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.

  • 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
  • Faux Nubuck Banded Block-Heeled Mules

    These banded block-heeled mules are perf to elevate your everyday 'fit! They feature a dual banded design with a sturdy block heel and a faux nubuck material. Pair these mules with distressed denim for a cute and casual vibe.

    Fit & Features

    • Open square toe
    • Dual banded design with thin toe strap and second wide strap
    • Open back
    • Block heel
    • Faux nubuck material

    Style Number/Barcode: 07401-2490

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Freedom Oversized Graphic Tee

    Showcase an edgy-chic style in this oversized graphic tee! It features a relaxed and comfortable fit with a center skull graphic with wings, a contrasting lighting bolt and the script, "Freedom Ride." The cotton fabric offers moderate stretch. Pair this trendy tee with denim and chunky sneaks for a cute and casual vibe.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Oversized, relaxed fit
    • Center graphic
    • Cotton fabric with moderate stretch

    Style Number/Barcode: 06002-0647

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep on Moving On Basic Sneakers

    Move on to the next big thing in these basic sneakers that keep it chic and casual. The sneakers feature a lace-up front, an almond toe, and a jelly insole detail. Complete look with biker shorts and an oversized tee. 

    Fit & Features

    • Lace-up front
    • Almond toe
    • Jelly insert within sole

     


    Please be advised that these sneakers run 1 size too small.

    Style Number/Barcode: 07407-0183

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On the Go Chunky Sneakers

    Throw on these sneakers for the girl on the go! The sneakers feature a lace-up front, pull tabs at the back, and a chunky platform sole. Complete your look with a tie dye matching separates to nail those casual vibes. 

    Fit & Features

    • Lace-up front
    • Almond toe
    • Pull tabs at the back 
    • Chunky platform sole
    • Faux leather material

    Style Number/Barcode: 07407-0181

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep It Trendy Pastel Chunky Sneakers

    Keep your look trendy with these of the moment pastel chunky sneakers! They feature a textured sole, lace-up front and pull tabs to easily put on. Pair these adorable sneaks with biker shorts for the perf athleisure vibe.

    Fit & Features

    • Round toe
    • Lace-up front
    • Textured sole
    • Pull tabs
    • Multi-colored

    Style Number/Barcode: 07407-0180

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Rock My Soul Oversized Graphic Tee

    Give your everyday look an edgy vibe in this oversized graphic tee! It features a relaxed fit with a center eagle graphic with the script, "Rock My Soul Until Dawn." The cotton fabric offers moderate stretch. Pair this trendy tee with distressed mom jeans for an effortless, girly rocker look.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Oversized, relaxed fit
    • Center graphic
    • Cotton fabric with moderate stretch

    Style Number/Barcode: 06002-0648

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • A Trendy Moment Chunky Sneakers

    Have a major trendy moment in these cute chunky sneakers! They feature a lace-up front, a textured chunky sole, gold mesh material, and speckled detailing allover the sole. Pair these sneakers with some comfy biker shorts and an oversized graphic tee for an elevated everyday 'fit.

    Fit & Features

    • Round toe
    • Lace-up front
    • Gold mesh material
    • Holographic detail
    • Textured chunky sole with allover speckled detailing

    Style Number/Barcode: 07407-0184

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Getaway Duffel Bag

    Treat yourself to a getaway with the girls and pack all of your essentials in a glam duffel bag! Pair this bag with your fave faux fur coat and booties.

    Black Glitter Bag

    • Top zipper closure with top faux leather handles
    • Detachable adjustable shoulder strap
    • Zippered exterior pocket
    • Single zippered pocket and two pouches on the interior
    • Gold metal purse feet at the bottom
    • Exterior is composed of combination PU material and polyester backing
    • Woven nylon lining


    Holographic Bag

    • Top zipper closure with two handles
    • Detachable shoulder strap
    • Clear Holographic body
    • Gold metal purse feet at the bottom
    • PVC-like material

    Style Number/Barcode: 07203-0404

    Category Name: 2026 Fall Outfit Trends

    Price: $29.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale