sweater features a ribbed off the shoulder neckline that styles so cute with a dainty necklace, a color block pattern, and composed of a knit fabric. Complete look with skinny jeans and ankle booties. 

    Fit & Features

    • Off the shoulder neckline
    • Long sleeves
    • Colorblock pattern
    • Knit fabric
    • Relaxed fit 

    Style Number/Barcode: 06005-0878

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Add Some Edge Faux Leather Combat Booties

    Add some edge to your everyday look with these cool faux leather combat booties! They feature an above the ankle design with a lace-up front, inner zipper closure, and trendy lug sole. Pair these booties with faux leather leggings to amp up your style!

    Fit & Features

    • Above the ankle design
    • Round toe
    • Lace-up front
    • Inner zipper closure
    • Lug sole
    • PU material

    Style Number/Barcode: 07403-0435

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On Your Mind Distressed Cropped Skinny Jeans

    Stay on their mind in skinny jeans that impress! Perfect to dress up for casual date night, the jeans feature a mid-rise fit, a single button with zipper closure, heavy destruction, and skinny leg fit with frayed hem. Complete look with a ribbed crop top and ankle booties. 

    Fit & Features

    • Mid-rise fit
    • Single-button with zipper closure
    • Traditional five-pocket with belt loop design
    • Heavy destruction 
    • Skinny leg 
    • Frayed hem 

    Style Number/Barcode: 06602-0159

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On the Move Jelly Sneakers

    Slip-on these sneakers to keep on moving, girl! The sneakers feature a lace-up front, an almond toe, knit body, and a clear jelly sole. Complete look with a matching crop top and leggings set.

    Fit & Features

    • Lace-up front
    • Almond toe
    • Knit body
    • Textured sole
    • Clear jelly sole

    Style Number/Barcode: 07407-0185

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ever So Chic Knit Sweater

    Look ever so chic in this adorable knit sweater, a staple for the fall and winter seasons! It features a trendy mock neckline with cute cable knit detailing down the sleeves. Pair this sweater with a mini skirt to add some stylish flair.

    Fit & Features

    • Mock neckline
    • Long loose sleeves with cable knit detailing and ribbed cuffs
    • Mid-length hem
    • Knit fabric

    Style Number/Barcode: 06005-0876

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mad For Plaid Platform Block Heels

    You'll be totally mad for plaid over these adorable block heels! They feature a trendy platform and an allover chic plaid print. Complete the look with a flirty mini dress for a cute date night 'fit.

    Fit & Features

    • Open almond toe
    • Thick toe strap
    • Adjustable around the ankle strap
    • Closed back
    • Platform
    • Block heel
    • Allover plaid print

    Style Number/Barcode: 07401-2483

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Off The Shoulder Long Sleeve Ribbed Knit Top

    Elevate your casual everyday 'fit with this adorable ribbed knit top! It features a flattering off the shoulder neckline with fitted long sleeves and cute merrow edge hems. Pair this top with your favorite pair of denim and heeled booties.

    Fit & Features

    • Off the shoulder neckline
    • Long fitted sleeves
    • Mid-length, form-fitting style
    • Merrow edge hems
    • Ribbed knit fabric

    Style Number/Barcode: 06001-2823

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Caged Pointed Toe Pumps

    Get a chic, of the moment look in these trendy pumps! They feature a closed pointed toe, caged detailing with adjustable buckles and a sleek thin heel. Pair these pumps with a curve-hugging bodycon dress for your next girl's night out.

    Fit & Features

    • Closed pointed toe
    • Caged detailing
    • Adjustable buckles
    • Inner zipper closure
    • Thin heel
    • Faux suede material

    Style Number/Barcode: 07401-2491

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale