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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Wild Gal Patent Faux Patent Leather Combat Boots
Channel those punk rock vibes babe in this pair of combat boots! They're made of faux patent leather with an almond toe, block heel, and lug sole. Wear them with a ripped crop top and distressed denim for an edgy look.
Fit & Features
- Almond toe
- Faux patent leather material
- Lug sole
- Fits true to size
Style Number/Barcode: 07403-1280
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek And Trendy Below-The-Knee Boots
Step up your winter wardrobe with these sleek and trendy below-the-knee boots. They feature a pointed toe, an inner zipper closure, and a block heel. Style these boots with a sweater dress and a chic trench.
Fit & Features
- Pointed toe
- Inner zipper closure
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0329
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Just My Type Knee-High Boots
Your outfit of the day isn't complete without these knee-high boots! They feature a pointed toe, block heel, zipper closure, and smooth, faux leather exterior. Perfect for styling with a denim jacket.
Fit & Features
- Pointed toe
- Block heel
- Zipper closure
- Knee-high length
- Smooth faux leather exterior
- Runs true to size
Style Number/Barcode: 07402-0320
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold Babe Lug Sole Faux Suede Boots
Make a bold impression with boots that bring that edgy glam to your look. The boots feature an over-the-knee fit, an almond toe, an inner zipper closure, a textured lug sole, a block heel, and a tie-back accent. The boots are composed of a faux suede material. Complete look with an oversized sweater and dainty rings.
Fit & Features
- Over the knee fit
- Almond toe
- Inner zipper closure
- Textured lug sole
- Block heel
- Tie-back accent
- Faux suede material, runs true to size
Style Number/Barcode: 07402-0302
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Over The Knee Faux Suede Boots
Lace-up in boots that will have you ready to take on the season! The boots feature an over-the-knee fit, a lace-up back, an inner zipper closure, an almond toe, and a low stacked block heel. The boots are composed of a faux suede material. Complete look with a plaid shacket and distressed jeans.
Fit & Features
- Over the knee fit
- Lace-up back
- Inner zipper closure
- Almond toe
- Low stacked block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0303
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Retro Babe Faux Patent Leather Booties
Keep your retro-inspired style going strong in this chic pair of booties! They're made of smooth faux patent leather with a pointed toe and a block heel. Wear them with a sweater dress for a cozy on-trend look.
Fit & Features
- Pointed toe
- Block heel
- Faux patent leather fabrication
- Runs true to size
Style Number/Barcode: 07403-1279
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Chic Plaid Mini Skirt
Keep it preppy with a plaid mini skirt that elevates your look! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length silhouette. The skirt is composed of a lightweight woven fabric that offers a form-hugging fit with minimal stretch. Complete look with the matching cropped blazer.
Shop Matching Blazer: Preppy Chic Plaid Cropped Blazer
Fit & Features
- Plaid print
- High-rise waist
- Mini side slit
- Mini-length
- Lightweight woven fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0331
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fuzzy Feels Faux Fur Hoodie
Get all those warm and fuzzy feels this season with this faux fur hoodie! It features a hood, a complete zip front with gold metal hardware, long sleeves, front pockets, and a faux leather contrast trim. Style this hoodie with combat boots.
Fit & Features
- Hood
- Zip front
- Long sleeves, elastic cinched hems
- Two lined front pockets
- Faux fur fabric, knit lining, faux leather trim
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0255
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bring The Flare Plaid Pants
Bring the flare with pants that are oh so stylish! The pants feature a plaid print, a high-rise waist, and a straight leg with a flared hem. Complete look with a crop top and sling-back heels.
Fit & Features
- High rise waist
- Plaid print
- Straight leg, flared hem
- Side zipper closure
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06302-0239
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish Deets Faux Leather Midi Skirt
You'll fall in love with the stylish details of this sleek faux leather midi skirt! It features a high waist with a trendy front ruched design, a back zipper closure, and a mid-length, curve-hugging silhouette. Pair this skirt with a corset top and strappy heels.
Fit & Features
- High-rise waist
- Front ruched design
- Back zipper and hook and eye closure
- Mid-length, form-fitting silhouette
- Lined faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0452
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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Trendy-Chic Faux Leather Joggers
These trendy-chic faux leather joggers will stylishly elevate your look. They feature a high-rise waist, a hidden front zipper and hook and bar closures, side pockets, cargo-style pockets, a relaxed fit, and a tapered jogger hem. Pair these joggers with a cute crop top and clear heels.
Fit & Features
- High-rise waist, elastic-banded back
- Hidden front zipper, two hook and bar closures, a single button closure
- Side pockets
- Cargo-style side pockets
- Relaxed fit, tapered elastic-banded jogger hem
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06402-0355
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Basic And Chic Lattice Catsuit
Keep it chic with a basic catsuit that is perfect for those lowkey days! The catsuit features a plunging V-neckline, lattice front, short sleeves, and a skinny fit with a tapered hem. Complete look with sneakers.
Fit & Features
- V-neckline
- Lattice front
- Short sleeves
- Skinny leg fit
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0641
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Days Floral Ruffle Corset
Keep your style flirty in this sweet little corset top! It features a floral print, ruffle sweetheart neckline, padded cups with underwire, flexible boning, and adjustable spaghetti straps. Wear it with high-waisted shorts and a crossbody for happy hour with the girls.
Fit & Features
- Sweetheart ruffled neckline
- Padded cups, underwire, flexible boning
- Floral print
- Adjustable spaghetti straps
- Hook and eye back closure
- Lined lightweight woven fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 06003-1465
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fierce And Stunning Chiffon Snake Romper
Channel a fierce look with a romper that nails those chic vibes! The romper features a snake print, a plunging V-neckline with snap button closure, long sleeves with elastic cuff, a tie-waist belt with belt loops, and wide-leg cheeky shorts. The romper is composed of a lined chiffon fabric that offers a form hugging fit with minimal stretch. Complete look with wedges and a lariat necklace.
Fit & Features
- Snake print
- Wrap V-neckline with snap button closure
- Long sleeves, elastic cuff
- Tie-waist belt with belt loops
- Wide leg shorts
- Lined chiffon fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 06403-0178
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Plaid Suspender Mini Skirt
This on-trend suspender mini skirt will give your look a casually chic vibe! It features a plaid print, spaghetti straps, a high waist, a back zipper closure, a stylish side slit, and a mini-length curve-hugging silhouette. Pair this skirt with a cute top and sneakers.
Fit & Features
- Plaid print
- Spaghetti straps
- High waist
- Back zipper closure
- Side slit
- Short, form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-0451
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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Cuddly Classics Rib Knit Sweater
The perfect fall staple is here! This rib-knit sweater features long sleeves, a crew neck, and a relaxed fit silhouette. Complete your look with thigh-high boots.
Fit & Features
- Long sleeves, crew neck
- Relaxed fit silhouette
- RIb knit design
- Soft nylon-blend, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1119
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Nylon Faux Fur Reversible Jacket
Layer on this trendy reversible jacket for a cozy-chic vibe! It features a reversible design with a sleek nylon exterior and a soft faux fur interior. The jacket has a mock neckline, long sleeves, a complete zip front, and an adjustable drawstring hem. Style this jacket over a basic tee with denim for a casual look.
Fit & Features
- Reversible design
- Nylon exterior with thin striped detailing, faux fur interior
- Mock neckline
- Long sleeves, elastic cinched hems
- Complete zip front, adjustable drawstring hem, zippered pockets
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06201-0254
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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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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Side Ties Turtleneck Sweater Top
Your new favorite sweater top for wearing on those brisk autumn days! The sleeveless tank top features a turtleneck, cutout sides with tie closures, and a cropped hem on rib-knit fabric. Complete the look in flare pants and heels.
Fit & Features
- Sleeveless
- Turtleneck
- Cutout sides with tie closures
- Cropped hem
- Sweater rib-knit fabric
- Fits true to size
Style Number/Barcode: 06005-1121
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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New In Town Mid-Rise Distressed Crop Skinny Jeans
Make a stylish first impression in these must-have cropped skinny jeans. They feature a mid-rise waist, a skinny-leg fit, distressed accents, and a color fade effect for the perfect worn-in fit and feel. The denim fabric offers a moderate stretch for comfortable wear. Complete the look in an oversized blazer and sparkly earrings.
Fit & Features
- Mid-rise waist
- Five-pocket and belt loop design
- Front button and zipper closure
- Skinny-leg fit, cropped hem
- Distressed detailing
- Denim fabric, color fade effect, moderate stretch, form-hugging fit
- Runs true to size
Style Number/Barcode: 06602-0281
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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Sleek Swag Chain Belt Two Pack
Keep it sleek with a belt that cinches your look together! The belt pack includes two belts that feature a metal U-shaped buckle and a metal swag chain accent. The belts are composed of faux leather. Complete look with a denim dress and mules.
Fit & Features
- Pack includes two belts
- Metal U-shaped buckle
- Metal swag chain accent
- Adjustable
- Runs true to size
Style Number/Barcode: 07301-0315
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Taylor Distressed Cropped Skinny Jeans
The Taylor cropped skinny jeans are a stylish staple you need in your closet. They feature a high-rise waist, distressing with destructed detailing at the knees, a skinny-leg fit, and a cropped, destructed, and frayed hem. The medium wash denim fabric offers a moderate stretch for comfortable wear. Pair these jeans with a basic tee and sneakers for a casual everyday 'fit.
Fit & Features
- High-rise waist
- Five-pocket and belt loop design
- Front button and hidden zipper closure
- Skinny-leg fit
- Distressing, destructed detailing at the knees
- Cropped, destructed, and frayed hem
- Medium wash denim fabric, moderate stretch, form-hugging fit
- Runs true to size
Style Number/Barcode: 06602-0282
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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Effortless Beauty Chiffon Jumpsuit
Showcase your effortless beauty in this chic and sophisticated chiffon jumpsuit! It features a flattering wrap-front V-neckline, long sheer bishop sleeves, a tie-front belt to highlight the waist, and a fitted silhouette with flared pant legs. Style this jumpsuit with sleek hoop earrings.
Fit & Features
- Wrap-front V-neckline, pleated detailing
- Long sheer bishop sleeves
- High waist, tie-front belt
- Fitted silhouette, flared pant legs
- Chiffon and knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0636
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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High-Rise Cargo Boyfriend Jeans
Keep it casually chic with a pair of cargo jeans that are perf for those lowkey vibes. The jeans feature a high-rise waist, a single-button with zipper closure, belt loops, front and back pockets, cargo pockets, and a straight leg fit. Complete look with a crop top and chunky sneakers.
Fit & Features
- High-rise waist, elastic banded back
- Single-button with hidden zipper closure
- Belt loops, front and back pockets
- Cargo pockets
- Straight leg fit
- Denim fabric, no stretch, relaxed fit
- Runs true to size
Style Number/Barcode: 06602-0278
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale