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.

  • High Rise Destructed Skinny Jeans

    Get a trendy everyday look in these high rise destructed skinny jeans! They feature a figure-flattering tapered fit with major distressed detailing down the front. Pair these jeans with a chic crop top and heeled booties for a go-to look to hang with your girls.

    Fit & Features

    • High rise waist
    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Destructed detailing
    • Skinny leg fit
    • Denim fabric with moderate stretch

    Style Number/Barcode: 06602-0182

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Back to Basics Notched Knit Bodysuit

    Let this basic bodysuit complete your trendy outfits this season. The bodysuit features a notched V-neckline, long sleeves, and a high rise cut. The bodysuit is composed of a cotton knit fabric that offers a form hugging fit. Complete look with a plaid skirt.

    Fit & Features

    • Notched V-neckline
    • Long sleeves
    • High rise cut
    • Thong bottom
    • Cotton-knit fabric
    • Form hugging fit, moderate stretch 
    • Dual-snap button closure

    Style Number/Barcode: 06002-0672

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Pointed Toe Sock Booties

    Add these basic faux suede sock booties to your fall and winter wardrobe for a chic look! They feature an ankle-high design, a trendy pointed toe, and a sturdy block heel. Pair these booties with mom jeans and a chunky knit sweater for a cute 'fit you can wear all day, everyday!

    Fit & Features

    • Ankle-high design
    • Pointed toe
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07403-0574

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trend Alert Houndstooth Cropped Jacket

    Hey, girl! Stay on trend with a jacket that brings sets a chic tone! Layer up with this cropped jacket to create a cute back to school outfit. The jacket features houndstooth pattern, two chest pockets with snap button closure, and long sleeves. Complete fit' with a mini skirt. 

    Fit & Features

    • Collared neckline
    • Chest pockets with snap button closure
    • Long sleeves with snap button cuff
    • Multi-button snap closure
    • Houndstooth print
    • Cropped hem 
    • Unlined woven knit fabric, relaxed fit, minimal stretch 

    Style Number/Barcode: 06204-0731

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Rhinestone Fringe Hoodie

    Glam up your hoodie with a hint of sparkle. The hoodie features a drawstring hoodie, long sleeves with a rhinestone fringe, and a rhinestone fringe across the center of the back. The hoodie is composed of a knit fabric that offers a relaxed fit. Complete the look with distressed jeans and chunky sneakers. 

    Fit & Features

    • Drawstring hoodie
    • Long sleeves with rhinestone fringe
    • Rhinestone fringe across the center of the back
    • Knit fabric
    • Relaxed fit

    Style Number/Barcode: 06002-0671

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Rise Zippered Plaid Pants

    Keep it stylish in plaid pants that are all the rage this season. The pants feature a plaid print,  high rise waist, faux zippered pockets, and a skinny leg fit. The pants are composed of a lightweight woven fabric that offers a slight stretch. Complete your look with a basic black bodysuit. 

    Fit & Features

    • High rise waist
    • Single-button and zipper closure
    • Faux zippered pockets
    • Plaid print
    • Skinny leg fit
    • Woven fabric
    • Form hugging fit, slight stretch 

    Style Number/Barcode: 06402-0290

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Play On Plaid Wubby Knit Jacket

    Keep it trendy in a plaid jacket that slays your layered outfits! The jacket features a fab plaid print, a mock neck, a zippered front, long sleeves, and is composed of a cozy wubby fabric that offers a relaxed fit with slight stretch. Complete look with a mock neck midi dress and ankle booties. 

    Fit & Features

    • Mock neck
    • Plaid print
    • Zippered front
    • Long sleeves
    • Wubby knit fabric
    • Lined, Relaxed fit, minimal stretch 

    Style Number/Barcode: 06201-0186

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy and Poised Plaid Skinny Pants

    Keep it preppy in plaid pants that are perf for creating chic back to school outfits. The pants feature a mid-rise fit, slant pockets, a single button with zipper closure, two small zippered pockets, and a plaid print. The pants are composed of a stretchy woven fabric that offers a form hugging fit. Complete look with a faux leather jacket.

    Fit & Features

    • Mid-rise fit
    • Single-button with zipper closure
    • Slant pockets 
    • Two zippered pockets
    • Belt loops
    • Plaid print
    • Stretchy woven fabric with skinny leg fit

    Style Number/Barcode: 06402-0289

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Casual Hoodie Mini Dress

    Keep it casual in a mini dress that is part cozy and part glam. The hoodie mini dress features a corset bodice with piping detail, long sleeves, a hoodie, and a mini length silhouette. The mini dress is composed of a knit fabric that offers a form hugging fit. Complete look with chunky sneakers. 

    Fit & Features

    • Corset-like bodice with piping seams
    • Hoodie
    • Long sleeves with ribbed cuff
    • Mini length silhouette
    • Form hugging fit

    Style Number/Barcode: 06002-0670

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tie Waist Plaid Shorts

    Cinch your waist in these chic shorts! The shorts feature a plaid pattern. a high rise waist, a tie waist belt with loops. and a cheeky bottom. Complete look with a basic bodysuit. 

    Fit & Features

    • High rise waist
    • Tie waist belt with loops
    • Plaid print
    • Cheeky bottom
    • Stretchy lightweight woven fabric 

    Style Number/Barcode: 06403-0138

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Waist Asymmetrical Hem Mini Skirt

    Let this skirt take your look to the next level! The skirt features a high rise waist, a plaid print, and an asymmetrical hem. Complete look with bodysuit and ankle booties. 

    Fit & Features

    • High rise waist
    • Plaid print 
    • Asymmetrical hem

    Style Number/Barcode: 06501-0323

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Playfully Poised Plaid Mini Skirt

    Keep it poised in a plaid skirt that stuns! The skirt features a high rise waist, a plaid print, and a mini side slit. The skirt is composed of lightweight woven fabric that offers a form hugging fit with minimal stretch. Complete look with ankle booties. 

    Fit & Features

    • High rise waist
    • Plaid print
    • Mini side slit
    • Lightweight woven fabric
    • Form hugging fit, minimal stretch 
    • Back zipper closure

    Style Number/Barcode: 06401-0270

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Leather Ruched Stiletto Boots

    Step out in these chic boots that elevate all your outfits. The boots feature a below-the-knee fit, a ruched body, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux leather material. Complete look with a ribbed midi dress and a moto jacket for a date night.

    Fit & Features

    • Below the knee fit
    • Ruched body
    • Inner zipper closure
    • Pointed toe
    • Stiletto heel 
    • Faux leather material 


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

    Style Number/Barcode: 07402-0257

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feline Fierce Over the Knee Boots

    Strike a fierce impression in boots that slay! The boots feature an over the knee fit, a leopard print, a pointed toe, and a block heel. Complete look with a trendy romper. 

    Fit & Features

    • Over the knee fit
    • Pointed toe
    • Leopard print
    • Block heel 
    • Faux suede material 

    Style Number/Barcode: 07402-0256

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Buckle Detail Pointed Toe Block Heel Boots

    Elevate your style with these chic block heel boots! They feature a trendy pointed toe, back zipper closure with gold hardware, gold buckle strap accents, and a faux suede and smooth thick nylon material. Pair these boots with a sweater dress for your next holiday party!

    Fit & Features

    • Below the knee design
    • Pointed toe
    • Block heel
    • Back zipper closure
    • Buckle strap accents
    • Faux suede and smooth nylon material

     

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

    Style Number/Barcode: 07402-0255

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Twist Front Crop Top

    Add a stylish twist to your everyday crop top with this trendy piece! The top features long fitted sleeves, a twist front detail, and a cropped, form-hugging fit. Pair this soft brushed knit top with high rise jeans and chunky sneaks.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Twist front detail
    • Cropped, form-hugging fit
    • Brushed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06001-2993

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Trendy Vibe Ribbed Knit Crop Top

    Get a trendy vibe in this adorable ribbed knit crop top! It features a mock neckline, long fitted sleeves, and a cropped hem with a front drawstring to cinch. Pair this top with high rise faux leather joggers for a stylish and edgy feel.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Cropped, form-hugging fit
    • Front drawstring
    • Ribbed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06001-2996

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Casual Criss-Cross Crop Top

    Keep it super casual in a top that is is too cozy to pass up! The top features a wide round neckline, long sleeves, and a cropped hem with criss-cross straps at the waist. The top is composed of a soft to the touch cashmere-like fabric that offers a relaxed fit with a moderate stretch. Complete look with leggings.

    Fit & Features

    • Round neckline
    • Long sleeves
    • Cropped hem
    • Criss-cross straps at the waist
    • Cashmere-like fabric
    • Relaxed fit
    • Moderate stretch 

    Style Number/Barcode: 06001-2995

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Over The Knee Flat Detailed Boots

    It's all in the little details! This pair of over the knee boots are designed with a flat sole, an inner zipper, a round toe, and a cut out detailing at the top with small bow detail at the back. Boots are composed of faux suede. Complete look with a ribbed sweater dress for those cold weather vibes.

    Fit & Features

    • Over the knee fit
    • Flat sole
    • Almond toe
    • Cutout detail at the top
    • Small bow detail at the back
    • Faux suede material

    Style Number/Barcode: 07402-0254

    Category Name: 2026 Fall Outfit Trends

    Price: $22.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Over The Knee Stiletto Heel Boots

    Make a sleek impression with over the knee boots that slay! The boots feature an over the knee fit, a pointed toe, and a sleek stiletto heel. The boots are composed of a faux suede material. Complete your look with a ribbed mini dress. 

    Fit & Features

    • Over the knee fit
    • Pointed toe
    • Sleek stiletto heel
    • Faux suede material 

    Style Number/Barcode: 07402-0248

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Faux Leather Snake Print O Ring Belt

    Keep it sleek in a snake print belt to elevate your look! The belt features a faux leather material, a trendy snake print, and a double O ring buckle. Complete look with a pair of high waist jeans.

    Fit & Features

    • Faux leather
    • Snake print
    • Double O-Ring buckle
    • Adjustable 

    Style Number/Barcode: 07301-0221

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce and Basic Two Pack Belt Pack

    Go fierce or keep it basic with a belt to tie your look together! The pack includes two belts that feature a mini-double o-ring buckle. The sleek black belt is composed of faux leather material. The leopard print belt is composed of a faux suede and faux leather combination. Complete look with a basic bodysuit and jeans.

    Fit & Features

    • Pack includes two belts
    • Double O-ring design
    • Black faux leather belt
    • Leopard print faux leather and faux suede belt
    • Adjustable 

    Style Number/Barcode: 07301-0223

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Perfection Long Coat

    Stun in a classic plaid coat that brings sophistication to your look! The coat features a trendy plaid print, a collared neckline, a single-button down closure, two large pockets, and a long length. The coat is composed of a soft to the touch brushed knit fabric that offers a relaxed fit. Complete look with a casual top, jeans, and thigh high boots. 

    Fit & Features

    • Collared neckline
    • Long sleeves
    • Single-button down closure
    • Plaid print
    • Long length
    • Lined brushed knit fabric
    • Relaxed fit, slight stretch 

    Style Number/Barcode: 06201-0110

    Category Name: 2026 Fall Outfit Trends

    Price: $25.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Girl On The Go Tie Front Trench

    Yes girl, you've got places to be, and this tie front trench will keep you stylish and chic! It features a lapel collar, a wrap front with a tie detail to cinch your waist, and a flowy silhouette. Layer this trench over a curve-hugging mini dress and style it up with thigh-high boots for the perf look.

    Fit & Features

    • Lapel collar
    • Long fitted sleeves
    • Wrap front with tie waist
    • Flowy mid-length silhouette
    • Crepe woven fabric
    • Moderate stretch

    Style Number/Barcode: 06204-0698

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance