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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In The Bag Shorts
You're looking posh in these comfortably cute paper bag shorts. Cut to a high rise with a flirty elasticized tie waist, these shorts feature super-convenient side seam and back welt pockets for storing all your on-the-go necessities. Constructed of a woven fabric with minimal stretch.Style Number/Barcode: 06403-0038
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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Basic Faux Suede Block Heel Booties
Get stacked on these cute booties that bring the glam to your favorite layered looks! The booties feature an around the ankle fit, lace-up detail at the back with metal grommets, and a stacked block heel. Booties are composed of faux suede material. Complete look with a chunky sweater.
Fit & Features
- Around the ankle fit
- Lace-up detail at the back with metal grommets
- Stacked block heel
- Almond toe
- Inner zipper closure
Style Number/Barcode: 07403-0344
Category Name: 2026 Fall Outfit Trends
Price: $22.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All the Feels Sherpa Lined Denim Jacket
Cuddle up in this must-have jacket to layer with your favorite flannel tops! The jacket features a collared neckline, a multi-button down front, two chest pockets, long sleeves, side pockets, and a sherpa lining.
Fit & Features
- Collared neckline
- Long sleeves
- Multi-button down front
- Two chest pockets
- Side pockets
- Sherpa lining
- Relaxed fit, minimal stretch
Style Number/Barcode: 06203-0105
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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A Trendy Moment Lug Sole Booties
Have a totally trendy moment in these chic booties that will level up your look! They feature an above the ankle fit with a round toe, elastic gore details, a lug sole, and a chunky block heel. The patent faux leather material has an all-over textured design. Style these booties with a cropped sweater and jeans.
Fit & Features
- Above the ankle fit
- Round toe
- Elastic gore details
- Lug sole
- Block heel
- Patent faux leather material, textured design
- Runs true to size
Style Number/Barcode: 07403-1348
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cuddle Weather Marled Knit Scarf
You'll love cuddling up in this cozy scarf! It features a marled knit design, trendy frayed edges, and an oversized fit. Style this scarf with a chic boater hat and ankle booties.
Fit & Features
- Marled knit fabric, no stretch
- Frayed edges
- Oversized fit
Style Number/Barcode: 07305-0357
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrapped Up In Style Satin Mini Dress
Wrap yourself up in this stylish satin mini dress for your next GNO! The dress features a sleeveless surplice V-neckline, spaghetti straps, a pleated side seam, a flattering bodycon silhouette, and a wrap hem. Complete the look in strappy block heels.
Fit & Features
- Sleeveless surplice V-neckline
- Spaghetti straps
- Pleated side seam
- Back zipper with hook-eye closure
- Bodycon silhouette, wrap mini-length hem
- Smooth satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05103-5188
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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City Bound Plaid Faux Wool Coat
Layer on this long line plaid coat for a city-chic look! It features a lapel collar, long sleeves, an open front, lined pockets, and a relaxed fit. The thick faux wool fabric has a trendy all-over neutral plaid print, perf for the season. Style this coat with fab thigh-high boots.
Fit & Features
- Lapel collar
- Long sleeves
- Open front
- Lined side pockets
- Long line silhouette, relaxed fit
- Faux wool fabric, no stretch, plaid print
- Runs true to size
Style Number/Barcode: 06201-0287
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $62.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Treat Surplice Wrap Romper
Look like a sultry treat for a night out with bae! The long sleeve romper features a plunge v-neckline, surplice faux wrap bodice with a side tie closure, and is crafted on slinky knit fabric with plenty of stretch. Complete the look in heels.
Fit & Features
- Long sleeves
- Plunge v-neckline
- Surplice faux wrap bodice
- Side tie closure
- Form-hugging fit
- Slinky knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06503-1012
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Drop It Low Mid Rise Flare Denim Jeans
How low can you go? Take it back to the 2000s in these mid-rise denim jeans perfect for adding to your growing collection! They feature a hip-hugging silhouette that flares out at the hem on dark wash denim fabric with light color fading. Complete your trendy look with a basic tee and hoop earrings.
Fit & Features
- Mid-rise waist
- Hip-hugging
- Flare leg design
- Front buttons and hidden zipper closure
- Five-pocket styling, belt loop accents
- Dark wash denim, light color fading, moderate stretch
- Runs true to size
Style Number/Barcode: 06602-0397
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Minimalistic Chunky Hoop Earrings
Achieve an effortless minimalistic charm with these chinky hoop earrings featuring a small half hoop with a post-back closure. Complete the look with statement stiletto heels for a dressy soiree!
Fit & Features
- Half hoop chunky design
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1677
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Such A Sleek Vibe Mini Skirt
Get such a sleek & chic vibe in this sexy faux leather mini! The skirt's croc embossed print adds an extra edge.
Fit & Features
- High rise waist
- Back zipper closure
- Two vertical front seams leading to small slits
- Short, form hugging fit
- Croc embossed PU fabric
- Moderate stretch
Style Number/Barcode: 06401-0204
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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So Posh Ponte Knit Mini Skirt
Hey babe, you'll be looking so posh in this ponte knit mini skirt! Pair with a classic blouse and some heels for an on point office look!
Fit & Features
- High rise waist
- Short, curve hugging fit
- Ponte knit fabric
- Moderate stretch
Style Number/Barcode: 06501-0274
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitz and Glamour Rhinestone Lucite Block Heels
Bring the glamour in rhinestone heels that will brighten your evening. These glow-worthy heels feature a double-row of rhinestone embellished bands and a lucite block heel. Complete your outfit with a formal satin dress or with a gorgeous ball gown dress.
Fit & Features
- Open almond toe
- A double row of rhinestone embellished straps
- Lucite block heel
Style Number/Barcode: 07401-2221
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lock It Down Chain Link Necklace
Let this necklace lock down your look with style. The trendy necklace features a chunky chain link and mini lock charm. Complete your look with matching separates and sneakers to nail that streetwear look.
Fit & Features
- Chunky chain link
- Mini lock charm
Style Number/Barcode: 07002-0538
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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Wild N' Free Faux Leather Lug Booties
Take a walk on the wild side in these edgy booties! The booties feature an around the ankle fit, an elastic gore detail, an ankle strap with buckle detail, a lug sole, and a block heel. The booties are composed of faux leather material. Complete look with high waist jeans and a crop top.
Fit & Features
- Around the ankle fit
- Inner elastic gore detail
- Almond toe
- Ankle strap with buckle detail
- Lug sole
- Block heel
- Faux leather material
Please be advised that these boots run 1 size too small.
Style Number/Barcode: 07403-0567
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Faux Suede Lace-Up Block Heel Booties
Get an effortless, everyday stylish look in these block heel booties! They feature an ankle-high design with a pointed toe, a lace-up front, and a sturdy block heel. Pair these booties with denim for a casually chic vibe.
Fit & Features
- Ankle-high design
- Pointed toe
- Lace-up front
- Block heel
- Faux microsuede material
Style Number/Barcode: 07403-0610
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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All The Glitz Beaded Fringe Mini Skirt
Bring all the glitzy vibes to your night-out look with this fab fringe mini skirt! It features a high-rise waist, a short, asymmetric-cut hem with a cascading beaded fringe design, and a curve-hugging silhouette. The ponte knit fabric offers a moderate stretch. Style with a corset top and heels.
Fit & Features
- High-rise waist, elastic band
- Mini-length, asymmetric-cut hem
- Beaded fringe design
- Fitted bodycon silhouette
- Ponte knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0707
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glam Glow Up Ring Multi Pack
Glow up with a ring pack that brings that hint of glitz to your look! The ring pack includes fifteen rings that feature rhinestones, starburst designs, textured bands, and flat metal bands. Complete look with a matching top and skirt set.
Fit & Features
- Pack includes fifteen rings
- Rhinestones
- Starburst
- Textured bands
- Flat metal
Style Number/Barcode: 07004-0129
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Haven Casual Woven Blazer
Get your closet ready for fall with this plaid woven blazer perfect for layering over your chic workwear fits! It features long sleeves with shoulder pads, a lapel collar neckline, single front button closure, faux pockets, and a hip-length hem. Complete the look in booties.
Fit & Features
- Long sleeves, shoulder pads
- Lapel collar neckline
- Single front button closure
- Faux pockets
- Hip-length hem
- Plaid pattern, lined woven fabric, no stretch
- Fits true to size
Style Number/Barcode: 06204-1438
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style Series Chain Choker Mesh Top
Create a series of unique and stylish looks in this mesh crop top featuring long sleeves, a mock neck, a chain-link choker, and a crepe corset-overlay along the bodice with lightly padded cups. Complete the look in skinny jeans for happy hour.
Fit & Features
- Long sleeves, mock neck
- Back zipper closure
- Chain-link choker
- Crepe corset-overlay, lightly padded cups
- Cropped hem
- Semi-sheer mesh fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06001-4349
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Don't Be Shy Satin Ruched Crop Top
Show off your flirty side with this satin crop top sure to make headlines! The sleeveless top features a V-neckline with a wire insert, adjustable spaghetti straps, a pleated bust, a ruched bodice, and a cropped hem. Complete the look in best-selling boyfriend jeans for a daytime outing with the girls!
Fit & Features
- Sleeveless V-neckline, wire insert
- Adjustable spaghetti straps
- Pleated bust
- Ruched bodice
- Cropped hem
- Lined satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-2276
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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So Smooth High Waist Pants
They fit, they flatter, and their high waist complements every curve! These pants feature a stretchy banded waist with back zip, slash pockets at front hip, seam detail at back, and long, slim legs. Pants are made from smooth nylon a blend with a touch of stretch for 9 to 5 comfort.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06402-0070
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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Matte Jelly Cross-Body Purse
Keep it sleek with this cross body to complete your look! Purse is composed of a jelly matte V quilted body, a fold over flap with fasten closure and dainty attached chain that can be either a cross body single strap or double up and make it a shoulder strap. Inside of purse includes a divider for a little extra organization.Style Number/Barcode: 07203-0182
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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Wild And Untamed Knit Top
Keep it wild and bold in this trendy top! It features a wide round neckline, long balloon sleeves and a cropped hem with drawstring waist. Top is composed of a ribbed knit fabric that offers a relaxed fit with a moderate stretch.
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06002-0293
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance