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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Hypnotic Brushed Knit Tee
Hypnotize them all in this must have top! It features a round neckline, short sleeves and a tie knot bodice. Tee features a trendy animal print and is composed of a brushed knit fabric. Garment offers a relaxed fit with a moderate stretch.
Style Number/Barcode: 06002-0233
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Foxy Lady Slinky Dress
Hey there foxy lady we like your style! This slinky midi dress features a cowl neckline, adjustable spaghetti straps, and a square back with a hidden zipper. The dress slightly cinches at one hip and also offers a sexy side slit. The dress is composed of a smooth satin-like material that offers no stretch yet a relaxed fit. Sexy yet elegant!Style Number/Barcode: 05101-0330
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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Tie Waist Cargo Style Denim Joggers
A new take on cargo style joggers! This denim pair features a high rise waist with an elastic banded back, a tie front belt, a front button and hidden zipper closure, front pockets, two large side pockets halfway down the leg, and cute ankle ties. The jean fabric offers moderate stretch and a relaxed fit.Style Number/Barcode: 06602-0039
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Corduroy Ankle Booties
Bring your boot game up a notch, with these 70's inspired corduroy booties! They have an almond toe, and a fitted ankle fit. They have a zipper closure at the side and are composed of a soft knit corduroy that matches the heel!
Please be advised this style runs 1/2 size big.
Style Number/Barcode: 07403-0162
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Babe Scoop Top
Here's looking at you babe! This basic top features a scoop neckline, fitted long sleeves and a subtle high low hem. Top is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch.
Style Number/Barcode: 06001-1821
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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Zip Front Cropped Sweater
Get a trendy chic look that is still cute and casual with this cropped sweater. It features a mock neck, a half zip front with an O-ring accent, long sleeves, and a cropped hem. Top is composed of a ribbed knit fabric, offering plenty of form-fitting stretch.Style Number/Barcode: 06005-0204
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lovely Days Tall Suede Boots
Create a lovely look with a stylish pair of suede boots this season! Designed with an almond toe, a tall stacked block heel, a below the knee fit, and a zipper closure. They are composed of a faux suede material.Style Number/Barcode: 07402-0062
Category Name: 2026 Fall Outfit Trends
Price: $31.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Lace Up Cropped Hoodie
Cozy on up in this adorable cropped hoodie! It features a hood, long dolman style sleeves, a lace up front detail, and a raw cut hem. The hoodie's knit fabric offers moderate stretch and a relaxed and comfortable fit.Style Number/Barcode: 06002-0225
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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Hot Girl Graphic Tee
Yes girl, you know you're hot stuff, let everyone else know it too! This tee features a crew neckline, short sleeves, a mid-length relaxed fit, and a center script that reads "Hot Girl" in a bold, contrasting print. Top is composed of a cotton fabric with moderate stretch.Style Number/Barcode: 06002-0226
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Forever Reckless Lace Up Tunic
You're a free spirit and you do what you want! This lace up tunic features short sleeves, a mid-thigh length, and a center script reading "Forever Reckless" in a bold contrasting print. The knit fabric offers moderate stretch and a relaxed fit.
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06002-0224
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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Bejeweled Headband
Add some jewels to your look! This open ended headband features a knot accent at the center and is composed of a satin material. Headband is structured and has multi colored, multi sized stones throughout!Style Number/Barcode: 07006-0064
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sassy Flare Midi Skirt
This sassy flare midi skirt is for sure to make a bold statement. It features a high rise waist, a hidden back zipper and hook and eye closure, and a flared mid-length hem. The skirt is composed of a lightweight woven fabric with no stretch.Style Number/Barcode: 06401-0063
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Check It Off Mini Skirt
Adorable mini skirt that will make you an instant trendsetter? Check! This skirt features a high rise waist, an exposed back zipper closure, slanted front pockets, and a short, form hugging fit. Garment is composed of a lighweight woven fabric with an all over plaid pattern. Complete your look with the matching crop top!Style Number/Barcode: 06301-0034
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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Sheer-ly Stylish Crop Top
This adorable basic sheer crop is for sure a stylish choice. The top features a crew neckline, long fitted sleeves, a cropped hem, and a merrow edge trim. The ribbed knit top has a lightweight feel and offers plenty of stretch.Style Number/Barcode: 06001-1815
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fierce And Fashionable Crop Top
Define your look as fierce and fashionable with this trendy printed crop top perfect for transtioning to fall! It features long balloon sleeves with elastic cuffed hems, a V neckline created by a tie front detail, and a cropped hem. The top is composed of a lightweight, airy woven fabric with no stretch.Style Number/Barcode: 06003-0326
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Check It Off Crop Top
Adorable crop top that will make you an instant trendsetter? Check! This top features an off the shoulder neckline, balloon sleeves with elastic cuffs, a knot front detail, and a majorly cropped elastic banded hem. Garment is composed of a lighweight woven fabric with an all over plaid pattern. Complete your look with the matching mini skirt!Style Number/Barcode: 06003-0327
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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Rose Charm Necklace Set
Glam up in 1, 2, 3 seconds! This 3-piece necklace set features one choker, one chain and one charm necklace for layering or wearing alone. Topped with lobster clasp closures for easy on and off.Style Number/Barcode: 07002-0104
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish Zipped Crop Top
Stylishly zip up your cute and casual look with this crop! It features a mock neck, short sleeves, a half zip front with an O-ring detail, and a cropped hem. The ribbed knit top offers plenty of form-fitting stretch.Style Number/Barcode: 06002-0061
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lit In Lurex Midi Dress
Light it up in this gorgeous Lurex midi! Dress has a body con cut and features multi-color, vertical Lurex striping, an off-the-shoulder neckline, a deep V with wire boning at bust, and long sleeves. Dress fully lined, slips on, and is made from a woven nylon blend with moderate stretch.
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size
Style Number/Barcode: 05101-0217
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mia Relaxed Fit Skinny Jeans
Oasis by Eunina
Think strategically—especially when it comes to denim! These jeans are designed to fit and flatter with a mid-rise cut, belt loops, a button-closure zip fly, classic five-pocket styling, and skinny legs with distressed detailing throughout. Jeans are made from mid-weight cotton with a hint of stretch.
Style Number/Barcode: 06602-0028
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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V-Neck Ruched Midi Dress
Bring some style to the basic midi with this ruched detail dress! It features long fitted sleeves, a notch front V neckline, ruching along the sides, and a mid-length, curve hugging fit. The dress is composed of a stretchy knit fabric.Style Number/Barcode: 05102-0319
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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Turtleneck Ribbed Knit Mini Dress
This ribbed knit mini is the perfect dress for transitioning into the colder months! It features a sleeveless bodice, a turtleneck, and a short, mid-thigh length with a curve hugging fit. The ribbed knit fabric offers plenty of stretch.Style Number/Barcode: 05102-0317
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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Eye Spy Peep Toe Booties
You've got style game from head to toe—and we see you! Keep the momentum in these chic faux suede booties. Shoes feature a rounded peep toe, a lace-up tie front, an interior side zipper, a sturdy block heel, and a mid-height shaft.Style Number/Barcode: 07403-0156
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Runnin' Away From These Jogger Jeans
Get away from all the fakeness with a new pair of essential, high-rise jeans. Featuring a paperbag waist, zip fly, belt loops, side seam and back patch pockets, these denim pants fit slim through the waist and leg. They included elasticized leg openings and a bit of stretch for a flattering fit.Style Number/Barcode: 06602-0038
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance