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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Long-Line Leopard Cardigan
Look classically trendy this season in a long cardigan! This sweater is designed with an open front, pockets, and long sleeves. Hemline and wrists are a contrasting black trim and sweater is composed of a knit material that is thick enough to offer warmth but light enough to layer. Cardigan offers moderate stretch, a trendy leopard print, and best of all a cozy fit!
Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.Style Number/Barcode: 06005-0212
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy On Up Sweater
Cozy on up in this seriously soft sweater perfect for fall! It features a mock neckline, long dolman style sleeves, and a relaxed, comfortable fit with side slit accents. Sweater is composed of a fuzzy knit with moderate stretch.Style Number/Barcode: 06005-0215
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ruched In Side Tie Skirt
Make a sultry statement in this slick satin mini! The skirt features a pull-on seamed waist, adjustable ruched ties at either side and curved hems. The skirt is made from a smooth woven material with ample stretch.
Fit & Features
- High-rise elasticized waist
- Adjustable side ruched ties
- Bodycon silhouette
- Mini-length hem
- Smooth satin fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06501-0051
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Single Sleeve Ribbed Crop Top
Elevate your basics collection with this strategically revealing ribbed crop. Top features a one-shoulder design, single long sleeve, and waist tie at side. Top is made from a lightweight woven material with a touch of stretch.Style Number/Barcode: 06001-2936
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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Main Squeeze Zip-Up Boots
Made for minis, these thigh-grazing boots are sleek and chic in supple faux suede. Boots feature a rounded toe, a block heel, an exterior side zip, and an adjustable drawstring tie at top of unstructured shaft. Boots are made from a soft, suede-like material.Style Number/Barcode: 07402-0012
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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Vivacious In Velvet Snake Print Mini Skirt
Get a vivacious look in this trendy velvet printed mini! The skirt features a high rise waist, a sultry front slit, and a short, curve hugging fit. It is composed of a velvet snake print embossed fabric.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06401-0044
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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Necessary Basic Midi Dress
Because we all need this necessary basic midi in our closet! The dress features a sleeveless bodice, spaghetti straps, a square neck and back, and a mid-length, curve hugging fit. The smooth knit fabric offers plenty of stretch for comfortable wear.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05102-0256
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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Stylish Stunner Faux Suede Dress
Lead your squad with this stylish stunner of a dress! It features a sleeveless bodice, spaghetti straps, a V neckline, a square back with a hidden zipper closure, and a mid-length, form hugging fit. The dress is composed of a smooth faux suede fabric that offers moderate stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0199
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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Pretty And Posh Mini Dress
Be the it girl of your squad in this pretty and posh mini! The dress features a sleeveless bodice, a rounded neckline, a square back, and a short, form hugging fit. The dress is composed of a stretchy knit fabric with a full knit lining and showcases a trendy all over plaid print.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05102-0193
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Vibes Cable Knit Sweater
Get those cozy vibes going with this trendy cable knit sweater. It features a turtle neck, long dolman style sleeves, and a cropped uneven hem. The cable knit fabric offers moderate stretch and a relaxed and comfortable fit.Style Number/Barcode: 06005-0416
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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Thigh High Point Toe Boot
Tis' the season for boots! This pair hits thigh high and features a point toe, and high heel. Zipper closure is located at the side, and boot is composed of a faux suede material. Pair with your favorite high waist skirt or fall dress!Style Number/Barcode: 07402-0018
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Main Squeeze Zip-Up Boots
Made for minis, these thigh-grazing boots are sleek and chic in supple faux suede. Boots feature a rounded toe, a block heel, an exterior side zip, and an adjustable drawstring tie at top of unstructured shaft. Boots are made from a soft, suede-like material.Style Number/Barcode: 07402-0011
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Not Today Honey Graphic Tee
Let your bold shirt speak for itself! This graphice tee features a crew neckline, short sleeves, a cropped hem with a relaxed fit, and a contrasting hued script that reads "Not Today Honey." Tee is composed of a soft knit fabric with plenty of stretch.Style Number/Barcode: 06002-0171
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lil' Thing Tie Front Blouse
Brush them off with this off the shoulder top. It has elasticized shoulders, a tie front, elasticized sleeve openings and a smocked back. Made of a breathable cotton blend fabric with no stretch.Style Number/Barcode: 06001-1835
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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Obsessed Over Lace Mini Dress
We get it - the obession with lace is real! This mini dress features an elastic banded off the shoulder square neckline, long fitted sheer sleeves, and a short, form hugging fit with scalloped detail hemlines. The dress is composed of a sheer lace fabric with a smooth stretchy knit lining.
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 05101-0134
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Faux Leather Fringe Mini Skirt
Get totally festival season ready in this faux leather fringe mini! This skirt is totally post-worthy.
Fit & Features
- High rise waist
- Back zipper closure
- Fringe detailing at hem
- Short, form hugging fit
- Faux leather fabric | Knit lining
- Moderate stretch
Style Number/Barcode: 06401-0077
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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For A Living Lace Up Heels
Give 'em life with these sexy stiletto boots. These smooth boots feature a lace-up front, peep toe, and exposed side zipper closure. They're made of a neoprene-like fabric with a rubber sole.Style Number/Barcode: 07403-0081
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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Lil' Thing Mini Skirt
Show your curves in this super cute mini skirt. This piece features an elasticized waist, an all over smocked back, and is made of a breathable cotton fabric. The fabric itself has no stretch.Style Number/Barcode: 06501-0084
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Midnight Star Velvet Mini Dress
You'll be someone's midnight star in this simple, flirty dress.
Fits & Features
- Scoop Neckline
- Spaghetti Straps
- Glittered Velvet Fabric I Partially Lined
- Mini Length Silhouette
- Minimal Stretch
Navy: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Burgundy: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-0312
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Tie Front Cut Out Dress
The trendy tie front cut out mini is your new go-to everyday dress! It features a high round neckline, long fitted sleeves, a front tie detail with a waist cut out below, and a short, form hugging fit. The dress is composed of a ribbed knit fabric with plenty of stretch and a lining.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0198
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual Cut Out Mini Dress
This cute and casual cut out mini is perf for your next day out. The dress features an off the shoulder elastic banded square neckline, short sleeves, a trendy front cut out at the waist, and a short, form hugging fit. The dress is composed of a stretchy knit fabric with a knit lining.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0211
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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Muriel Illusion Lace Crepe Dress
Special Occasion
Strategic paneling and ever-sultry lace make our Muriel dress a sophisticated standout for evening. She features long lace sleeves, a back zip, a sweetheart bodice with lightly padded, contrast-paneled bust and lace-trimmed waist, and a body con, midi-length slim skirt. Muriel is made from a woven crepe material with a touch of stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0225
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stunning Sparkle Large Hoop Earrings
Give off a stunning sparkle when these hoops catch the light! These hoop earrings feature beautiful crystal-like details to top off all your looks with a bit of bling. Topped with post-back closures for easy wear. Style these sleek hoops with a chic bodysuit and high waist jeans for an effortlessly put-together look.
Fit & Features
- Large hoop design
- Cyrstal-like details
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-0105
Category Name: 2026 Fall Outfit Trends
Price: $10.90
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid And Simple Mini Skirt
It's plain and simple - this plaid skirt couldn't get anymore chic! It features a high rise elastic banded waist paired with a short, form hugging fit. The skirt is composed of knit fabric with plenty of stretch for comfortable wear.Style Number/Barcode: 06501-0057
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance