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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A Chic Moment Tie Front Trench Coat
Have a major chic moment in this stylish trench coat! It features a classic lapel collar and a mid-length tapered fit. Keep it open or tie it in the front to snatch your waist. Pair with a mock neck sweater and heeled booties.
Fit & Features
- Lapel collar
- Long sleeves
- Tie front belt
- Front pockets
- Mid-length fit
- Polyester woven fabric
Style Number/Barcode: 06204-0395
Category Name: 2026 Fall Outfit Trends
Price: $29.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Fab In Fringe Crop Top
You'll look so fab in fringe in this mesh tie front crop top bb! Perfect for festival season, your 'fit will be one to remember.
Fit & Features
- Long fitted sleeves | Cascading fringe
- Tie front
- Cropped
- Sheer mesh fabric | Unlined
- Plenty of stretch
Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06202-0067
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Purrfect Look Leopard Print Top
Get a purrfect look in this sassy chic leopard print top! Pair with some high rise black denim shorts and strappy mules and get ready to go to happy hour with your girls!
Fit & Features
- Long cuffed billowy sleeves
- Deep V neckline
- Tie front detail
- Cropped
- All over leopard print
- Wool dobby woven fabric
Style Number/Barcode: 06204-0389
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Hustlin' Diamond Tee
This tee is for all the hustlin' girls out there being total boss babes!
Fit & Features
- Crew neckline
- Short sleeves
- Mid-length hem
- Center "Hustlin'" script with diamond graphics
- Cotton fabric | Moderate stretch
Style Number/Barcode: 06002-0356
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lace Be Real Bodysuit
Let's be real - this lace bodysuit is a must for you, babe! Create some sultry appeal for your night out in this bodysuit that simply irresistible. The bodysuit features a gorgeous lace bodice with a sweetheart neckline, a sexy sheer back, and a thong bottom with a dual snap button closure. Complete look with a high waist skirt and mules.
Fit & Features
- Adjustable spaghetti straps
- Sweetheart neckline, lace trim
- Sheer lace back
- Lined lace front
- Thong bottom, dual snap button closures
- Moderate stretch
Style Number/Barcode: 06001-2255
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Roseanne One-Shoulder Satin Dress
Special Occasion
Captivate with elegance in this one-shoulder long satin dress, ideal for your next formal soiree, prom, or black-tie wedding. The luxurious stretch satin contours around the waist, revealing an alluring front-wrap design that showcases the legs, allowing you to walk and move with ease. The asymmetrical neckline serves as a sleek backdrop, perfect for highlighting a trendy choker necklace or bold chandelier earrings.
Fit & Features
- One-shoulder neckline, spaghetti strap
- Ruched side seam
- Wrap-front design, asymmetrical side slit
- Floor-length, form-fitting silhouette
- Satin fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-0813
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Destruction High Rise Boyfriend Jeans
Start off a fire 'fit with these trendy boyfriend jeans! They feature a high rise waist, a traditional five-pocket and belt loop design, distressed detailing, and straight pant legs with an ankle cut hem. Style these jeans with a cute crop top and strappy heels.
Fit & Features
- High rise waist
- Traditional five-pocket and belt loop design
- Front button and hidden zipper closure
- Distressed detailing
- Straight pant legs with an ankle cut hem
- Denim fabric with minimal stretch
Style Number/Barcode: 06602-0068
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Kiss Kiss Flocked Lips Mesh Top
Kiss kiss cutie~ This mock neck mesh top is the perfect piece to put together with a high waist skirt! Get ur look together and go meet your galentines day cuties for a drink!
Fit & Features
- Mock neckline
- Long sleeves
- Mesh material
- Flocked kissing lips embellishment
- Moderate stretch
- Mid length hemline
- Sheer
Style Number/Barcode: 06001-2249
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Gianna Formal Glitter Skater Dress
Special Occasion
Gianna glows and commands the room with her iridescent glitter and her skater silhouette is perfect for dancing the night away! Pair her with chrome heels and your fav highlight for a captivating glow!
Fit & Features
- Plunging V-Neckline
- Spaghetti Straps | Cross Back Design
- Hidden Side Pockets
- Lined Glitter Woven Fabric
- Skater Silhouette
- Form Hugging Fit
- Slight Stretch
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05101-0568
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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OK Bombshell Satin Mini Dress
We see you! Wrap yourself up in trendy satin and work your magic in this bomb dress!
Fits & Features
- Spaghetti Strap
- Square Neckline I Vertical Darts At The Bust
- Mini Length Silhouette I Ruching At The Side With Self Tie
- Satin-Like Fabric I Fully Lined I Shiny Finish
- Curve Hugging Fit I Moderate Stretch
- Zipper Not Included
Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 05101-0717
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Little Details Faux Leather Booties
It's all in the details when it comes to these faux leather booties! Pair them with a pair of black skinny jeans and leather jacket!
- Pointed toe
- Faux leather
- Ankle fit
- Clear low heel
- Inner zipper closure
Style Number/Barcode: 07403-0252
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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It's Not You Long Sleeve Crop Top
Let them down easy with the classic "It's not you" its me line. Pair this cute graphic cropped top with your fav high waist pants and some combat boots, or dress up with a faux leather skirt and your fav booties!
Fit & Features
- Crew neckline
- Long sleeves
- Ribbed cotton like material
- "It's Not You" with a rose graphic
- Moderate stretch
Style Number/Barcode: 06002-0353
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sunday Funday Faux Suede Heel
Take some time this weekend for a Sunday fun-day because girl we know you deserve it! And really whether it's Sunday, or not, these booties feel good any day of the week!
- Point toe
- Skinny square heel
- Faux suede
- Side zipper
- Ankle fit
- Soft knit inner lining
Style Number/Barcode: 07403-0128
Category Name: 2026 Fall Outfit Trends
Price: $24.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Off The Shoulder Cozy Knit Sweater
Cozy knits are all you need this fall season! This off the shoulder sweater features long dolman style sleeves and a mid-length, relaxed and comfortable fit. The fuzzy knit fabric offers moderate stretch.
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06005-0487
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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50/50 Rocker Vibes Graphic Tee
Get major rocker girl vibes with this 50/50 graphic tee! Pair with some distressed denim and white booties for an instant edgy chic look.
Fit & Features
- Crew neckline
- Short sleeves
- 50/50 center graphics
- Slashed detailing
- Raw cut cropped hem
- Cotton blend fabric | Moderate stretch
Style Number/Barcode: 06002-0349
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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Read All About It Crop Top
You're so extra, everyone will come to you for style advice in this trendy crop top.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Ruched sides with drawstrings
- Cropped
- All over newspaper print
- Sheer mesh fabric | Plenty of stretch
Style Number/Barcode: 06001-2213
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Faux Leather Lace Inset Mini Skirt
Add a sexy edge to your look with this lace inset faux leather mini! Pair with a trendy animal print bustier and werk it babe!
Fit & Features
- High rise waist
- Back zipper closure
- Side lace inset
- Short, curve hugging fit
- Faux leather fabric | Moderate stretch
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06401-0154
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ready To Ruche Mini Dress
Get ready to style it up in this adorable ruched mini dress! It features spaghetti straps with a flattering square neckline, front ruched detailing with a tie at the hem, and a mini-length, curve-hugging fit. Pair this dress with some clear slide-on mules and a chic clutch for the perf night-out look.
Fit & Features
- Spaghetti straps, square neckline
- Dart seam detailing
- Back zipper closure
- High waist seam
- Side ruched detailing with tie at the hem
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-3951
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rock It Hun Platform Lug Boots
Hun you are ready to rock a pair of platform boots! Style with nylons and a high waist skirt and you are edge and fierce and taking on the day!
- Almond toe
- Elastic stretch ankle
- Inner zipper closure
- Platform lug sole
- Tall heel
- Faux leather
Style Number/Barcode: 07403-0241
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Smocked Long Sleeve Floral Surplice Gauze Top
Wrap yourself in a smocked floral top. This naturally-inspired top features a gorge floral print, a plunging surplice neckline, long sleeves with elastic cuff, and a smocked bodice with a subtly ruffled hem. The top is composed of a lightweight gauze fabric that offers a relaxed fit with slight stretch. Complete your gorge look with high waist denim jeans and cork wedges.
Fit & Features
- Plunging surplice v-neckline
- Long sleeves with elastic cuff
- Floral print
- Smocked bodice with ruffled hem
- Lightweight gauze fabric
- Relaxed fit with a slight stretch
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 06003-0597
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Caged In Style Block Heeled Booties
Get caged in an edgy, chic style with these must have block heeled booties!
- Peep toe
- Caged design with cut out detailing
- Open back
- Adjustable ankle strap
- Block heel
- Faux suede material | Faux leather insole lining
Style Number/Barcode: 07403-0243
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sequin Snake Print Crop Top
Sequins and snake print, could this crop top get any trendier?! Pair with the matching mini skirt to complete the look!
Shop Matching Skirt: Sequin Snake Print Mini Skirt
Fit & Features
- Bungee spaghetti straps
- Square neckline
- Cropped
- All over sequins
- Snake print
- Knit fabric with a front knit lining | Moderate stretch
Style Number/Barcode: 06001-2205
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Snake Things Up Wrap Mini Skirt
Shake your everyday look by adding a statement snake print to your neutral palette!
Fits & Features
- High Rise, Elastic Waist
- Decorative Side Tie
- Asymmetrical Wrap Front
- Form-Hugging Fit
- Knit Fabric With All Over Snake Print
- Moderate Stretch
Style Number/Barcode: 06501-0180
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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All Things Femme Faux Suede Booties
Keep it femme and romantic with a touch of edge when you style these point toe booties with your cut off denim!
- Ankle fit
- Pointed toe
- Block heel
- Inner zipper closure
- Silver hardware
- Faux suede
Style Number/Barcode: 07403-0236
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance