2026 Fall Outfit Trends
From sweater dresses to pleated mini skirts with tights, these fall outfit ideas are made to mix, match, and layer on repeat. Try a sweeping maxi skirt with a belted jacket for a modern boho look, or layer a tie-front cardigan over your go-to mini with hosiery and boots for a polished finish. Add a statement sweater or bomber jacket to pull any look together. Rich tones like brown, burgundy, tan, and black keep every outfit sleek and autumn-ready.
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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.
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The Essential Sweater Dress
Fall back on this essential sweater dress this season! It features a crew neck, long sleeves with ribbed cuffs and a midi length silhouette that pairs perfectly with booties! Dress is composed of a sweater knit fabric that offers a relaxed fit with a moderate stretch.Style Number/Barcode: 06005-0358
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Buckled Up Denim Square Toe Block Heels
Channel retro babe vibes in this pair of block heels! They're designed with an open square toe, fun buckle detail and denim fabrication. Wear them with a jumpsuit to dance the night away.
Fit & Features
- Open square toe
- Block heel
- U-shaped buckle accent
- Denim material
- Runs true to size
Style Number/Barcode: 07401-2792
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Classy Closed Toe Block Pumps
Get ready to stay classy all day long in this pair of block pumps! They feature a point closed toe, a block heel, and a buckle mid strap. Wear them with a pencil skirt and a button-down for a work-ready look.
Fit & Features
- Block heel
- Pointed toe
- Buckled strap
- Runs true to size
Style Number/Barcode: 07401-3561
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Business As Usual Ponte Blazer
Create your best workwear fit yet layering on this chic Ponte blazer featuring three-quarter-length roll cuff sleeves, shoulder pads, a lapel collar neckline, an open-front design, faux front pockets, and a hip-length hem. Complete the look in a sleek layered necklace and heels.
Fit & Features
- Three-quarter-length roll cuff sleeves, shoulder pads
- Lapel collar neckline
- Open-front design
- Faux front pockets
- Hip-length hem
- Ponte knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0336
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitter Mesh Knit Bolero
Top your formal or cocktail look by layering on this glitter mesh knit bolero featuring long sleeves, an open-front design, and an ultra-cropped hem. Style with strappy block heels for a dressy occasion.
Fit & Features
- Long sleeves
- Open-front design
- Ultra-cropped hem
- Glitter mesh knit fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06202-0344
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Good For You Sweater Maxi Dress
Cause you like looking good for yourself! This sweater maxi dress is the perfect staple for your seasonal closet. It features long sleeves, a collared v-neckline, a form-hugging silhouette, and a flirty front cutout slit. Style with booties for an afternoon lunch.
Fit & Features
- Long sleeves
- Collared v-neckline
- Form-hugging silhouette
- Front cutout slit
- Maxi-length hem
- Ribbed knit fabric
- Fits true to size
Style Number/Barcode: 06005-1482
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simple And Elevated Snake Chain Necklace
Simple and elevated, this snake chain necklace is so chic. It features a thin and flat snake chain with a collar-length design. Includes a back adjustable chain with a lobster clasp closure. Style with classic hoop earrings for everyday glamour.
Fit & Features
- Thin and flat snake chain
- Collar-length design
- Back adjustable chain, lobster clasp closure
Style Number/Barcode: 07002-1598
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Thin and flat snake chain
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Lasting Impression Rhinestone Charm Lariat Necklace
Make a lasting impression with this beautiful lariat necklace. Crafted of a dainty chain with three dazzling rhinestone heart, oval, and teardrop charms, it's perfect for any occasion and the accessory you'll treasure forever! Complete the look in platform heels for a semi-formal event!
Fit & Features
- Dainty chain
- Rhinestone heart charm
- Rhinestone oval charm
- Rhinestone teardrop charm
- Back adjustable chain, lobster clasp closure
Style Number/Barcode: 07002-1580
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Loves Me Velvet Floral Midi Skirt
With this midi skirt, you won't be asking yourself if they love you not! It features a high-rise waist, bodycon silhouette, and a sultry velvet floral burnout pattern with a sewn-in knit lining. Complete the look with the matching top for a date!
Shop Matching Top: Loves Me Velvet Floral Strapless Crop Top
Fit & Features
- High-rise elastic banded waist
- Bodycon silhouette
- Midi-length hem
- Velvet floral burnout pattern
- Sewn-in knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0888
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- High-rise elastic banded waist
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Glitzy Chic Cropped Rhinestone Halter Top
Have a major glitzy chic moment in this mesh crop top embellished with all-over rhinestones for a stunning shine. The top features a sleeveless halter neckline with a cowl neck bust, halter neck ties, and a form-hugging fit.
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- All-over rhinestone embellishments
- Sleeveless halter neckline, cowl neck bust
- Halter neck ties
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06001-5496
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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On High Tie Waist Pants
Go for lean length in these sleek, ultra-high-rise skinny trousers! Pants feature a banded waist with back zip and tie front and legs that gradually taper. Pants are cut for a slim fit and are made from a heavier-weight woven material with moderate stretch.Style Number/Barcode: 06502-0149
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Classic Cutie Pants
No such thing as a pair of pants too bold! These high rise pants feature a banded waist and break out into a wide leg fit. They're made of a ponte fabric with moderate stretch.Style Number/Barcode: 06502-0118
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Essential Sling Back Block Heels
Add these essential heels as a staple to your wardrobe! They feature an open back with elastic sling back strap, an open toe with single strap accent and a block heel. They are composed of a faux suede material and faux leather insole lining.Style Number/Barcode: 07401-0386
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All The Cozy Vibes Shaggy Cardigan
Elevate your OOTDs with this cute and cozy cardi! It features a crew neckline, an open front with hook and eye closure at the top, and long sleeves. Fully lined and composed of a woven shaggy knit, this sweater offers a relaxed fit with a minimal amount of stretch.
Style Number/Barcode: 06201-0024
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cabin Trip Faux Suede Jacket
We are having a vision of you on a winter vacay, at the cabin, sippin' hot cocoa, and keeping it cute and cozy in the snow with a toasty sherpa suede coat!
Fit & Features
- Faux suede
- Dramatic collar
- Sherpa lining
- Knit ribbed sleeves
- No pockets
- Mid-length hem
Style Number/Barcode: 06204-0141
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ready To Chill Chenille Sweater
Netflix and chill? or date night with the gals. Either way your go-to sweater works! Designed with a v neckline, long sleeves, and a knotted back. Sweater is composed of a chenille material that is super soft and offers a relaxed fit with moderate stretch.Style Number/Barcode: 06005-0297
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chilly Day Rhinestone and Pom Knit Beanie
Get toasty on a chilly day by adding a beanie to your look! Designed with a traditional vertical ribbed cable knit fabric. Beanie has a traditional fit, dazzling rhinestones throughout, and a cute little faux fur pom pom accent at the top. Complete look with a faux fur jacket!
Fit & Features
- Vertical ribbed cable knit
- Rhinestones
- Faux fur pom pom
Style Number/Barcode: 07302-0233
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Totally Fab Ribbed Mini Dress
Keep your look totally fab in a mini dress that keeps it effortlessly chic! The dress features a sleeveless V-neckline, bungee spaghetti straps, and a mini-length silhouette. The dress is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.
Fit & Features
- Sleeveless V-neckline
- Bungee spaghetti straps
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1050
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cut Of Sultry PU Mini Skirt
Keep it sultry for a night out in this PU mini skirt featuring a sleek high-rise waist with cutout sides and a bodycon silhouette. Complete the look in a crop top and lace-up heels.
Fit & Features
- High-rise waist
- Cutout sides
- Bodycon silhouette
- Mini-length hem
- PU fabric with moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0726
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Teach Me Tonight Crepe Crop Top
Teach everyone the art of sultry in this crepe crop top featuring a strapless neckline with a front cutout and lattice bar inset and flexible boning. Complete the look in the matching skirt and stilettos for drinks and dancing!
Shop The Matching Skirt: Teach Me Tonight Crepe Maxi Skirt
Fit & Features
- Strapless neckline
- Front cutout with lattice bars
- Flexible boning
- Cropped hem
- Lined crepe fabric
- Minimal stretch
- Fits true to size
Style Number/Barcode: 06001-4525
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sultry Style Lace Trim Sheer Stockings
Add a sultry style to your party look with these sexy sheer stockings featuring a thigh-high design with a dainty lace trim at the top. Pair with a mini dress and heels!
Fit & Features
- Thigh-high sheer design
- Lace trim
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0368
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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City Sleek Satin Cargo Joggers
Look sleek in the city wearing these satin cargo joggers to elevate your style! They feature a flattering high-rise waist, hidden side pockets, a relaxed fit, cargo flap pockets with pull tabs, and an elasticized drawstring cuff. Complete the look in a long sleeve crop top for grabbing cocktails and appetizers!
Fit & Features
- High-rise waist, back elasticized band
- Hidden side pockets, cargo flap pockets, pull tabs
- Relaxed fit
- Elasticized drawstring cuff
- Front button and hidden zipper closure, belt loop accents
- Smooth satin fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06402-1360
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Chenille Crop Top
Stay cozy in this must have top! It features a ribbed crew neckline, long sleeves and a high-low cropped hem. Sweater is composed of soft to the touch chenille fabric that offers a relaxed fit with a moderate stretch.
Style Number/Barcode: 06001-1805
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux Leather Biker Shorts
Stand out with these statement shorts! They feature a high rise waist, a mid thigh legth and a faux leather fabric throughout. Shorts offer a form hugging fit.Style Number/Barcode: 06403-0022
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance