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.
Now Trending
STYLE SPOTLIGHT
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.
-
West Side Shine Rhinestone Buckle Platform Booties
Add some shine to your edgy fit in these platform booties! They feature an almond toe, block heel, side zipper, lace-up front, and rhinestone buckle straps, and a faux zipper. Complete the look in a crop denim jacket.
Fit & Features
- Almond toe, block heel
- Lace-up front, platform sole
- Rhinestone buckle straps, faux zipper
- Side zipper closure
- Nubuck material
- Runs true to size
Style Number/Barcode: 07403-1332
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
All The Drama Platform Booties
You'll bring all the drama in these chic platform booties. They feature an above the ankle fit, an almond-shaped toe, a trendy lace-up design, a tall platform, and a block heel. Complete the look with sleek hoop earrings.
Fit & Features
- Above the ankle fit
- Almond-shaped toe
- Lace-up front design
- Platform
- Block heel
- Faux nubuck material
- Runs true to size
Style Number/Barcode: 07403-1333
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Trendy Chelsea Lug Sole Booties
The classic Chelsea bootie in a trendy lug sole! This bootie features a round toe design, block heel, and elasticized inserts for easy on/off styling on a faux suede material. Complete your edgy-chic look with distressed jeans.
Fit & Features
- Round-toe design
- Block heel
- Elasticized inserts for easy on/off styling
- Lug sole
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1338
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Oh So Trendy Lug Sole Booties
You'll be oh so trendy in this pair of faux leather booties! They feature a lug sole, gore inserts, and a block heel. Tuck them into your favorite denim and sweater for a casual everyday look.
Fit & Features
- Faux leather
- Lug sole
- Gole side inserts
- Block heel
- Fits true to size
Style Number/Barcode: 07403-1335
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Everyday Style Faux Leather Booties
Stay on the trends with your everyday style in this pair of faux leather booties! They feature a lug sole, an almond toe, and a block heel. Wear them with a romper and a crossbody for a day at the mall with the girls.
Fit & Features
- Almond toe
- Block heel
- Lug sole
- Fits true to size
Style Number/Barcode: 07403-1334
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
On The Edge Trendy Lug Sole Bootie
Take your style to the edge in this lug sole bootie featuring a round toe, block heel, on faux leather material. It features elasticized inserts for easy on/off styling. Complete your look with a trench coat and jeans.
Fit & Features
- Round toe
- Block heel
- Elasticized side inserts for easy on/off styling
- Lug sole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1337
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Get Low Chained Low Block Heels
Hypnotize them all instantly in this pair of low block heels! They feature chain accents, a block heel, and a buckled ankle strap. Wear them with a jumpsuit for a classy night-out look.
Fit & Features
- Low block heel
- Chain accent
- Buckled ankle strap
- Fits true to size
Style Number/Barcode: 07401-3412
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Drive Them Wild Surplice Jumpsuit
You'll be sure to drive them all wild with this super flattering jumpsuit! It features a surplice front, ankle ties, and dual crisscross straps. Wear it with delicate jewelry and metallic heels for a chic day-to-night look.
Fit & Features
- Surplice front
- Ankle ties
- Thin spaghetti straps
- Crisscross back straps
- Fits true to size
Style Number/Barcode: 06502-0692
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
So Chic Braided Faux Leather Stiletto Heels
Keep it so chic with heels that give your look that fab touch! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a braided strap over the toe, and a stiletto heel. The heels are composed of a faux leather material. Complete look with a mini ruffled dress.
Fit & Features
- Closed-back
- Adjustable ankle strap
- Open square toe
- Braided strap over the toe
- Stiletto heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-3414
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Uptown Girl Faux Suede Pointed Toe Booties
Live it up in the city wearing these faux suede pointed-toe booties! They feature a side zipper closure and a sturdy block heel. Style with a plaid jacket and jeans.
Fit & Feature
- Pointed toe
- Side zipper closure
- Sturdy block heel
- Above the ankle length
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1331
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Glam City Rhinestone Cabby Hat
Get glam in the city wearing this cabby hat featuring a rhinestone band, faux leather brim, and a traditional cabby design. Complete the look with sparkly hoops and a jacket.
Fit & Features
- Rhinestone band
- Faux leather brim
- Traditional cabby design
Style Number/Barcode: 07302-0375
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sweet And Sassy Chiffon Mini Dress
Sweet and sassy will be your go-to style in this adorable chiffon mini dress. It features a sweetheart neckline, a tie-front detail at the bust, long sheer bishop sleeves, a stretchy smocked back design, a short, form-hugging silhouette, and an all-over leopard print pattern. Complete the outfit with clear mules and a trendy shoulder bag.
Fit & Features
- Sweetheart neckline
- Tie-front detail at the bust
- Long sheer bishop sleeves, elastic cinched hems
- Stretchy smocked back design
- High waist seam, mini-length, form-fitting silhouette
- Sheer chiffon fabric, knit lining, leopard print
- Runs true to size
Style Number/Barcode: 05101-1267
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
New Heights Chiffon Cutout Maxi Dress
Take your look to new heights in a maxi dress that slays your look! The dress features a plunging V-neckline with padded cups, a large O-Ring at the center of the bodice, dual cutouts at the waist, long sleeves with elastic cuff, a double-row of tie-back ties, and a flowy A-line silhouette with a high side slit. The dress is composed of a lined chiffon fabric that offers a minimal stretch. Complete look with wedges and a snake charm necklace.
Fit & Features
- V-neckline, padded cups
- O-Ring, dual waist cutouts
- Long sleeves with elastic cuff
- Double-row of tie-back ties
- A-line silhouette, high side slit
- Lined chiffon fabric, mini skirt length knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 05101-1265
Category Name: 2026 Fall Outfit Trends
Price: $26.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Alluringly Chic Tie-Front Top
Style up this tie-front top for an alluringly chic look! It features long fitted sleeves, a V-neckline, a cute tie-front, and a cropped, form-hugging fit. The sheer mesh fabric has an all-over velvet burnout floral pattern for major fall vibes. Layer this top over a basic bodysuit and complete the look with a faux leather mini skirt.
Fit & Features
- Long fitted sleeves
- V-neckline
- Tie-front
- Cropped, form-hugging fit
- Sheer mesh fabric, velvet burnout floral pattern
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0247
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Back To Basics Lace Up Ribbed Knit Top
Bring it back to basics with a knit top that is perfect for your everyday glam! The top features a mock neck, short sleeves, dual lace-ups at the sides, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist jeans.
Fit & Features
- Mock neck
- Short sleeves
- Dual lace-ups
- Cropped hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-0991
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Daring Chic Cutout Mini Dress
Dare to go bold with a dress that is anything but basic! The dress features a collared neckline, a multi-button down front, long sleeves, dual waist cutouts, 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 clear heels and a crossbody.Fit & Features
- Collared neckline
- Multi-button down front
- Long sleeves
- Dual waist cutouts
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05102-4276
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Britt Off-The-Shoulder Chiffon Formal Dress
Special Occasion
Effortlessly chic, the Britt off-the-shoulder chiffon formal dress will create a gorgeous flowy A-line silhouette. She features a wrap-front V-neckline, long sheer bishop sleeves, a high-rise elastic banded waist with a tie-front accent, and a floor-length relaxed fit with a high side slit. The sheer chiffon fabric has a mini-length knit lining. Style this dress with block heels.
Fit & Features
- Off-the-shoulder design, elastic banded back
- Wrap-front V-neckline
- Long sheer bishop sleeves, elastic cinched hems
- High-rise elastic banded waist, tie-front
- Floor-length A-line silhouette, side slit
- Sheer chiffon fabric, mini-length knit lining
- Runs true to size
Style Number/Barcode: 05002-1759
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
In The Zone Lace Up Stiletto Heels
Lace up in heels that get you into that stylish zone, babe! The heels feature an open back, lace-up straps, an open square toe with toe loop, and a sleek stiletto heel. The heels are composed of a faux patent leather material. Complete look with a faux leather mini skirt and crop top.
Fit & Features
- Open back
- Lace-up straps
- Open square toe, toe loop
- Stiletto heel
- Faux patent leather material
- Runs true to size
Style Number/Barcode: 07401-3399
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Major Glam Faux Leather Belt
Bring major glam to your fit' with a belt that slays! The belt features a mini-double O-ring design, a faux leather band, and an adjustable metal rectangular-shaped buckle. Complete look with high waist jeans and a sweater.
Fit & Features
- Mini double O-ring design
- Faux leather band
- Metal rectangular-shaped buckle
- Adjustable
Style Number/Barcode: 07301-0375
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Cross Charm Linear Drop Earrings
These dainty linear charm earrings will give your 'fits a trendy glam vibe! They feature a chain-link drop design with two sleek cross charms. Style these earrings with a cute ring set.
Fit & Features
- Dainty chain-link drop design
- Two cross charms
- Fish hook closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0997
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Charm Them All Layered Necklace
Charm them all with your sweet style with this layered embellished necklace. It features four layers including a dainty snake chain, a chain with a mini rhinestone drop design, and two chains with rhinestone adorned butterfly charms. Pair this necklace with simple stud earrings.
Fit & Features
- Four-row layered design
- Snake chain
- Mini rhinestone drop design
- Rhinestone butterfly charms
- Adjustable chain, lobster clasp closure
Style Number/Barcode: 07002-0947
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chic Strut Faux Leather Block Heels
Strut it out in chic heels that make each step a stylish one! The heels feature an open back, an adjustable ankle strap, an open almond toe with a strap over the toe, a wide platform, and a block heel. The heels are composed of a faux patent leather material. Complete look with a bodycon and crossbody.
Fit & Features
- Open back
- Adjustable ankle strap
- Open almond toe, strap over toe
- Wide platform
- Block heel
- Faux patent leather material
- Runs true to size
Style Number/Barcode: 07401-3403
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Stylish Necessities Belt Pack
Dress up your everyday look with this stylish belt pack. It features three faux leather belts in black, cognac, and ivory hues with center double f-shaped buckles. Accessorize with your fave skinny jeans.
Fit & Features
- Three faux leather belts
- Black, cognac, ivory hues
- Double f-shaped buckle
Style Number/Barcode: 07301-0376
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Keeping Knit Cozy Basic Duster
Lay on basics with this fab duster that can take you from lounging to coffee runs. The duster features a draped open front, long sleeves, and a flowy long length. The duster is composed of a ribbed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching crop top and chunky sneakers.
Shop Matching Top: Keeping Knit Basic Crop Top
Fit & Features
- Draped open front
- Long sleeves
- Long length
- Ribbed knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0241
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale