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.

  • 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
  • Taylor High Rise Cropped Skinny Jeans by Windsor Denim

    The Taylor cropped skinny jeans are a must-have style in your closet. The jeans by Windsor Denim feature a high-rise waist, a traditional five-pocket, and belt loop design, a front button and hidden zipper closure, slight distressing, destructed knee details, and fitted pant legs with a cropped, frayed hem. The jeans are composed of a medium-wash denim fabric that offers a moderate stretch. Pair these jeans with a cute crop top and sandals.

    Fit & Features

    • High-rise waist
    • Slight distressing, destructed knee details
    • Cropped frayed hem
    • Traditional five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0209

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Basic Faux Suede Booties

    Lace-up in these basic booties that go with all your fab layered looks! The booties feature a lace-up front, an almond toe, and wedge heel. The booties are composed of a faux suede material. Complete look with a cozy cardigan and skinny jeans. 

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Almond toe
    • Wedge heel
    • Faux suede material 

    Style Number/Barcode: 07403-0550

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

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

    These faux suede sock booties are essential to have for this fall and winter season! They feature a trendy pointed toe, an ankle-high sock bootie design and a sturdy block heel. Pair these booties with distressed denim for a casual everyday slay.

    Fit & Features

    • Ankle-high sock bootie design
    • Pointed toe
    • Inner zipper closure
    • Block heel
    • Faux suede material

    Style Number/Barcode: 07403-0539

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Step It Up Snake Print Booties

    Step up in these stunning booties that slay every day! The booties feature a faux suede front, faux leather snake embossed back, a pointed toe, and a block heel. Complete look with a chunky sweater and high waist jeans.

    Fit & Features

    • Around the ankle-length
    • Faux suede front
    • Faux leather snake embossed back 
    • Pointed toe
    • Block heel
    • Inner zipper closure 


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

    Style Number/Barcode: 07403-0545

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Girl Ribbed Knit Cropped Sweater

    Ooo, she's a trendy girl! Showcase your chic style in this ribbed knit cropped sweater! It features a high crew neckline, long fitted sleeves, a cropped, form-hugging fit, and a banded hem with sultry side cut outs. Pair this top with a high waist faux leather skirt and thigh-high boots for an edgy vibe.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Cropped
    • Form-hugging fit
    • Banded hem with side cut outs
    • Ribbed knit fabric
    • Plenty of stretch

    Style Number/Barcode: 06005-0889

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lace-Up Detail Faux Suede Crop Top

    Dress up your everyday look with this sexy faux suede crop top! It features a mock neckline, long fitted sleeves, and lace-up side detailing. Pair this top with high rise jeans and heeled booties for a casual dinner date with bae.

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Cropped, form-fitting style
    • Lace-up side detailing
    • Smooth faux suede fabric
    • Plenty of stretch

    Style Number/Barcode: 06001-2991

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keeping Knit Basic Surplice Wrap Top

    Keep it basic in a top that is so cute to go with all your favorite skirts and leggings. The top features a plunging wrap V-neckline, long sleeves, a ruched side seam, and a cropped hem. The top is composed of a soft to the touch cotton knit fabric that offers a relaxed fit with a moderate stretch.

    Fit & Features

    • Plunging V-neckline
    • Long sleeves
    • Ruched side seam
    • Cropped hem
    • Cotton knit fabric
    • Relaxed fit 
    • Moderate stretch 

    Style Number/Barcode: 06001-2982

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylishly Chic Under The Knee Boots

    Look oh-so-stylishly chic in these faux suede under the knee boots! They feature a trendy pointed toe, sturdy block heel, and an inner zipper closure. Pair these boots with a curve-hugging sweater dress and layer on a faux leather jacket.

    Fit & Features

    • Under the knee design
    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Faux suede material

    Style Number/Barcode: 07402-0245

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Pointed Toe Block Heel Boots

    Stun in these chic faux suede over the knee boots! They feature a trendy pointed toe and a sturdy block heel. Pair these boots with a fitted sweater dress and add on a chunky knit beanie for the perf winter date night look.

    Fit & Features

    • Fitted over the knee design
    • Pointed toe
    • Block heel
    • Back zipper closure
    • Faux suede material

    Style Number/Barcode: 07402-0246

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $47.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Chic Houndstooth Woven Shacket

    You'll be looking so chic when you layer on this trendy woven shacket! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, a relaxed fit, and a bold all-over houndstooth pattern. Pair this shacket with high rise denim and booties to elevate your casual look.

    Fit & Features

    • Collared neckline
    • Long sleeves with single buttons to cuff
    • Complete button-down front
    • Top buttoned pockets and lower front pockets
    • Relaxed fit
    • All-over houndstooth pattern
    • Brushed woven fabric with no lining and no stretch

    Style Number/Barcode: 06204-0729

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stun and Strut High Rise Skinny Jeans

    Stun in trendy distressed skinny jeans that slay your night out looks! The jeans feature a high rise waist, moderate distressed detailing, and a skinny leg fit with a cropped hem. Complete look with a basic bodysuit. 

    Fit & Features

    • High rise waist
    • Single-button and zipper closure
    • Moderate destruction
    • Skinny leg fit
    • Medium-wash denim fabric 

    Style Number/Barcode: 06602-0188

    Category Name: 2026 Fall Outfit Trends

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • High Rise Edgy Distressed Skinny Jeans

    Take on an edgy feel with these distressed jeans that don't play it safe! The jeans feature a high-rise waist, distressed accents throughout, and a super skinny leg fit. Complete look with a tie-front top. 

    Fit & Features

    • High rise waist 
    • Front button and hidden zipper closure
    • Five-pocket and belt loop design
    • Distressed accents throughout
    • Super skinny leg fit
    • Medium-wash denim fabric
    • Moderate stretch, fits true to size

    Style Number/Barcode: 06602-0165

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fab and Frayed Distressed Skinny Jeans

    Keep it fab in jeans that bring the drama! These must-have skinny jeans feature a mid-rise fit, heavy destruction throughout and a skinny leg fit. Complete look with a basic bodysuit to let the destruction speak for itself. 

    Fit & Features

    • Mid-rise fit
    • Single-button and zipper closure
    • Traditional five-pocket and belt loop design 
    • Heavy destruction throughout 
    • Skinny leg fit
    • Medium wash denim fabric 

    Style Number/Barcode: 06602-0164

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Rise Destructed Boyfriend Jeans

    Take on the day in destructed jeans that bring the edge. The jeans feature a high rise waist, moderate destruction on the left leg, and a boyfriend fit with a cropped hem. Complete your look with a long sleeve ribbed top. 

    Fit & Features

    • High rise waist
    • Single-button and zipper closure
    • Moderate destruction on the left leg
    • Boyfriend fit 
    • Cropped hem
    • Black denim fabric  

    Style Number/Barcode: 06602-0176

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On the Edge High Rise Destructed Boyfriend Jeans

    Bring the edge in these jeans to show off your edgy side! The jeans feature a high rise waist, heavy destruction throughout, and a boyfriend fit with a cropped hem. Complete look with a flannel top to channel those fall vibes. 

    Fit & Features

    • High rise waist
    • Single-button and zipper closure
    • Traditional five-pocket and belt loop design 
    • Heavy destruction throughout 
    • Boyfriend fit with a cropped hem
    • Black denim wash fabric 

    Style Number/Barcode: 06602-0178

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Twist of Plaid Romper

    Give your look a trendy twist in a plaid romper! The romper features a sleeveless sweetheart neckline, sleek spaghetti straps, a trendy twist-front accent at the center of the bodice, and a plaid print. The romper is composed of a lightweight woven fabric that offers a form hugging fit. Complete look with chunky sneakers for a casual feel. 

    Fit & Features

    • Sleeveless sweetheart neckline
    • Sleek spaghetti straps
    • Twist-front accent at the center of the bodice
    • Plaid print
    • Wide-leg shorts with a skirt overlay

    Style Number/Barcode: 06503-0161

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Mid Rise Destructed Skinny Jeans

    Keep it sleek in basic skinny jeans for your next coffee date. The jeans feature a mid-rise fit, a sleek skinny leg fit, and heavy destruction throughout. Complete look with a scoop neck bodysuit. 

    Fit & Features

    • Mid-rise fit
    • Single-button and zipper closure
    • Traditional five-pocket and belt loop design
    • Skinny leg fit
    • Heavy destructed detailing
    • Light-medium wash denim fabric  

    Style Number/Barcode: 06602-0171

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance