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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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.
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Clara High Rise Frayed Hem Jeans
Oasis by Eunina
Soon to be your favorite pair. These light blue denim skinny jeans feature a high rise waist, the traditional five pocket and belt loop design, a single button with zipper opening, slight distressing at the knee, and a cropped ankle length with frayed edges.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06602-1654
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Upgrade Ya Liquid Leggings
Elevate your faux leather leggings for a high-shine finish for a sleek and fierce look. Create a captivating going-out look with these high-waist leggings with a flattering wide waistband and skinny-leg silhouette. Style your faux leather leggings outfit with a lace bustier and sparkly statement earrings.
Fit & Features
- Wide high-rise waistband
- Skinny leg design
- Pull-on/off styling
- Stretchy faux leather fabric
- Runs true to size
Style Number/Barcode: 06502-2110
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style It Up High Waist Pants
These high waist, wide-leg pants are so ready for you to style and make chic! Create stunning workwear outfits or dress up these pants for a formal date night. The pants feature a high-rise waist, straight legs that flare at the hem, and are composed of a stretchy crepe fabric that accentuates curves. Complete your look with a beaded sweetheart bustier and trendy block heels.
Fits & Features
- High-rise fit
- Wide waistband
- Flared pant legs
- Flattering, form-hugging fit
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-1940
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fleece Shaper Leggings
Comfy and flattering, these fleece leggings are perfect for lounging, traveling, and the office! They feature a high-waist fit with tummy control to smooth and shape your figure. These fleece-lined leggings will keep you cozy while appearing incredibly chic paired with an elevated crop top and tailored blazer or moto jacket for a fierce #OOTD look.
Fit & Features
- Tummy control waistband
- Skinny leg fit
- Cozy fleece-lined knit fabric
- Moderate stretch
- Sizes run small
Style Number/Barcode: 06502-1228
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sealed With Style Tie-Waist Pants
Create a polished look in these high-waist pants with a matching tie-front belt. These dressy crepe pants are the perfect versatile style that takes you from the office to cocktail hour. This elevated high-waist pant features a self-tie belt that cinches at the waist, and a slightly flared-leg silhouette for the perfect finishing touch. Seal the perfect polished look with a long-sleeve blouse bodysuit and blazer or swap out the top for a sexy bustier for a sexy night-out look.
Fit & Features
- High-rise waist
- Tie-front accent
- Wide pant legs with a flared hem
- Crepe fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06502-1849
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek And Stylin' Ponte High-Rise Leggings
Keep your look sleek and styling in these high-rise leggings. Featuring elastic waist inserts for easy pull-on/off styling designed in a thick, ponte-knit fabric that hugs your body like a glove. Complete the look with a basic bodysuit and heels.
Fits & Features
- High-rise waist
- Elastic waist inserts
- Front seam detail
- Thick ponte-knit fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06502-1089
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Miss Independent Sleeveless Jumpsuit
Do you girl! This fierce jumpsuit features a strapless sweetheart neckline, a small keyhole and a narrow waist band accent. The slim skinny leg pants elongate shape and are accented with hidden side pockets. Jumpsuit is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0008
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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Get With It Faux Leather Skirt
Get your look on point in a skirt that slays! The stylish versatile skirt is the one staple piece you need to create a head-turning night-out outfit with the squad. The skirt features a high-rise waist, a short-fitted design, and is composed of faux leather fabric. Complete your chic outfit with a bodysuit and a blazer.
Fit & Features
- Wide high-rise waistband
- Bodycon fit
- Mini-length hem
- Faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0347
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: Out of Stock
Product Badge:- Ships Free
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Making A Ponte High Waist Mini Skirt
Get your point across in this mini skirt. The night-out-ready skirt features a high-rise waist, vertical seams, and a mini side slit. The skirt is composed of a ponte fabric that offers a curve-hugging fit with a moderate stretch. Complete your fashion-forward look with stiletto heels.
Fit & Features
- High rise waist
- Back zipper closure
- Front-facing vertical seams
- Front side slit accent
- Curve-hugging, mini-length hem
- Ponte knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06501-0016
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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Something More High Waist Ponte Pencil Skirt
Create the perfect polished look in a high-waist pencil skirt. From the office to happy hour this bodycon midi skirt is the fashion essential for every wardrobe. This high-waist silhouette is made of double-lined Ponte knit fabric with minimal stretch for a sleek and structured look. Pair this pencil skirt with a bodysuit blouse and blazer for an office-ready ensemble or style it with a corset top for a flirty date night look.
Fit & Features
- High-rise waist
- Form-hugging fit
- Knee-length hem
- Pull-on/off styling
- Double ponte-lined fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06501-2105
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold And Belted Zip Front Romper
Make your next move a bold one in this belted zip front romper! It features a sleeveless bodice, thin adjustable shoulder straps, a slight sweetheart neckline, a sultry zip front, a belted waist with a double D ring buckle, slanted front pockets, and fitted shorts. The black romper is composed of a PU fabric and offers a form hugging fit with minimal stretch.Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06403-1040
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Poised Paperbag High Waist Woven Shorts
Keep it poised in trendy paperbag shorts. The high waist shorts feature an elastic paperbag waist, a cinching tie waist belt, slant hand pockets, and subtle pleated details. The relaxed fit waist leads to a wide leg opening. The shorts are composed of a woven fabric that offers little to no stretch. Complete your look with a puff sleeve blouse and strappy open toe heels for a sophisticated outfit.
Fits & Feature
- High rise fit
- Elastic paperbag waist
- Tie front belt
- Slant hand pockets
- Single faux back pocket
- Pleated details
- Woven fabric, no stretch
Black Shorts: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Pink Shorts: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Mauve Shorts: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Taupe Shorts: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 06403-1030
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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High Waist Coated Faux Leather Shorts
Create an edgy look in high waist faux leather shorts for your next night out. These must-have shorts feature a mid-thigh hem, a coated faux leather fabric, and a form-hugging fit with a minimal stretch. Complete your look with a chic crop top and thigh-high boots.
Fit & Features
- High-rise waist
- Back zipper closure
- Slim fit
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0950
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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Sealed With Style Jumpsuit
Seal your look with style with this chic jumpsuit! It features a sleeveless bodice, a lined white hued top with adjustable spaghetti straps, a V neckline, and a side zipper and hook and eye closure connected to a pair of high rise paper bag pants with a tie front belt, slanted front pockets, pleated details, and a straight leg fit. The jumpsuit is composed of a woven fabric with no stretch.Model is 5'8" with a 33" bust, 24" waist and 33.5" hips. She is wearing a size small.
Style Number/Barcode: 06402-0016
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Paperbag Skinny Dress Pants
Keep it chic with paper bag waist pants to dress up your outfit. The pants feature a tie-front belt to cinch the waist, slanted front pockets, a skinny leg fit, and a tapered hem. For a look that's ready to make an impression in office attire or date night outfits, pair these pants with a fab blouse and open-toe heels.
Fit & Features
- High-rise paper bag waist
- Hidden front zipper closure
- Tie-front belt
- Slanted front pockets
- Pleated detailing
- Woven fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06402-1167
Category Name: 2026 Fall Outfit Trends
Price: $31.87 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tapered Tease High Waist Dress Pants
Dress to impress in trendy dress pants. Transition from office attire to dinner chic in high waist dress pants that feature a cinching tie waist belt with belt loops, structured vertical seams at the waist, a hidden front zipper, and slant pockets. The skinny leg fit leads to a modern tapered fit. Complete outfit with dainty necklace and bracelet for a minimally chic look.
Fits & Feature
- High waist
- Elastic band at back
- Five belt loops, tie waist belt
- Hidden front zipper
- Front hand pockets
- Modern tapered leg fit
- Woven composition offers a natural fit with minimal stretch
Black and Taupe Pants: Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Rust Pants: Model is 5'9" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Olive Pants: Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Burgundy Pants: Model is 5'7" with 32" bust, 25" waist and 36" hips. She is wearing a size small.
Mauve Pants: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Red Pants: Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06402-0977
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fashionista High Waist Faux Suede Mini Skirt
Keep it chic with this trendy mini skirt. This high waist skirt features flattering vertical seams at the front, and a mini side slit and is composed of faux suede fabric. The skirt offers a form-hugging fit that enhances curves and a moderate stretch. Style it up with a mesh blouse, or keep it chill with a tucked-in tee and combat boots.
Fit & Features
- High-rise waist
- Back zipper closure
- Front side slit, vertical seams
- Bodycon silhouette
- Mini-length hem
- Lined faux suede fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0347
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Zip Front Faux Leather Skirt
A zip front faux leather skirt is necessary to amp up your wardrobe! Dress up for a night out with the squad while keeping it chic in this skirt. Style this high waist skirt with a pop of animal print and sleek stiletto heels. The skirt features a center zippered front, a short fitted look, and composed of faux leather fabric.
Fits & Features
- High rise fit
- Complete zip front
- Pleated details
- Short, fitted look
- Faux leather composition
- Moderate stretch, form-hugging Style
Black Skirt: Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Red Skirt: Model is 5'9" with a 31.5" bust, 24.5" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 06401-1458
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Don't Faux With Me Mini Skirt
Keep it sleek and chic in this faux leather skirt with hidden pockets. This high-waist mini skirt is a versatile must-have for every wardrobe closet. This faux leather skirt features side hidden pockets and a flattering wide waistband detail with tonal topstitching for an elevated ensemble. For a fierce going-out look, style this faux leather skirt with a flirty long-sleeve tie-top and sexy lace-up heels.
Fits & Features
- High waist fit
- Front vertical seams create faux panels
- Hidden side pockets
- Faux leather composition, lined with smooth knit fabric
- Curve-loving fit with minimal stretch
- Back zipper closure
- Runs true to size
Style Number/Barcode: 06401-1354
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Slay It With Style Faux Leather Mini Skirt
Slay your day in style with this faux leather mini skirt! It features a high-rise waist and a front seam detail with a sultry side slit. This skirt is composed of faux leather fabric with a subtle sheen finish and moderate stretch. Complete your fashionista-approved look with strappy heels and an edgy chain belt.
Fit & Features
- High-rise waist
- Back zipper closure
- Front seam, sexy high slit
- Unlined, faux leather fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0043
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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Ring The Alarm Mini Skirt
Sound the alarm in this hot mini skirt! The high waist skirt features an all-over faux coated leather, vertical seams to create an hourglass illusion, and a mini length that offers a form-hugging fit with a moderate stretch. Complete this head-turning look with a chic crop top and a pair of booties.
Fit & Features
- High-rise waist
- Vertical seams
- Mini-length silhouette
- Curve-hugging fit
- Coated, faux leather fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06401-1347
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Go With The Faux Suede Mini Skirt
Get with it and go with this stylishly chic faux suede mini skirt! It features a high rise waist, a complete zip front, and a short, form hugging fit. The skirt offers moderate stretch.Model is 5'6" with a 34" bust, 24" waist and 37" hips. She is wearing a size small.
Style Number/Barcode: 06401-0007
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux-Ever Stylin' Mini Skirt
Always stay on trend in a mini skirt! Showcase your style in a high waist skirt that features, an asymmetrical wrap front accent and an all-over coated faux leather fabric. The skirt offers a form-hugging fit with minimal stretch and includes a back zipper closure for a secure fit. Pair this faux leather skirt with a statement twist-front top and strappy heels, perfect for a night out!
Fits & Features
- High-rise waist
- Back zipper closure
- Asymmetrical wrap front
- Form-hugging fit
- Coated faux leather fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06401-1492
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Off The Radar Camo Pants
Stay off the grid in these made for adventure pants! They feature a high rise waist, a single button with zipper closure, belt loops, a canvas belt with a double loop design, side pockets, cargo styled pockets and a straight leg that leads to a tapered leg with an elastic cuff. Pants are composed of a cargo fabric that offers a relaxed fit with little to no stretch.
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06302-0433
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance