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.

  • Faux-Ever Yours Fringe Jacket

    This chic faux fur jacket will forever be a staple in your winter wardobe! It features an open front with long sleeves and a yarn fringe fabric. Layer this adorable jacket over a trendy crop top and faux leather pants for an elevated, it-girl vibe.

    Fit & Features

    • Open front
    • Long sleeves
    • Yarn fringe fabric
    • Relaxed fit

    Style Number/Barcode: 06201-0146

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keepin' Knit Simple Ribbed Midi Dress

    Keep it simple and stylish in this basic ribbed knit midi dress! It features long fitted sleeves and a mid-length, form-hugging silhouette to enhance your curves. Pair this dress with heeled booties for a casual date night look perf for the cooler months.

    Fit & Features

    • Long fitted sleeves
    • V neckline
    • Mid-length, form-fitting style
    • Ribbed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 05102-0890

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Side Zebra Print Cardigan

    Tap into your wild side with a cardigan that brings those fierce vibes. The cardigan features a draped open front, a zebra print design, long bishop sleeves with a ribbed cuff, and a knee-length. The cardigan is composed of soft knit fabric that offers a relaxed fit with a moderate stretch. Complete look with a crop top and high waist jeans.

    Fit & Features

    • Draped open front
    • Zebra print design 
    • Long bishop sleeves with ribbed cuff
    • Knee-length 
    • Soft sweater knit fabric
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 06005-0775

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Off the Shoulder Cable Knit Sweater

    Stay cozy in this sweater that is perfect to chill out in! The sweater features an off the shoulder neckline, long sleeves, a cropped fit, and composed of a cable knit fabric. Complete your look with distressed jeans.

    Fit & Features

    • Off the shoulder neckline
    • Long sleeves
    • Cable knit fabric
    • Cropped hem
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 06005-0777

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keepin' Knit Basic Joggers

    Keep it basic in cozy joggers that are low-key and stylish! They feature a mid-rise fit, side pockets, and a straight leg. The joggers are composed of a soft-to-touch cashmere-like fabric. Complete your look with the matching top and chunky sneakers.

    Shop Matching Top: Keepin' Knit Basic Long Sleeve Top

    Fit & Features

    • Mid-rise fit
    • Side pockets
    • Cashmere-like fabric
    • Straight leg fit
    • Relaxed fit
    • Matching top sold separately

    Style Number/Barcode: 06502-0441

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy on Up Plaid Infinity Scarf

    Bundle up in a cozy scarf for those chiller days! The scarf features a plaid print, a fringe hem, and an infinity design. Complete look with a long sleeve ribbed top.

    Fit & Features

    • Plaid print 
    • Fringe hem
    • Infinity design 
    • Soft to the touch knit fabric 

    Style Number/Barcode: 07305-0159

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Feels Plaid Fringe Scarf

    Get cozy and cuddle up with this adorable plaid scarf! It features an oblong design with fringe detailing and a soft fabric. Layer this scarf over a faux fur coat to get a total winter ready vibe.

    Fit & Features

    • Oblong design
    • Fringe detailing
    • Multi-colored allover plaid print
    • Soft fabric

    Style Number/Barcode: 07305-0156

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Cutie Plaid Frayed Blanket Scarf

    Be a total cozy cutie in this adorable plaid blanket scarf! It features frayed hem detailing and a multi-colored allover plaid print. Pair this scarf over a sweater and denim for a classic everyday fall and winter look.

    Fit & Features

    • Blanket scarf
    • Frayed hem
    • Multi-colored allover plaid print

    Style Number/Barcode: 07305-0157

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Cable Knit Cutie High Waist Leggings

    Set the season in cozy leggings for those days spent in! The leggings feature an elastic high rise waist, a cable-knit fabric, and a straight leg fit. Complete your cozy loungewear outfit with the matching crop top. 

    Shop Matching Crop Top: Cable Knit Cutie Crop Top

    Fit & Features

    • Elastic high rise waist
    • Cable-knit fabric 
    • Straight leg fit
    • Matching crop top sold separately 

    Style Number/Barcode: 06502-0439

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruched And Ribbed Knit Crew Neck Mini Dress

    This ruched and ribbed knit mini dress is the casual-chic piece you need in your closet! It features a form-hugging fit with ruched detailing to enhance your curves. This dress can be worn as a mini or pulled down and styled as a midi. Wear it with simple slides or elevate the look in heels.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Ruched sides
    • Adjustable ties at hem
    • Rib-knit, moderate stretch, fits true to size

    Style Number/Barcode: 05102-1092

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keepin' Knit Basic Long Sleeve Top

    Keep it basic in a cozy top that is low-key and stylish! The top features a round neckline, long Dolman sleeves, and is composed of a soft-to-the-touch cashmere-like fabric. Complete your look with the matching joggers and chunky sneakers.

    Shop Matching Joggers: Keepin' Knit Basic Joggers

    Fit & Features

    • Round neckline
    • Long Dolman sleeves
    • Cashmere-like fabric
    • Relaxed fit
    • Matching joggers sold separately 

    Style Number/Barcode: 06001-2885

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Cozy Vibes Tie Dye Joggers

    Get those major cozy vibes in these trendy tie dye joggers! They feature a flattering high rise waist with a front drawstring and a relaxed, comfortable fit. The knit fabric offers a super soft, lightweight feel. Pair this top with chunky sneakers for a loungewear look you can take from staying at home to hanging out with the squad.

    Shop Matching Top: Major Cozy Vibes Tie Dye Top

    Fit & Features

    • High rise waist
    • Front drawstring
    • Front pockets
    • Tapered jogger hem
    • Relaxed fit
    • Allover tie dye print
    • Soft knit fabric

    Style Number/Barcode: 06502-0437

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Knit Frayed Plaid Blanket Scarf

    Get all cute and cozy in this knit plaid blanket scarf! It features a frayed hem design with fringe detailing and a soft to the touch fabric. Layer this scarf over a long sleeve bodysuit and denim for a classic fall look.

    Fit & Features

    • Blanket scarf
    • Frayed hem
    • Fringe detailing
    • Multi-colored allover plaid print
    • Soft fabric

    Style Number/Barcode: 07305-0158

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Get Knit Right High Slit Maxi Dress

    Get your look right in a knit dress that is perfect for keeping it casual! The dress features a sleeveless crew neckline and a maxi length silhouette with a high side slit. Complete your look with chunky sneakers for a cute coffee run outfit. 

    Fit & Features

    • Crew neckline
    • Sleeveless 
    • Maxi length silhouette
    • High side slit
    • Smooth knit fabric
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 05102-0883

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Influence Mock Neck Ruched Mini Dress

    Hey, trendsetter! Stun in this mini dress that is so chic and casual! The mini dress features a sleeveless mock neck, a ruched body and a mini length silhouette that hugs curves in all the right places. Style with chunky sneakers to nail those lowkey vibes. 

    Fit & Features

    • Sleeveless 
    • Mock neck
    • Ruched body
    • Mini length silhouette
    • Smooth knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 05102-0886

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Classic High Rise Destructed Skinny Jeans

    Rock a pair of classic destructed jeans to edge up your night out looks or to create a grunge vibe. The jeans feature a flattering high rise fit, a sleek skinny leg fit, and heavy destruction throughout. The jeans offer a form hugging fit with a moderate stretch. Complete look with a crop top or graphic tee.

    Fit & Features

    • High rise fit
    • Single-button and zipper closure 
    • Traditional five-pocket and belt loop design 
    • Skinny leg fit with a tapered hem
    • Heavy destruction throughout
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06602-0199

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Surplice Sweetie Tie Waist Sweater

    Show off your sweet side in a sweater that is oh so adorable! The sweater features a surplice neckline, long sleeves, and a chic tie waist belt. Complete look with a pair of high waist jeans and ankle booties. 

    Fit & Features

    • Surplice V-neckline
    • Long sleeves
    • Cropped hem
    • Tie waist belt 
    • Soft knit fabric with plenty of stretch
    • Relaxed fit

    Style Number/Barcode: 06005-0762

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trend Alert Tie Waist Trench Duster

    Start a trend with a cute trench-styled duster that slays! Layer this trench with your favorite surplice tops and high waist jeans for a night out. The duster features a collared neckline, long sleeves, a tie waist belt, and a knee-length hem.

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Tie waist belt
    • Knee-length
    • Two side slits at the hem
    • Sweater knit fabric with moderate stretch

    Style Number/Barcode: 06005-0743

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stacked On Faux Suede Lug Sole Booties

    Stack on the style with booties that create chic head-turning moments! The booties feature a faux suede body with a lined pattern, a lace up front with small metal grommets, a lug sole, and a stacked block heel. Complete your chic layered look with a striped sweater and dark wash denim jeans. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front with small metal grommets
    • Faux suede material with line pattern
    • Almond toe
    • Faux leather Lug sole
    • Stacked blocked heel

    Style Number/Barcode: 07403-0370

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casually Chic Surplice Jumpsuit

    Keep it casually chic in a cozy jumpsuit that is perfect for lounging or creating a stylish streetwear outfit. The jumpsuit features a plunging surplice neckline, long sleeves with ribbed cuff, an elastic waist with adjustable drawstrings to create a customized fit, trendy side pockets, and composed of a smooth to the touch cashmere-like fabric. Complete your look with chunky sneakers and layers of dainty necklaces.

    Fit & Features

    • Surplice neckline
    • Long sleeves
    • Elastic waist with adjustable drawstrings
    • Side pockets
    • Straight leg
    • Cashmere-like feel fabric
    • Relaxed fit, moderate stretch 

     

    Black Jumpsuit: Model is 5'8" with a 32" bust,  23" waist and 36" hips. She is wearing a size small.

    Tan Jumpsuit: Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06502-0431

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Suede Stiletto Sock Booties

    Looking to amp up your everyday basic 'fit? These faux suede sock booties are a definite must-have. Featuring a trendy pointed toe and sleek stiletto heel, they will elevate any look. Pair them with a curve-hugging midi dress for a chic vibe.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Sock bootie design
    • Faux suede fabric

    Style Number/Barcode: 07403-0368

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Knot Back V Neck Sweater

    This trendy knot-back V-neck sweater is definitely a level up from your basic pull-over! Featuring a knot back detail that can be worn in the front or the back, this sweater will be your go-to for the fall. Pair it with dark wash denim for a casual chic vibe.

    Fit & Features

    • V-neckline
    • Long sleeves
    • Knot back detail
    • Relaxed fit
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-0765

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Destructed Mock Neck Cropped Sweater

    A must-have for sure, this mock neck cropped sweater will have you ready for all things fall! It features destructed detailing to give it a trendy vibe and a majorly cropped hem. Pair with high rise denim and heeled booties for a day out with your girls.

    Fit & Features

    • Mock neckline
    • Long sleeves
    • Cropped hem
    • Destructed detailing along the hems
    • Sweater knit fabric

    Style Number/Barcode: 06005-0737

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale