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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Distressed Denim Joggers
Get a total casual trendy vibe with these distressed denim joggers! They feature a high rise waist with a drawstring tie front, two slanted front pockets and two faux back pockets, major destructed detailing down the front, and an elastic banded jogger hem. The bottoms are composed of a denim fabric, offering minimal stretch and a relaxed and comfortable fit.Style Number/Barcode: 06602-0055
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Layered In Basics Ribbed Bodysuit
Layer up with this basic bodysuit to create head-turning looks this season! The bodysuit features a square neckline, fitted long sleeves and a thong bottom with snap button closure. Bodysuit is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06002-0295
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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Faux Suede Lace Up Mini Skirt
Lace up into this absolutely adorable mini! The skirt features a high rise waist, a back zipper closure, a front lattice detail, and a short, form hugging fit. The smooth faux suede fabric offers moderate stretch.Style Number/Barcode: 06501-0144
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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Ribbed Knit Mock Neck Bodysuit
The perfect bodysuit for winter! It features a mock neck with a merrow edge trim, long fitted sleeves, and a thong bottom with dual snap button closures. The ribbed knit fabric offers plenty of stretch and a form-fitting style.
Model is 5'6.5" with a 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06005-0315
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Turtleneck Cropped Sweater
Cozy on up for the fall season in this adorable cropped sweater! It features a turtleneck, long fitted sleeves, and a form-fitting style. Top is composed of a ribbed sweater knit fabric with plenty of stretch.Style Number/Barcode: 06005-0310
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Chic Turtleneck Sweater
Get that trendy chic vibe with this of the moment turtleneck sweater. It features long fitted sleeves paired with a cropped, form hugging fit. The sweater is composed of a ribbed knit fabric with plenty of stretch.
Style Number/Barcode: 06005-0311
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stay Chic Corset Blouse
Serve a trendy chic look in this of the moment corset blouse!
Fit & Features
- Plunging V neckline
- Long sheer sleeves with elastic cinched cuffs
- Partial sheer back
- Lightweight chiffon top
- Faux suede corset | Ten hook and eye closures
- Form hugging fit
Style Number/Barcode: 06003-0444
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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Knotted Leopard Print Headband
Lend your look a little animal style with this perennially chic leopard print headband. It's made from a silky fabric with contrast grosgrain tips and features a top knot detail.Style Number/Barcode: 07006-0102
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $6.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Point Toe Tall Suede Boots
Point toe is the way to go! We love the style of these knee high boots! They are designed with a stacked heel, a pointed toe, and a lace up detail at the back. They have a zipper closure and are composed of a faux suede.Style Number/Barcode: 07402-0112
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glen Check Mini Skirt
Preppy and chic, this glen check mini skirt needs to be in your closet. It features a high rise waist, a back zipper closure, a front slit, and a short, form hugging fit. The skirt is composed of a knit fabric with moderate stretch.Style Number/Barcode: 06401-0107
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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Twist Of Glam Ribbed Midi Dress
Give your basics a little twist of glam to create a captivating look! Dress features a crew neck with a single button closure at the nape of the neck, fitted long sleeves and a bold open back that leads to twist knot design. Dress is composed of ribbed knit fabric that offers a form hugging fit with a moderate stretch.
Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06005-0305
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sassy Snaps Ribbed Midi Dress
Keep it sassy as you snap into this must have! The dress features a crew neck, fitted long sleeves, a curve hugging midi length silhouette and a multi row snap button detail on the left side seam. Dress is composed of an unlined ribbed knit fabric that offers a moderate stretch.
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06005-0304
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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Long Sleeve Knit Bodysuit
Dress up or dress down with a basic bodysuit! This must have features a plunging V neckline, long fitted sleeves and a cheeky bottom with snap button closure. Bodysuit is composed of a double lined smooth knit fabric that offers a form hugging fit with a moderate stretch.
Style Number/Barcode: 06001-2030
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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In My Feels Fuzzy Sweater
Catch this fuzzy sweater, not feels this season! It features a V neckline, long sleeves and a rounded high-low hemline. Sweater is composed of a soft to the touch knit fabric that offers a relaxed fit with a moderate stretch.
Style Number/Barcode: 06001-2034
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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Ruffle Edge Mock Neck Sweater
How to style a midi skirt you say? Add a cute sweater! Designed with a ruffled mock neckline, long sleeves with ruffled wrists and a cropped hemline. Composed of a ribbed material that offers moderate stretch.
Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.Style Number/Barcode: 06005-0303
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Leopard Flared Satin Skirt
Unleash your style prowess with this head turning skirt! It features an elastic high waist, a midi length and a flared hem. The all over leopard print is perfect to pair with your favorite tops! Skirt is composed of a textured satin fabric that offers a relaxed fit with a minimal stretch.
Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06401-0105
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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One Shoulder Knit Bodysuit
Edge up your look with this one shoulder knit bodysuit. It features long fitted sleeves, a single tank shoulder strap, and a thong bottom with dual snap button closures. The ribbed knit fabric offers plenty of stretch and a form hugging fit.
Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2018
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All You Need Wide-Brim Fedora Hat
All you need is one fabulous hat to level up your look. Designed with a structured crown, and a wide brim. Hat features a faux leather belt around the crown and is composed of wool.Style Number/Barcode: 07302-0122
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On The Move Cargo Pants
Get up and get going in these must have pants! They feature a high rise waist, a double row fasten closure, a zipper closure, belt loops, side pockets, cargo pockets and a straight leg fit with an elastic hem. Pants are composed of a cargo knit fabric that offers a relaxed fit with minimal stretch.
Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06302-0074
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feeling Basic In Knit Top
We're feeling those basic vibes in this must have top!
Fits & Features
- Mock Neck
- Puffed Long Sleeves
- Layer-Ready Length
- Semi-Sheer Smooth Knit Fabric
- Relaxed Fit I Moderate Stretch
Black: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
White: Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06002-0296
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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Too Fab Knit Mini Dress
You'll be simply too fab in this hot little mini! The dress features a sleeveless bodice, bungee spaghetti straps, a square neck and back, and a short, curve-hugging fit. The double-lined knit fabric offers plenty of stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 05102-0548
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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High Rise Super Destructed Skinny Jeans
We all need that pair of destructed skinny jeans in our closet! These feature a high rise waist, the traditional five belt loop design, two faux front pockets, two back pockets, a front button and hidden zipper closure, distressed detailing down the leg, and a form-fitting style. Jeans are composed of a denim fabric with moderate stretch.
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06602-0053
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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Glammed Out High Rise Cut Off Shorts
You'll be totally glammed out in these high rise cut offs and we love it! Pair with some cowgirl boots and a crop top and you're ready for festival season bby!
Fit & Features
- High rise waist
- Traditional five pocket and belt loop design
- Front button | Hidden zipper closure
- Rhinestone fringe detailing on the front pockets
- Slightly frayed cut off hem
- Denim fabric | Minimal stretch
Style Number/Barcode: 06603-0043
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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Statement Snake Bustier Crop Top
Stand out in this bold print! The crop top features a plunging bustier neckline, wide shoulder strap and a cropped hem. Top is composed of a faux leather fabric that offers a relaxed fit with minimal stretch. Includes a back zipper closure. Be sure to pick up the matching skirt to complete your look!
Style Number/Barcode: 06003-0423
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale