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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Taylor High Rise Distressed Skinny Jeans By Windsor Denim
Do your curves a favor and slip into the Taylor jeans by Windsor Denim! She flatters your figure in a classic high-rise waist, skinny-leg design, and ankle-length hem with light distressed accents on the dark wash denim fabric with color fading for the perfect vintage look and feel. Style with a flirty corset, blazer, and heels for date night.
Fit & Features
- High-rise waist
- Skinny-leg, ankle-length hem
- Light distressed accents
- Front button and hidden zipper closure
- Five-pocket styling, belt loop accents
- Dark wash denim, color fading, moderate stretch
- Runs true to size
Style Number/Barcode: 06602-0360
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Elevated Chic Turtleneck Sweater Tank
Elevated and chic, this sleeveless sweater tank will level up your looks. It features a turtleneck with a fold-over design, open sides with tie accents, and a mid-length, fitted silhouette. Style with high-rise jeans and mules.
Fit & Features
- Turtleneck, fold-over design
- Open sides, tie accents
- Mid-length hem, fitted silhouette
- Sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1120
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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Boho Beauty Tie-Front Crop Top
You'll be a beautiful site in this boho crop top for festival season and concerts! It features long bell sleeves, an open front design with tie-front closure, and a cropped ruffle hem. The top is composed of a boho multi-print woven fabric with lining and no stretch. Complete the look in a faux suede skirt.
Fit & Features
- Long bell sleeves
- Open front design
- Tie-front closure
- Cropped ruffle hem
- Boho multi-print
- Lined woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1418
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ultimate Glitz Rhinestone Western Buckle Belt
Showcase ultimate glitz and glamour with this rhinestone western buckle belt. It features a large western-style buckle and all-over rhinestone embellishments on faux leather material for that fabulous sparkle. Style with the matching western boots for a night out bar-hopping!
Shop Matching Boots: Western Flair Rhinestone Flame Faux Leather Boots
Fit & Features
- Large western-style buckle
- All-over rhinestone embellishments
- Faux leather material
- Adjustable fit
Style Number/Barcode: 07301-0680
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Send My Love Velvet Off-The-Shoulder Bustier
Send your love to every admirer looking completely smitten in this velvet off-the-shoulder bustier top! Sheer-fitted long sleeves, adjustable spaghetti straps, and a sweetheart neckline create a flattering silhouette, while the ruched and padded bust, hook and eye closures, and cropped hem make this piece comfortable and stylish. The burnout velvet pattern will add a touch of glamour to any occasion. Complete the look in sleek faux leather pants.
Fit & Features
- Off-the-shoulder, sweetheart neckline
- Adjustable spaghetti straps, ruched and padded bust
- Sheer fitted long sleeves
- Front hidden hook and eye closures
- Cropped hem
- Burnout velvet pattern, mesh fabric, sewn-in knit lining
- Runs true to size
Style Number/Barcode: 06001-4989
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basically Beautiful Crop Top
You're so beautiful, you only need a basic piece! This crop top features a crew neckline, long fitted sleeves, and a merrow edge trim. The top is composed of a ribbed knit fabric with plenty of stretch.Style Number/Barcode: 06002-0256
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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Thigh High Peep Toe Stiletto Boots
Peep this pair hottie! This pair of thigh high boots are designed with a slip on form fit, a peep pointed toe, and a skinny stiletto heel. They are composed of a nylon material that offers a little bit of stretch.Style Number/Barcode: 07402-0087
Category Name: 2026 Fall Outfit Trends
Price: $28.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Liliana Ruched Knit Formal Dress
Special Occasion
Make bold style moves in the Liliana long knit formal dress! She features a sleeveless cowl neckline, spaghetti straps that lead to a cross-back, lace-up design, a high waist seam, ruched side seams, and a curve-hugging, floor-length hem with an asymmetrical high side slit. The long dress is composed of a smooth stretchy knit fabric for comfortable wear. Complete the look with sleek stilettos.
Fit & Features
- Sleeveless cowl neckline, spaghetti straps
- Open back, cross-back straps, lace-up strappy design
- High waist seam, ruched side seams
- Fitted floor-length hem, asymmetrical side slit
- Stretchy knit fabric
- Form-hugging fit, moderate stretch
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-7133
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Triple Row Layered Coin Charm Necklace
Third time's the charm in this necklace that is the perfect detail for your brunch outfit. The necklace features a triple-row layered design and a flat coin charm. Complete look with a fab ruffled jumpsuit and open-toe mules.
Fit & Features
- Triple-layered design
- Flat coin charm
- Lobster clasp closure
Style Number/Barcode: 07002-0518
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Suede High Top Zipped Sneakers
Zip up in these sneakers to create casually cute looks! The sneakers feature a high top, an inner zipper closure, an almond toe, and composed of faux microsuede material. Complete your look with cuffed mom jeans and a chunky cable knit sweater.
Fit & Features
- High top
- Inner zipper closure
- Almond toe
- Pull tabs at the ankle
- Faux microsuede material
Style Number/Barcode: 07407-0152
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Floral Passion Surplice Chiffon Bodysuit
Show your floral passion in a bodysuit that brings the charm. The bodysuit features a surplice neckline, a gorgeous floral print, and a partially open back with a tie strap accent a the nape of the neck. The bodysuit is composed of an airy chiffon fabric that offers a relaxed fit with minimal stretch. Complete your outfit with high waist jeans and mules.
Fit & Features
- Surplice neckline
- Long sleeves
- Floral print
- Partially open back with tie strap accent
- Unlined chiffon fabric
- Contrast thong bottom
- Relaxed fit, minimal stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-1026
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Denim Diva Over The Knee Block Heeled Boots
Have a major diva moment in these trendy denim over the knee boots! They feature distressed detailing down the front, a tie back detail, and a sturdy block heel. Pair these with a little black dress to let the boots be the statement at your next party.
Fit & Features
- Over the knee design
- Almond toe
- Inner zipper closure
- Block heel
- Washed out destructed detailing down the front
- Tie back accent
- Denim material
Style Number/Barcode: 07402-0201
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Chill In Chenille Cropped Sweater
Keep it chill in this adorable chenille cropped sweater! It features a flattering V neckline with dolman style sleeves and a relaxed fit. Pair this cute top with high waist distressed denim and heeled booties for that perfect fall 'fit.
Fit & Features
- V neckline
- Long dolman style sleeves
- Cropped, relaxed fit
- Soft chenille fabric
Style Number/Barcode: 06005-0708
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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French Terry Knit Shorts
Keep it sporty and chic in these trendy french terry knit shorts! They feature a high rise banded waist with a mid-thigh length, relaxed and comfortable fit. Pair these shorts with a basic cropped cami and chunky sneaks for a look you can take from lounging to hanging with the squad.
Fit & Features
- High rise banded waist
- Slanted front pockets
- Mid-thigh length relaxed fit
- French terry knit fabric
Style Number/Barcode: 06503-0198
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Sleek Quilted Square Toe Mules
Keep it sleek in these chic mules, a perfect option to elevate your everyday 'fit. They feature an on-trend square toe, a wide strap with a quilted design, an open back, and a block heel. Pair these mules with mom jeans and a cute crop top.
Fit & Features
- Square toe
- Wide strap
- Quilted design
- Open back
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-2828
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Chic High Waist Plaid Pants
Channel a preppy look with pants that take your look to the next level! The pants feature a plaid print, an elastic high-rise waist, and a straight leg fit. The pants are composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and booties.
Fit & Features
- Plaid print
- Elastic high rise waist
- Straight leg
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0679
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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: 07401-3398
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Essential Low Heel Booties
These low heel booties are a chic essential for your everyday winter outfits! They feature a pointed toe, elastic gore detailing to provide stretch, an ankle-high design, and a low stacked block heel for comfortable wear. Style these booties with a cute and cozy plaid scarf.
Fit & Features
- Pointed toe
- Elastic gore detailing
- Ankle-high design
- Low stacked block heel
- Faux microsuede material
- Runs true to size
Style Number/Barcode: 07403-1382
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Slinky Knit Wrap Front Top
The perf dressy top to take you from the office to happy hour. It features bishop long sleeves, a plunge V-neckline, and a wrap-style bodice, with tie-front detail along the cropped hem. Complete your look with high-rise pants and heels.
Fit & Features
- Bishop long sleeves
- Plunge V-neckline
- Wrap-style bodice
- Tie-front detail, crop hem
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 06001-4708
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Floral Mesh Bustier
Flirty and fresh, you'll be falling for this floral bustier perfect for dressing up any outfit. It features peasant long sleeves, a sweetheart neckline, a padded and ruched bust, and a fitted, cropped hem on partially lined sheer mesh fabric. Complete your cute look in new denim jeans.
Fit & Features
- Peasant long sheer sleeves, elastic cinched hems
- Sweetheart neckline, padded and ruched bust
- Fitted, cropped hem
- Floral print
- Sheer mesh fabric, partial knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-4359
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Charming Chic Snake Print Blouse
Showcase charming chic vibes in this trendy snake print blouse! It features an elasticized off-the-shoulder neckline, long sheer billowy sleeves with cinched hems, and a mid-length elasticized hem. The lined chiffon fabric features an all-over snake print pattern with a metallic lurex thread woven throughout for a hint of shine. Style with faux leather pants and booties.
Fit & Features
- Elasticized off-the-shoulder neckline
- Long sheer bishop sleeves, elastic cinched hems
- Mid-length elasticized hem
- Sheer chiffon fabric, full knit lining, minimal stretch
- Snake print pattern, metallic lurex thread woven throughout fabric
- Runs true to size
Style Number/Barcode: 06003-1979
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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Codi High-Rise Dad Jeans by Windsor Denim
Your best silhouette yet is to be experienced in the Codi dad jeans by Windsor Denim! They feature a flattering ultra-high-rise waist, a slim hip-hugging fit, front distressed accents for a trendy look, and split sides along the hem. The dad jeans are crafted from a premium medium wash denim fabric with a color fading and slight stretch. Complete the look in a sleeveless bodysuit for a casual backyard dinner!
Fit & Features
- Ultra high-rise waist
- Slim curve-hugging fit, dad-style leg
- Front distressed accents, split sides along hem
- Front button and hidden zipper closure
- Five-pocket styling, belt loop accents
- Medium wash denim fabric, color fading, slight stretch
- Runs true to size
Style Number/Barcode: 06602-0419
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Attention Please Cargo Mini Skirt
Capture everyone's attention in this trendy cargo mini skirt perf for the new season! It features a high-rise waist with belt loops and dual front snap button closures, large cargo-style side pockets with adjustable straps, dual back pocket flaps, and a mini-length hem with a fitted silhouette. Style with the matching cropped jacket for a cool-girl vibe.
Shop Matching Top: Attention Please Cargo Cropped Jacket
Fit & Features
- High-rise waist, belt loops
- Dual front snap button closures
- Large cargo-style side pockets, strap details
- Dual back pocket flaps
- Mini-length hem, fitted silhouette
- Cargo twill fabric
- Runs true to size
Style Number/Barcode: 06301-0170
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Check It Out Gingham Plaid Mini Dress
Make a statement in this gingham plaid mini dress! The square neckline and spaghetti straps make it the perfect dress for flaunting your curves, while the bodycon silhouette and mini-length hem radiate confidence. Complete the look by layering a long sleeve top for a preppy vibe!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Bodycon silhouette
- Mini-length hem
- Gingham plaid print
- Texture knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5243
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale