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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Wonderful Winter Sweater Midi Dress
Slay all season no matter the weather in this sweater midi dress perfect for casual or dressy events! It features fitted long sleeves, a mock neck, a bust cutout, and a form-hugging silhouette with a flirty front slit. The dress is composed of a stretchy rib-knit fabric. Pair with booties to complete the look.
Fit & Features
- Fitted long sleeves, mock neck
- Bust cutout
- Form-hugging silhouette
- Front slit accent
- Midi-length hem
- Rib-knit sweater fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1579
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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Loving Basics V-Neck Bodycon Tank Dress
Every girl loves her basics and this sleeveless tank dress is perfect for day or night styling! It features a sleeveless notch V-neckline, a bodycon silhouette, and a fitted mini-length hem on stretchy rib knit fabric. Complete the look in a layered choker necklace for a backyard dinner party or casual hang!
Fit & Features
- Sleeveless notch V-neckline
- Bodycon silhouette
- Fitted mini-length hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 05102-5176
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Too Cozy And Cute Mock Neck Sweater Midi Dress
Bundle up looking too cute and feeling cozy in this sweater midi dress you'll love all season! The dress features a sleeveless mock neckline, a bodycon silhouette, a flirty side slit, and is crafted from soft knit fabric with plenty of stretch. Complete the look with a sleek layered necklace and earrings for a wine bar!
Fit & Features
- Sleeveless mock neckline
- Bodycon silhouette
- Side slit
- Midi-length hem
- Soft knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1742
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Streamlined Surplice Wrap Top
Keep it cozy-chic in a flattering layer like this streamlined surplice top. Shirt features a wrap-style deep V bodice, long sleeves, and a slightly shorter hem. Top is made from an ultra-soft rayon knit with moderate stretch.Style Number/Barcode: 06001-1648
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Best For Last Floral Metallic Midi Dress
This floral midi dress gives you an excuse to arrive fashionably late! The midi-length dress is designed with a cowl neckline, spaghetti straps, a flattering bodycon silhouette, and a side ruched seam atop a high slit to reveal some leg on floral print metallic fabric. Complete the look with earrings for a celebration party!
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Bodycon silhouette
- Side ruched seam, high slit
- Midi-length hem
- Floral print, metallic knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2878
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Vibes Side Slit Mini Skirt
Get those sleek and chic vibes with this trendy mini skirt! It features a high rise waist, a hidden back zipper closure, a front seam detail leading to a sultry side slit, and a short, form hugging fit. Skirt is composed of a faux leather fabric with moderate stretch.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06401-0065
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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Chunky Knit Pom Pom Beanie
Be the ultimate snow bunny in this adorable beanie! It features a fold over cuff, a large, fluffy, faux fur pom pom and a warm knit.Style Number/Barcode: 07302-0042
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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Faux Fur Collared Bomber Jacket
Lookin' bomb in a bomber jacket babe! Designed with a collared neckline, long sleeves, and banded hemline this bomber jacket is a winter go to! Jacket also features a zipper closure with an o-ring detail, and traditional slanted pockets at the waist. Jacket is fully lined on the inside and the outside is composed of a super soft faux fur offering little stretch and a relaxed fit.Style Number/Barcode: 06201-0065
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Snake The Lead Tie Front Crop Top
Keep it fierce in this snake crop top! Step out this season in this statement-making top that features a sweetheart neckline, a tie front center and a snake-inspired print Don't forget to add the matching skirt and head-turning earrings to complete your look.
Shop Matching Skirt: Snake The Lead Cinched Side Mini Skirt
Fits & Features
- Tank shoulder straps
- Tie front at center
- Woven fabric
- Snake-inspired print
- Crop hem
- Relaxed fit
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0620
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Tank shoulder straps
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Thin Rhinestone Square Buckle Belt
Channel glam with a rhinestone belt. For those occasions when you're feeling a little extra, throw on a narrow belt that features a rhinestone embellishment and a small square buckle. The belt is composed of faux leather material. Pair this glitzy belt with high waist jeans.
Fit & Features
- Narrow faux leather band
- Small square buckle
- Rhinestones
- Adjustable
Model is 5'8" with a 32" bust, 23" waist and 36" hips.
Style Number/Barcode: 07301-0214
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Faux Leather Snake Print Skort
Keep it sassy in snake print skort. The skort features a trendy snake print and an envelope hem. Complete look with a basic scoop neck tank and clear heels for a look that slays.
Fit & Features
- High rise waist
- Snake-inspired print
- Envelope hem overlay
- Faux leather fabric
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06403-0127
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stunning Strappy Faux Suede Block Heels
Strap up in stunning block heels that elevate your looks! Perfect for that upcoming bridal shower or date night, these heels feature lace-up straps, a narrow block heel, and composed of faux suede material. Complete your look with a stunning floral dress and fringe earrings!
Fit & Features
- Open back
- Lace-up straps
- Criss-cross straps over the toe
- Clear strap over the toe
- Narrow block heel
- Open square toe
- Faux suede material
Please be advised that these heels run 1/2 a size small.
Style Number/Barcode: 07401-2324
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feelin' Fierce Leopard Print Stiletto Booties
Yes babe, these leopard print stiletto booties will make you as fierce as can be! Slay each step in these booties that feature a trendy pointed toe and all over wild leopard print. Pair with a classic little black dress and a gold necklace for the perf date night in vibe.
Fit & Features
- Pointed toe
- Elastic detail on each side
- Back zipper closure
- Stilleto heel
- Leopard print
Style Number/Barcode: 07403-0315
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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Casual Moment Slip On Sneakers
Keep it casual in sneakers to have a cute look ready in minutes. The sneakers feature an easy slip-on design, a round toe, and a canvas material body. Complete your effortlessly casual look with a statement sleeve crop top and high waist jeans.
Fit & Features
- Slip-on design
- Almond toe
- Canvas material body
- Elastic goring on each side
- Contrasting white sole
Style Number/Barcode: 07407-0157
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The Everyday Faux Suede Booties
Keep it chic every day in booties that go with every outfit! The booties feature an around the ankle fit, a trendy pointed toe, and a sturdy block heel to take you from day to night. Complete your look with high waist mom jeans and an off the shoulder top.
Fit & Features
- Around the ankle fit
- Inner zipper closure
- Pointed toe
- Block heel
- Faux suede material
Style Number/Barcode: 07403-0308
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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A Little Drama Ruffled Tulle Midi Skirt
Bring a little drama to your look with this ruffled tulle midi skirt that will add a chic flair. It features a high-rise elastic banded waist for comfortable wear, a midi-length hem with a flowy, A-line silhouette, and a sheer ruffled tulle design over a knit lining. Style with a corset top and mules.
Fit & Features
- High-rise elastic banded waist
- Midi-length hem
- Flowy, A-line silhouette
- Sheer ruffled tulle fabric
- Knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0938
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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High Waist Plaid Perfection Skinny Pants
Keep it posied in plaid pants that bring the chic factor to your outfits! The pants feature a high waist, a tie waist belt, a trendy plaid print, and a skinny leg fit with a tapered hem. Complete your look with a black top and mules.
Fit & Features
- High rise waist
- Tie waist belt
- Plaid print
- Skinny leg fit
- Tapered cuff
Style Number/Barcode: 06402-0265
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Shimmering Beauty Rhinestone Necklace And Earrings Set
You'll be a stunning shimmering beauty in this necklace and earring set! The pack features a choker necklace with two rows of rhinestones and matching stud earrings. Pair this set with a simple tee to add some glam to your everyday look.
Fit & Features
- Choker necklace and stud earrings set
- Two row rhinestone choker
- Rhinestone stud earrings
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07002-0524
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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The Next Level High Rise Skinny Jeans
Elevate your looks with skinny jeans that keep your outfits on point! These must-have jeans feature a high rise fit, light destructed detailing with knee slits, and a skinny leg fit with a cropped hem. Complete look with a ribbed crop top.
Fit & Features
- High rise waist
- Single-button with zipper closure
- Traditional five-pocket with belt-loop design
- Light destructed detailing with knee slits
- Skinny leg fit with slightly cropped hem
- Medium wash fabric
- Form hugging fit
Style Number/Barcode: 06602-0189
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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Vote B*tches Graphic Tee Shirt
Make your vote count, girl! Show off your patriotic side with this graphic tee that says it all! The tee features lettering that reads: "Vote B*itches", a crew neckline, and short sleeves. Complete look with classic jeans.
Fit & Features
- Crew neckline
- "Vote B*tches" lettering
- Crew neckline
- Short sleeves
- Jersey knit fabric
Style Number/Barcode: 06002-0660
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Knit Frayed Plaid Blanket Scarf
Get all cute and cozy in this knit plaid blanket scarf! It features a frayed hem design with fringe detailing and a soft to the touch fabric. Layer this scarf over a long sleeve bodysuit and denim for a classic fall look.
Fit & Features
- Blanket scarf
- Frayed hem
- Fringe detailing
- Multi-colored allover plaid print
- Soft fabric
Style Number/Barcode: 07305-0158
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tie Waist Plaid Shorts
Cinch your waist in these chic shorts! The shorts feature a plaid pattern. a high rise waist, a tie waist belt with loops. and a cheeky bottom. Complete look with a basic bodysuit.
Fit & Features
- High rise waist
- Tie waist belt with loops
- Plaid print
- Cheeky bottom
- Stretchy lightweight woven fabric
Style Number/Barcode: 06403-0138
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Babe Over-The-Knee Stacked Heel Boots
You'll be a major babe all day long in this pair of over-the-knee boots! They feature a lace-up back, an almond toe, and a stacked heel. Wear them with a bustier and distressed denim for a must-have look.
Fit & Features
- Lace-up back
- Almond toe
- Stacked heel
- Fits true to size
Style Number/Barcode: 07402-0714
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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City Chic Lace-Up Booties
Step out in these booties to make a stylish step on your next brunch date! These versatile booties feature a lace-up front, a caged cutout design, an almond toe, and a trendy block heel. The booties are composed of a faux leather material. Complete look with a curve-hugging bodycon dress.
Fit & Features
- Lace-up front
- Caged cutout design
- Almond toe, strap over the toe
- Block heel
- Faux leather material
Style Number/Barcode: 07403-1262
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Lace-up front