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.

  • Bohemian Beauty Surplice Tie Back Top

    Wrap yourself in a chic top that brings those bohemian vibes. The top features a plunging wrap V-neckline, long sleeves, and a lower back tie accent. The bohemian print features bold orange, red, and taupe hues. Complete look with high waist jeans. 

    Fit & Features

    • Plunging wrap V-neckline
    • Long sleeves
    • Bohemian print
    • Lower back tie accent 
    • Lightweight woven fabric

    Style Number/Barcode: 06003-1083

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Eyelash Knit Off The Shoulder Sweater

    Cozy on up in this adorable eyelash knit sweater! It features a flattering off the shoulder neckline, long dolman-style sleeves, and a mid-length relaxed fit. The soft knit fabric offers plenty of stretch for comfortable wear. Pair this sweater with a chic and trendy cabby hat for the perf everyday winter look.

    Fit & Features

    • Off the shoulder neckline
    • Long dolman-style sleeves
    • Mid-length hem
    • Relaxed fit
    • Soft eyelash knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0776

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Surplice Open Back Sweater

    Layer up in a chic sweater this season that slays! This must-have sweater features a turtle neckline, a stunning open back with a wrap surplice design, and long flowy sleeves. The sweater is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with fab ankle booties. 

    Fit & Features

    • Turtle neck
    • Open back with surplice design 
    • Long sleeves
    • Knit fabric 
    • Relaxed fit 
    • Moderate stretch 

    Style Number/Barcode: 06005-0788

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Extra Faux Fur Jacket

    You'll be feelin' so extra in this fabulous faux fur jacket! It features a complete zip and snap button front, a faux fur exterior with seam detailing to give the illusion of stripes and a smooth inner lining. Layer this jacket over a chic top and high waist pants for an elevated look.

    Fit & Features

    • Collared
    • Long sleeves
    • Complete zip and snap button front
    • Front lined pockets
    • Faux fur exterior
    • Smooth inner lining
    • No stretch

    Style Number/Barcode: 06201-0202

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Day Chic Drape Front Belted Coat

    Get a day chic vibe by layering on this belted coat! It features a trendy drape front and is composed of faux wool fabric. Wear this over your fave knit sweater and pair with some sleek block heeled booties.

    Fit & Features

    • Drape front
    • Long sleeves
    • Tie front belt
    • Front slanted pockets
    • Long-line design
    • Faux wool fabric

    Style Number/Barcode: 06201-0145

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keeping Knit Basic Asymmetrical Strap Bodysuit

    Revamp your basic bodysuit with sleek details that wow. The bodysuit features a scoop neckline, asymmetrical spaghetti straps, and composed of a smooth knit fabric that offers a form hugging fit. Complete look with high waist jeans and ankle booties.

    Fit & Features

    • Sleeveless scoop neckline
    • Asymmetrical spaghetti straps
    • Smooth knit fabric
    • Form hugging fit
    • Moderate stretch 

    Style Number/Barcode: 06001-2886

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Timelessly Chic Ribbed Knit Basic Midi Dress

    Keep it timelessly chic in a dress that wows! Perfect for a cocktail event or making the right first impression, this mini dress is a must! The dress features a crew neckline with a racer bust, a fitted form-hugging fit, and composed of a ribbed knit fabric. Complete your chic outfit with mules and duster earrings.

    Fit & Features

    • Sleeveless crew neckline
    • Racer bust
    • Ribbed knit fabric
    • Form hugging fit
    • Midi length silhouette

    Style Number/Barcode: 05102-0894

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Every Day Knit Mini Dress

    Keep it cute in a basic mini dress that is perfect to wear any day! The dress features an off the shoulder neckline with a boat neck bust, short sleeves, and composed of a flattering knit fabric. Complete your outfit with sleek stilettos and a cute crossbody.

    Fit & Features

    • Off the shoulder neckline
    • Short sleeves
    • Boat neckline
    • Mini length silhouette
    • Knit fabric 
    • Form hugging fit, moderate stretch

    Style Number/Barcode: 05102-0892

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic Chic Scoop Neck Knit Mini Dress

    Fall in love with the classic chic look of this adorable basic knit mini dress! It features bungee spaghetti straps and a short, flattering, curve-hugging fit. This dress can easily be dressed up with heels for date night or kept more casual with a bucket hat and chunky sneakers for a shopping day.

    Fit & Features

    • Bungee spaghetti straps
    • Scoop neckline
    • Mini-length silhouette
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-0897

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Zip-Up Block Heels

    Keep it basic with a classic zip-up block heel! These feature an open almond toe, a thin ankle strap, and will go with all of your 'fits. Keep it casual with a pair of skinny jeans for a lunch date, or dress it up with a bodycon dress for a night out.

    Fit & Features

    • Open almond toe
    • Toe strap
    • Thin ankle strap
    • Closed-back with a zipper
    • Sturdy block heel

    Style Number/Barcode: 07401-2390

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild Thing Block Heel Booties

    Keep it fierce in booties that showcase your wild side! The booties feature an around the ankle length, a pointy toe, a stacked block heel, and a textured faux leather body. Complete your look with high waist jeans and an oversized cardigan this season! 

    Fit & Features

    • Around the ankle-length 
    • Pull-tabs at the back 
    • Pointy toe
    • Inner-zipper closure
    • Stacked block heel
    • Textured faux leather material 

    Style Number/Barcode: 07403-0312

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Basics Surplice Sweater

    Wrap yourself in a chic sweater that is perfect for a casual day out! The sweater features a wrap V-neckline, long sleeves, and a mid-length. Complete look with high waist jeans and ankle booties.

    Fit & Features

    • Wrap V-neckline
    • Long sleeves
    • Mid-length
    • Knit fabric
    • Relaxed fit 

    Style Number/Barcode: 06005-0780

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic And Chic Mock Neck Sweater

    Keep your basic everyday winter look chic in this adorable sweater! It features a mock neckline, long dolman style sleeves, and a mid-length, relaxed fit. Pair this sweater with a plaid mini skirt for a trendy vibe.

    Fit & Features

    • Mock neckline
    • Long dolman style sleeves
    • Mid-length, relaxed fit
    • Sweater knit fabric

    Style Number/Barcode: 06005-0783

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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