2026 Fall Outfit Trends

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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.

  • Wildly Fierce Faux Suede Stiletto Booties

    Step out in these wildly fierce booties for your next girl's night out or for your next date night with bae! The booties feature an around the ankle fit, a lace-up front, wildly-inspired leopard print, and a sleek stiletto heel. Complete your look with dark wash denim jeans and a bustier.

    Fit & Features

    • Around the ankle fit
    • Lace-up front
    • Inner zipper closure
    • Pointed toe 
    • Leopard print
    • Sleek stiletto heel
    • Faux microsuede material 

    Style Number/Barcode: 07403-0319

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Casual Slay Block Heel Booties

    Casually slay in your trendy 'fit by adding on these block heel booties! They feature a lace-up front, an edgy lug sole and an all-over snake print design. Pair these booties with high rise cropped jeans for a stylish vibe.

    Fit & Features

    • Above the ankle fit
    • Inner zipper closure
    • Almond toe
    • Lace-up front
    • Lug sole
    • Block heel
    • PU material with allover snake print

    Style Number/Barcode: 07403-0390

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Babe Belted Plaid Mini Skirt

    Look like such a babe in this chic belted plaid mini skirt! Featuring an overall form-hugging fit and an of the moment plaid print, this skirt is a season staple. Pair it with a cute crop top and mules for an adorable day date look.

    Fit & Features

    • High rise waist
    • Belted waist
    • Short, form-hugging fit
    • Allover plaid print
    • Woven fabric

    Style Number/Barcode: 06401-0268

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Basic Faux Leather Booties

    Channel those basic vibes in these cute booties to create layered outfits. The booties feature an around the ankle fit, a pointed toe, and a low block heel. The booties are composed of a faux leather material. Complete your look with a cardigan and high waist jeans

    Fit & Features

    • Around the ankle fit
    • Pull tabs at the back of the ankle
    • Pointed toe
    • Low block heel
    • Faux leather material 
    • Back zipper closure 

    Style Number/Barcode: 07403-0398

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Plaid Double Slit Mini Skirt

    Get that preppy-chic look that is so on-trend this fall with this adorable plaid mini skirt. It features a high-rise waist, dual front slits, and a short, curve-hugging silhouette. Style this skirt with a cute cropped sweater.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Dual front slits
    • Mini-length, form-fitting silhouette
    • Plaid print
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0371

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Favorite Kicks Pointed Toe Booties

    These pointed-toe booties are sure to become your favorite for creating all sorts of looks! They feature a block heel, side zipper, and faux leather material on an ankle-length fit. Style with a cute jumpsuit.

    Fit & Features

    • Pointed toe
    • Block heel
    • Side zipper 
    • Ankle-length fit
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1388

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Refresh Striped Sweater Dress

    Refresh your closet in this striped sweater dress featuring a sleeveless, crew neckline, bodycon silhouette, and a mini-length hem on stretchy, rib-knit fabric. Complete your trendy look in statement heels.

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Sleeveless, crew neckline
    • Bodycon silhouette
    • Mini-length hem
    • Striped pattern
    • Stretchy rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1485

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Glam Rhinestone Ring Set

    Step up the glamour with this trendy ring set! Featuring ten rhinestone embellished stretchy rings, wear individually or stack together for a luxe vibe. Style with stud earrings.

    Fit & Features

    • 10-pack ring set
    • Stretch rings
    • Rhinestone embellishments

    Style Number/Barcode: 07004-0290

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Good To Be Plaid Woven Crop Top

    What can we say? It feels good to be in this plaid crop top for fall! It features long sleeves with button cuffs, a collar neckline, button-up front closures, and a relaxed fit on lightweight woven fabric. Complete your trendy look in a mini skirt for the perf ootd!

    Fit & Features

    • Long sleeves with button cuffs
    • Collar neckline
    • Button-up front closures
    • Relaxed crop hem
    • Plaid pattern
    • Lightweight non-stretch woven fabric
    • Fits true to size

    Style Number/Barcode: 06003-1774

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy Fall Vibes Knit Duster

    Layer on this lightweight knit duster for all the cozy fall vibes! It features long fitted sleeves, an open front, a long, flowy silhouette, and is composed of a slinky knit fabric that offers plenty of stretch. Style with a basic bodysuit and dark wash denim.

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Long, flowy fit
    • Slinky knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0339

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rocker-Chic Rhinestone Fringe Denim Jacket

    Layer on this rocker-chic denim jacket for a glam festival vibe! It features a collared neckline, long sleeves with buttons to cuff, a complete button-down front, front pockets, rhinestone fringe detailing down the front and back, and a cropped, relaxed fit. The sparkling rhinestone fringe will move with you as you dance to the music. Style with sleek hoop earrings and cowboy boots.

    Fit & Features

    • Collared neckline
    • Long sleeves, button details
    • Button-down front, dual front pockets
    • Rhinestone fringe down the front and back
    • Cropped, relaxed fit
    • Cotton denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06203-0523

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chilly Days Chunky Knit Beanie

    Get ready for chilly fall days with this adorable chunky knit beanie. The cuffed beanie features a twisted knit design with a cute faux fur pom accent. Style with a belted trench coat.

    Fit & Features

    • Cuffed hem
    • Twisted knit design
    • Faux fur pom accent

    Style Number/Barcode: 07302-1012

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twinkle Like A Star Sequin Crop Top

    Twinkle like the star you are in this sequin crop top perfect for your next night out! The top features a sleeveless cowl neckline, open-back, and dual tie-back closures on mesh-lined knit fabric. Complete the look with matching bottoms.

    Shop The Matching Bottoms: Twinkle Like A Star Sequin Pants

    Fit & Features

    • Sleeveless cowl neckline
    • Open-back
    • Dual tie-back closures
    • Cropped hem
    • Sequin mesh-knit fabric, lined
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06001-4681

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Go With The Flow High-Rise Wide-Leg Pants

    Flowy and effortless! These wide-leg pants are perfect for everyday styling. They feature a flattering high-rise banded waist, a wide-leg silhouette, and are designed on a textured knit fabric. Complete the look in a crop top and heels for dinner and drinks with friends!

    Fit & Features

    • High-rise banded waist
    • Wide-leg silhouette
    • Textured knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2382

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Check Me Out Plaid Bodycon Mini Dress

    You'll be the object of everyone's gaze in this trendy plaid bodycon mini dress! It features a sleeveless square neckline, bungee spaghetti straps, a stylish lower back cutout, a mini-length hem, and a bodycon silhouette that will hug your natural curves. The stretchy brushed knit fabric features a chic windowpane plaid print. Complete your look with clear mules!

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Lower back cutout
    • Mini-length hem, bodycon silhouette
    • Plaid print
    • Brushed knit fabric, lined bust, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5230

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In My Lucky Girl Era 777 Graphic Crop Tee

    Showcase your good vibes in this graphic crop tee perfect for stepping up your everyday basics! It features short sleeves, a crew neckline, and a front script that reads "In My Lucky Girl Era 777", and is composed of a soft jersey knit fabric. Complete the look with a cute mini skirt and boots for a concert!

    Fit & Features

    • Short sleeves
    • Crew neckline
    • Front script that reads "In My Lucky Girl Era 777"
    • Cropped hem
    • Soft jersey knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1673

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Crochet And Cropped Top
    Hey there crochet cutie! Own knit in this top that features a round neckline, long sleeves and a cropped hem. Top is composed of an unlined crochet knit fabric that offers a relaxed fit with a moderate stretch. Undergarments sold separately.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0078

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tweed Plaid Mini Skirt

    Amp up your look with a little tweed! This mini skirt features a high waistline, a short hemline that hits mid thigh. Back of skirt has a zipper closure at the center. Skirt is composed of a tweed material offers minimal stretch.

    Model is 5'9" with a 32" bust, 24.5" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0066

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Under Cover Lover Trench Duster

    Designed with a draped collar at the front, long sleeves, and a belt accent, this duster is a neutral babes heaven.  Dress down with a pair of jeans and a basic top, or dress up with some heels! Trench is composed of a faux suede material that offers slight stretch and a relaxed fit.

    Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0195

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Thigh High Snake Print Boots
    Thigh highs don't always have to have a tall heel, and we love that! This pair is designed with an almond toe, a low block heel, and a textured faux leather material that showcases a snake print pattern with reflective scales. Boots include a side zipper that makes them easy to take off and put on, and have an elastic stretch at the leg opening.

    Style Number/Barcode: 07402-0043

    Category Name: 2026 Fall Outfit Trends

    Price: $25.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tie Waist Cargo Style Denim Joggers
    A new take on cargo style joggers! This denim pair features a high rise waist with an elastic banded back, a tie front belt, a front button and hidden zipper closure, front pockets, two large side pockets halfway down the leg, and cute ankle ties. The jean fabric offers moderate stretch and a relaxed fit.

    Style Number/Barcode: 06602-0039

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flawless Vibes Smooth Knit Long Sleeve Bodysuit

    Give off flawless vibes with this effortlessly chic smooth knit bodysuit! It features a square neckline, long fitted sleeves, a thong-cut bottom with a snap button closure, and a form-hugging fit for a snatched look. The ribbed smooth knit fabric offers plenty of stretch for ultra-comfortable wear. Style this bodysuit with a cargo mini skirt and ankle booties!

    Fit & Features

    • Square neckline
    • Long fitted sleeves
    • Thong-cut bottom, dual snap button closure
    • Form-hugging fit
    • Ribbed smooth knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1697

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Knit Sleeve Camo Jacket

    Just because you are keeping it casual doesn't mean you have to compromise your style! This chill fall jacket is designed with sweater sleeves, hood, and a cotton like camo bodice. Jacket has the traditional side pockets, and metal functioning buttons down the center.

    Model is 5'8" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

     

    Style Number/Barcode: 06204-0162

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • On Trend Faux Fur Cow Print Jacket

    Stay on trend this season with a jacket that is perf for those layered looks! The jacket features a cow print, a collared neckline, long sleeves with snap button closure at cuff, multi-snap button front closure, two chest faux pockets, and a cropped hem. The jacket is composed of a lined faux fur fabric that offers a relaxed fit with minimal stretch. Complete look with a bodysuit and distressed jeans. 

    Fit & Features

    • Cow print
    • Collared neckline
    • Long sleeves, snap button closure at cuff
    • Multi-snap button front closure
    • Two faux chest pockets
    • Cropped hem, hidden side pockets
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06201-0208

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance