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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Flawless Energy Long Sleeve Crop Top
Give off that flawless energy in a classic crop top with elevated details! It features a scoop neckline with a center notched design, long fitted sleeves, and a fitted cropped hem for a snatched look. The ribbed knit fabric offers plenty of stretch for comfortable wear. Style this top with cargo pants for an effortless everyday look!
Fit & Features
- Scoop neckline
- Center notched design
- Long fitted sleeves
- Fitted cropped hem
- Ribbed knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 07109-0311
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Need It Now Ribbed Bodysuit
Whether you layer it beneath blazers, pair it with cutoffs, or team it with a mini, this bodysuit will be in heavy wardrobe rotation! Bodysuit features all-over vertical ribbing, spaghetti straps, a square neckline, a thong-style bottom, and two-button snap closure. Suit is made from a soft rayon blend with moderate stretch.Style Number/Barcode: 06002-0113
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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Fierce Fashionista Heeled Sock Booties
Showcase major fierce fashionista vibes in these chic heeled sock booties! They feature a trendy sock bootie design with a sturdy block heel. Pair these with a classic pair of high rise denim for a go-to fall look.
Fit & Features
- Pointed toe
- Block heel
- Inner zipper closure
- Sock bootie design
- Faux suede fabric
Bootie runs small. Size up a whole size up.
Style Number/Barcode: 07403-0384
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Houndstooth Scoop Neck Mini Dress
Stay on-trend in a mini dress that slays this season. The dress features a sleeveless scoop neckline, sleek spaghetti straps, a houndstooth print, and a mini length silhouette. Complete your look with a faux fur jacket.
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Houndstooth print
- Mini length silhouette
- Form hugging fit
Style Number/Barcode: 05102-1036
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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Chic Baddie Faux Leather Shacket
Showcase what a baddie you are with a shacket that will make them take a second look! The shacket features a collared neckline, a multi-button down front, long sleeves, two chest pockets, and a cropped hem. The shacket is composed of a faux leather fabric that offers a relaxed fit with slight stretch. Complete look with flared pants and ankle booties.
Fit & Features
- Collared neckline
- Multi-button down front
- Long sleeves
- Two chest pockets
- Cropped hem
- Faux leather fabric
- Relaxed fit, slight stretch, runs true to size
Style Number/Barcode: 06204-1031
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Turnlock Quilted Diamond Crossbody
Keep on trend with a crossbody to carry all your essentials close to you! The crossbody features a small rectangular body, a fold-over closure with a turn-lock fastening, a quilted diamond pattern, and a chain-link shoulder strap. Complete look with a bodysuit and mini skirt.
Fit & Features
- Rectangular body
- Fold-over closure
- Turn-lock
- Quilted diamond pattern
- Chain-link shoulder strap
Style Number/Barcode: 07203-0649
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfectly Poised Plunging Chiffon Romper
Make it poised and chic in this dressy romper for the perfect going-out look for all of your special occasions. This sheer long-sleeve romper features a plunging surplice V-neckline and a high-rise silhouette with a matching tie belt that cinches at the waist. Complete your dressy romper look with sparkling rhinestone chandelier earrings and matching spiral heels.
Fit & Features
- Plunging surplice V neckline
- Sheer chiffon long sleeves with elastic banded hems
- Tie-waist belt with belt loops
- Wide-leg shorts
- Crepe fabric with moderate stretch
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06503-0230
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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Major Baddie Fringe Faux Leather Moto
Live on the edge babe with a moto jacket that gives off those baddie vibes! The moto features a collared neckline, an asymmetrical zipper front, zippered side pockets, long sleeves, and a fringe detail throughout. The jacket is composed of a lined faux leather fabric that offers a form hugging fit with minimal stretch. Complete look with a graphic tee and combat boots.
Fit & Features
- Collared neckline
- Asymmetrical zipper front
- Zippered side pockets
- Long sleeves
- Fringe detail throughout
- Lined faux leather fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-1065
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Libra Knit Graphic Tee
Showcase your zodiac sign with a graphic tee that does all the talking! It features a crew neckline, short sleeves, a front script that reads, "Libra made to flirt," and a mid-length, form-hugging fit. Complete the look with a faux leather mini skirt for your birthday celebration.
Fit & Features
- Crew neckline
- Short sleeves
- Front script reads, "Libra made to flirt"
- Mid-length hem
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1446
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bling Calling Rhinestone Denim Jacket
Pick up the phone cause this rhinestone denim jacket wants to be yours! It features a trendy oversized silhouette, long sleeves, a collared neckline, flap pockets, a button-down front, and all-over rhinestone embellishments. Complete the look in sleek leather leggings for an evening out!
Fit & Features
- Long sleeves, single button details
- Collared neckline
- Flap pockets, side pockets
- Button-down front
- Oversized silhouette
- All-over rhinestone embellishments
- Cotton denim fabric, no stretch
- Runs true to size
Style Number/Barcode: 06203-0481
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Country Nights Denim Western Booties
Go out tonight in these western booties for a country bar or bachelorette! The booties feature a pointed toe, western-inspired stitching, a stacked block heel, and a back zipper closure on an ankle-length shaft. Complete the look in a cowboy hat.
Fit & Features
- Pointed toe
- Western-inspired stitching
- Stacked block heel
- Back zipper closure
- Ankle-length shaft
- Denim material
- Runs true to size
Style Number/Barcode: 07403-1711
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Layer On The Cozy Vibes Faux Sherpa Denim Jacket
Layer on all the cozy vibes with this adorable faux sherpa denim jacket perf for the season! It features a faux sherpa contrast wide collar, long sleeves with elastic cinched hems, a button-down front, buttoned chest pockets, and a cropped elastic cinched hem. The cotton-blend denim features a cozy faux sherpa lining. Style this trendy jacket over a sweater dress with knee-high boots for a chic 'fit.
Fit & Features
- Faux sherpa contrast wide collar
- Long sleeves, elastic cinched hems
- Button-down front
- Dual buttoned chest pockets
- Cropped elastic cinched hem
- Denim fabric, faux sherpa lining, no stretch
- Runs true to size
Style Number/Barcode: 06203-0516
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Find Your Style Button Down Pleated Mini Dress
Make a style statement in this woven shirt mini dress! Featuring long sleeves with button cuffs, a collar neckline, a button down front, and a flattering A-line silhouette and pleated mini-length hem for an adorable and undeniable stylish look. Complete the look in knee-high boots for brunch downtown!
Fit & Features
- Long sleeves with button cuffs
- Collar neckline
- Button down front
- A-line silhouette
- Pleated mini-length hem
- Woven poplin fabric, no stretch
- Runs true to size
Style Number/Barcode: 05102-5379
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Wide Fit Below The Knee Boots
Get a chic look this season in these adorable below the knee boots! They feature a comfortable wide fit and trendy buckle detailing. Pair them with skinny jeans for that classic fall vibe.
Fit & Features
- Almond toe
- Inner zipper closure
- Side buckle detailing
- Back elastic detail with tab
- Under the knee fit
- PU material
Style Number/Barcode: 07402-0170
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ever So Edgy Lug Sole Heeled Boots
Look ever so edgy in these chic lug sole heeled boots! They feature a trendy ankle sock detail and a sleek faux leather material. Pair these boots with distressed denim and a graphic tee to go hang with the squad.
Fit & Features
- Cotton ankle sock detail
- Lug sole
- Block heel
- PU material
Style Number/Barcode: 07403-0362
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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Step It Up Faux Suede Booties
Step up your look with booties that are perf to style with your fav layered outfits! The booties feature an around the ankle fit, elastic goring, a pointed toe, and a block heel. The booties are composed of a faux suede material. Complete look with an off the shoulder sweater and skinny jeans.
Fit & Features
- Around the ankle fit
- Elastic goring
- Pointed toe
- Block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1377
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Seamless Bralette And Thong Set
Keep it sleek in a lounge seat that is perf for unwinding at home! The set features a seamless long line bralette with a subtle zebra print, a sleeveless v-neckline, adjustable spaghetti straps, and an elastic ribbed hem. The matching thong features an elastic high-rise waist, subtle zebra pattern, and thong bottom. Both pieces are composed of a buttery smooth nylon-knit fabric that offers a relaxed fit with a moderate stretch. Complete look with scrunchie for a laid-back look.
Fit & Features
- Set includes bralette and thong
- Zebra print
- Seamless
- Long line bralette, adjustable spaghetti straps
- High rise thong
- Nylon-knit blend
- Relaxed fit, moderate stretch
- Runs true to size
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07107-0800
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Downtown Nights Wide-Leg Pants
Stroll downtown tonight in these breezy wide-leg pants featuring a high-rise waist, hidden side pockets, and pleats going down the front on woven fabric with minimal stretch. Complete the look in a one-shoulder top and mules.
Fit & Features
- High-rise waist
- Hidden side pockets
- Pleats down the front
- Wide-leg silhouette
- Pull-on/off styling
- Woven fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06402-0526
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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Kira Sequin Velvet Mermaid Dress
Special Occasion
Showcase a luxe look with a stunning sparkle in the Kira sequin velvet mermaid dress. She features a sleeveless asymmetrical one-shoulder neckline, a single adjustable shoulder strap, and a fitted bodice with all-over sequin embroidery. Her high waist seam leads to a floor-length smooth velvet skirt with ruching at the top and a thigh-high side slit. Style this dress with rhinestone heels.
Fit & Features
- Sleeveless asymmetrical one-shoulder neckline, adjustable spaghetti strap
- Fitted bodice, sequin embroidery, back zipper, hook and eye closure
- High waist seam, floor-length velvet skirt, ruching, high side slit
- Mermaid silhouette
- Lined sequin top, velvet skirt, moderate stretch
- Strapless or adhesive bra recommended
- Runs true to size
Style Number/Barcode: 05002-2581
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bow Beauty Nubuck Platform Booties
The world is your runway in these nubuck platform booties featuring an almond toe, thin block heel, bow with rhinestone charm, side zipper closure, and an above-the-ankle fit. Complete the look with a crossbody purse.
Fit & Features
- Almond toe, thin block heel
- Platform sole
- Bow with rhinestone charm
- Side zipper closure
- Above-the-ankle fit
- Nubuck material
- Runs true to size
Style Number/Barcode: 07403-1573
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Next Stop Utility Jogger Jumpsuit
Put it in cruise control cause you'll be coastin' and looking fly in this utility jogger jumpsuit for your ride! The woven jumpsuit features roll-cuffed 3/4 length sleeves with snap-button closures, a collar neckline, front zipper closure, a seven-pocket styling, an adjustable drawcord waist, and a jogger-leg design with elasticized hems. Complete the look in booties and cool sunnies.
Fit & Features
- Roll-cuffed 3/4 length sleeves, snap-button closures
- Collar neckline, front zipper closure
- Three flap pockets, hidden side pockets, two back faux pockets
- Adjustable drawcord waist
- Jogger-leg design, elasticized hems
- Smooth woven fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06302-0685
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $65.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Light As A Feather Tie Front Top
Light and airy! Add some elegance to your night out wear in this satin crop top featuring long sleeves with feather boa trim cuffs, a plunging collar V-neckline, and tie-front closure. Complete the look in a sleek mini skirt.
Fit & Features
- Long sleeves
- Feather boa trim cuffs
- Plunging collar V-neckline
- Tie-front closure
- Cropped hem
- Silky satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1521
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Made Your Mark X-Back Midi Dress
Make your mark in this stylish basic midi dress featuring a sleeveless crew neckline, wide shoulder straps that cross along the open back, and a form-hugging fit with a side slit detail. Complete the look in pointed-toe heels for a dinner with friends!
Fit & Features
- Sleeveless crew neckline
- Wide shoulder straps cross along the open back
- Form-hugging silhouette
- Side slit detail
- Midi-length hem
- Rib-knit fabric, sewn-in lining, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4621
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Total Rage Mesh Bustier Graphic Tee
You'll be all the rage in this crop graphic tee featuring short sleeves, a crew neck, a front graphic with a script that reads, "Heavy Metal Tour" and a bustier-style mesh trim hem. Complete the look in woven cargo pants for a concert!
Fit & Features
- Short sleeves
- Crew neck
- Front graphic and script "Heavy Metal Tour"
- Bustier-style mesh trim
- Cropped hem
- Cotton knit fabric with stretch
- Runs true to size
Style Number/Barcode: 06002-1447
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free