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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Sleek Moment Tie-Waist Faux Leather Skort
A faux leather skort offers a sleek and form-hugging fit with a trendy tie-waist along the front skirt overlay. Style with a basic tee for any outing.
Fit & Features
- Smooth faux leather fabric, minimal stretch
- High-rise waist
- Tie-waist, skirt overlay
- Side zipper with hook-eye closure
- Form-hugging mini-length silhouette
- Skort in size small has an 11" front rise with a 2.5" inseam
- Runs true to size
Style Number/Barcode: 06403-0516
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Notable Shine 14K Gold Plated Mini Hoop Earrings
Everyone will be complimenting your aesthetic in these classy 14K gold plated mini hoop earrings that will stylishly elevate your favorite outfits. Made from a luxe 14K gold plating, these minimalistic earrings feature a dainty mini hoop design with a secure omega closure. Pair with a dainty choker necklace for any occasion.
Fit & Features
- 14K gold plated
- Mini hoop design
- Secure omega closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1957
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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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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Link Me In Necklace
Get linked up with a cute necklace to add a special touch to your look! This gold hued necklace features a two row design and a trendy cuban link pattern. Includes a lobster clasp closure.
Style Number/Barcode: 07002-5168
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get Lost Beret
Get lost baby. This french inspired beret is a fall must have! With a downward brim, and a soft round flat crown design. Beret features a contrasting script that reads "get lost". Composed of a faux wool material.Style Number/Barcode: 07302-0040
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Step Up Combat Rain Boots
Elevate your look with a trendy print! This combat boots feature a mid calf fit, a lace front, a round toe, a textured sole and an all over animal print. Boots are composed of a faux leather material and feature a clear PVC like covering throughout.
Style Number/Barcode: 07403-0113
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Gold Trim Faux Suede Booties
These boots have that little something extra that you're looking for! Designed with an almond toe, an ankle fit, and a low heel with a gold trim. They are composed of a faux suede and include a zipper closure.Style Number/Barcode: 07403-0116
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Full On Shine Knit Pom Beanie
Sparkle and shine in this rhinestone beanie! It's composed of a thick knit fabric that offers plenty of stretch and features a fold over hem. Small rhinestones adorn the whole entire cute beanie, and a faux fur pom pom tops it all off!Style Number/Barcode: 07302-0038
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pop Of Color Neon Beanie
Add a pop of color to your winter attire! Traditionally designed with a head hugging fit that folds over at the bottom and is composed of a thick ribbed knit fabric that offers stretch.Style Number/Barcode: 07302-0108
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Finishes Cuff Bracelet
Give that wrist a sleek finish with your style this cuff next to your watch! Complete your look with a cute midi dress and heels for a truly captivating outfit.
Fit & Features
- Sleek finish
- Hinge closure
- Oval design
Style Number/Barcode: 07003-0095
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Linked Ring Statement Earrings
Make a stylish statement in these chic linked ring earrings! Their sleek gold hue will go with all your fave 'fits. Pair with a little black dress and some clear heels for a trendy night out vibe.
Fit & Features
- Linked ring design
- Dangling hoop accent
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0463
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Coolest Style Bleach Dye Denim Mini Skirt
Unlock this coolest style with this denim mini skirt featuring a trendy belted waist and a bleach-dye design to give it a little edge. Pair with booties.
Fit & Features
- Denim fabric, bleach dye design
- Mid-rise belted waist
- Front button and hidden zipper closure
- Mini-length form-hugging fit
- Runs true to size
Style Number/Barcode: 06601-0218
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pearl Faux Leather Belt
Show your rare beauty in a pearl belt that brings the glamour to your favorite outfits. The belt features a faux leather band and a D-ring shaped buckle embellished with faux pearl accents. Complete look with high waist jeans and a basic ribbed bodysuit for an effortlessly casual look.
Fit & Features
- Faux leather material
- D-ring buckle
- Pearl embellished buckle
Style Number/Barcode: 07301-0210
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Strappy Square Toe Platform Heels
Stylish and strappy, these platform heels are a trendy upgrade from your typical block heel. They feature an of the moment square toe, a wrap around the ankle strappy design, and a sturdy block heel. Pair these statement shoes with a simple mini dress and add some gold hoops to glam it up.
Fit & Features
- Square toe
- Thin clear toe strap
- Wrap around strappy design
- Tie back closure at ankle
- Open back
- Platform
- Block heel
Style Number/Barcode: 07401-2415
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Mad For Plaid Platform Block Heels
You'll be totally mad for plaid over these adorable block heels! They feature a trendy platform and an allover chic plaid print. Complete the look with a flirty mini dress for a cute date night 'fit.
Fit & Features
- Open almond toe
- Thick toe strap
- Adjustable around the ankle strap
- Closed back
- Platform
- Block heel
- Allover plaid print
Style Number/Barcode: 07401-2483
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Always Stylish Faux Suede Stiletto Booties
You'll always be stylish in these chic faux suede booties! They feature a tall platform with a trendy lug sole, inner zipper closure, and sleek stiletto heel. Pair these heels with a curve-hugging midi dress for a sexy look for a night out.
Fit & Features
- Almond toe
- Tall platform
- Lug sole
- Stiletto heel
- Inner zipper closure
- Ankle-high design
- Faux suede material
Style Number/Barcode: 07403-0472
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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She's A Trendy Babe Faux Leather Heels
Stay on trend with heels that take your look to the next level! The heels feature an open back, an adjustable ankle strap, an open square toe with a clear PVC strap, and a block heel. Complete look with a bustier and a faux leather mini skirt.
Fit & Features
- Open back
- Adjustable ankle strap
- Open square toe, clear PVC strap over the toe
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-3164
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Clear The Way Patent Leather Crossbody
They'll be clearing the way for you to strut in when you wear this crossbody! It's made from PVC with faux patent leather trim, a twist-lock closure, and a top handle. Wear with a matching set for a chic finish.
Fit & Features
- Clear PVC
- Faux patent leather trim
- Top handle
- Front closure
- Removable strap
Style Number/Barcode: 07203-0691
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Clearly Stylish Saffiano Trim Top Handle Purse
This purse is clearly stylish! It features saffiano trim, a top handle, and detachable shoulder strap, and a turn-lock closure. Complete your look with matching mules.
Fit & Features
- Saffiano trim
- Top handle, detachable shoulder strap
- Turn-lock closure
Style Number/Barcode: 07203-0881
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $27.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rodeo Drive Cow Print Shoulder Bag
Giddy up down rodeo drive in this cow print shoulder bag featuring a chunky chain-link strap shoulder strap, an additional crossbody shoulder strap, faux leather material, top zipper closure, and a spacious lined interior. Complete the look in a tie-front top.
Fit & Features
- Cow print
- Chunky chain-link shoulder strap
- Additional crossbody shoulder strap
- Top zipper closure
- Spacious lined interior
- Faux leather material
Style Number/Barcode: 07203-1048
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Grand Pearl Linear Earrings
Complement your dressy outfit in these classy earrings featuring a linear design, dainty chain-link with faux pearl insets, and a post-back closure. Perfect for styling with a satin skater dress for your next semi-formal event.
Fit & Features
- Linear design
- Dainty chain-link
- Faux pearl insets
- Post-back closure
Earrings are considered final sale merchandise and may not be returned or exchanged.
Style Number/Barcode: 07001-1322
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wildest Dreams Rhinestone Bra
Make your dreams come true and slip on this showstopping rhinestone metal bra for a Vegas weekend! It features a v-wire frame, dual back straps with lobster clasp closure, and sheer caged cups. Complete the look in a bralette and mini skirt.
Fit & Features
- V-wire frame
- Rhinestone caged sheer cups
- Dual back straps with lobster clasp closure
- Metal material
- Fits true to size
Style Number/Barcode: 07107-0795
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Elevated Faux Suede Baseball Cap
Elevate your streetwear in this faux suede baseball cap featuring a traditional design with a curved brim and velcro back strap closure. Complete the look in a blazer for a coffee run and shopping.
Fit & Features
- Traditional baseball cap design
- Curved brim
- Velcro back strap closure
- Faux suede material
Style Number/Barcode: 07302-1315
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Cutie Long Sleeve Plaid Shacket
Layer on this effortlessly cute long sleeve plaid shacket perfect for pairing with a fitted top and denim jeans for everyday styling.
Fit & Features
- Plaid printed faux wool fabric, no stretch
- Collared neckline
- Button down front
- Long sleeves with single-button detail
- Dual chest pockets
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1914
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free