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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Moment In Plaid High Waist Mini Skirt
Create a fab moment in a plaid skirt that wows! The skirt features a high rise waist, a plaid print, and a mini side slit. Complete look with a crop top and thigh high boots.
Fit & Features
- High rise waist
- Plaid print
- Mini side slit
- Mini length silhouette
Style Number/Barcode: 06501-0322
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Destructed Knit Long Sleeve Cropped Sweater
Bring the edge in this crop top! The cropped sweater features a crew neckline, long sleeves, and destruction details at the hem and cuff. Complete your look with high waist jeans.
Fit & Features
- Crew neckline
- Long sleeves
- Destructed details at the hem and cuff
- Cropped hem
- Knit fabric
- Relaxed fit
Style Number/Barcode: 06005-0861
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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High Waist Snap Front Plaid Skinny Pants
Keep your style in check with these trendy plaid skinny pants! They feature a flattering high waist with snap button front closures and a tapered leg fit. Pair these pants with a curve-hugging bodysuit and strappy heels for a casual date night look.
Fit & Features
- High rise waist
- Snap button front closures
- Two zippered front pockets
- Tapered leg fit
- Plaid print
- Woven fabric
Style Number/Barcode: 06402-0281
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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Belted Faux Leather Paper Bag Mini Skirt
Get a chic, edgy vibe in this trendy belted faux leather mini skirt! It features a flattering paper bag waist and a curve-hugging fit. Pair this skirt with a cute sweater and thigh-high boots for a go-to fall night out look.
Fit & Features
- High rise paper bag waist
- Included belt
- Short, form-hugging fit
- PU fabric
Style Number/Barcode: 06401-0262
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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Faux Suede Utility Booties
Take on the day in these must-have booties! The booties feature an around the ankle fit, a lace-up front, and a textured sole. Complete your look with biker shorts for a casual outfit.
Fit & Features
- Around the ankle fit
- Lace-up front
- Almond toe
- Pull tabs at the back ankle
- Inner zipper closure
- Textured sole
- Faux suede material
Style Number/Barcode: 07403-0402
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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Bella Super High Rise Skinny Ankle Jeans
Oasis by Eunina
The Bella Super High Rise Skinny Ankle Jeans are the pair of denim you need to have in your closet! They feature a flattering high waist with slight distressing and an ankle cut hem. Wear these with a cute flowy sweater and heeled ankle boots.
Fit & Features
- Super high rise waist
- Traditional five-pocket and belt loop design
- Front button closure
- Distressed detailing
- Skinny leg fit
- Ankle cut hem
- Denim fabric
Style Number/Barcode: 06602-0174
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Quilted Faux Leather Buckle Detail Boots
Style up your winter wardrobe in these chic faux leather boots! They feature a below the knee fit with a quilted faux leather design, side zipper and buckle accents, and a low block heel. Pair these boots with a cute sweater dress for an adorable everyday look.
Fit & Features
- Below the knee fit
- Round toe
- Side zipper and dual buckle accents
- Inner zipper closure
- Low block heel
- Faux leather material with partial quilted design
Please be advised that these boots run a 1/2 size too small.
Style Number/Barcode: 07402-0222
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All About The Stripes Cropped Sweater
With this cozy knit sweater, it's all about the stripes, and you of course! It features a crew neckline, long dolman style sleeves, and a cropped, relaxed and comfortable fit. Pair this sweater with a faux leather skirt and over the knee boots to edge up your 'fit.
Fit & Features
- Ribbed crew neckline
- Long dolman style sleeves
- Cropped, relaxed fit
- Marled sweater knit fabric
- Striped print
Style Number/Barcode: 06005-0858
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Feeling Basic Faux Leather Booties
Channel those basic vibes in these cute booties to create layered outfits. The booties feature an around the ankle fit, a pointed toe, and a low block heel. The booties are composed of a faux leather material. Complete your look with a cardigan and high waist jeans.
Fit & Features
- Around the ankle fit
- Pull tabs at the back of the ankle
- Pointed toe
- Low block heel
- Faux leather material
- Back zipper closure
Style Number/Barcode: 07403-0398
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Off The Shoulder Ribbed Eyelash Knit Sweater
Casually slay your everyday 'fit in this adorable ribbed eyelash knit sweater! It features an off the shoulder neckline with long fitted sleeves and a form-hugging fit with a cropped hem. Pair this top with distressed denim and chunky sneaks.
Fit & Features
- Off the shoulder neckline
- Long fitted sleeves
- Cropped
- Form-hugging fit
- Ribbed eyelash knit fabric
- Plenty of stretch
Style Number/Barcode: 06005-0854
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Slay In Faux Suede Lug Sole Booties
Lace-up in faux suede booties this season to style with your favorite cardigans and high waist jeans. The booties feature an around the ankle fit, goring accent, lace-up front with mini D-rings, a stacked block heel and lug sole.
Fit & Features
- Around the ankle fit
- Goring panels
- Lace-up front with mini D-rings
- Inner zipper closure
- Stacked block heel
- Lug sole
- Faux suede material
Please be advised that these booties run 1 size too small.
Style Number/Barcode: 07403-0397
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Faux Leather Slouched Knee-High Boots
Channel your diva with a pair of knee-high boots! Designed with an almond toe, a sole with a low heel, and a knee-high fit with a slouched detailing at the sides. Boots have a zipper closure and are composed of faux leather. Complete your look with a ribbed midi dress.
Fit & Features
- Knee-high length
- Almond toe
- Low heel
- Slouched detailing
- Faux leather material
Style Number/Barcode: 07402-0218
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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Keep It Stylish Ruched Mini Dress
Keep your 'fit stylish and on point in this curve-hugging ruched mini dress! It features long fitted sleeves, a short, form-hugging silhouette and front ruched detailing to create a flattering look. Pair this dress with heeled booties for the perf fall date night.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Short, form-hugging fit
- Front ruched detailing
- Drawstring at front hem
- Cotton fabric
Style Number/Barcode: 05102-1032
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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Ruched To The Maxi Knit Dress
This sultry long summer-ready dress is ruched to the max! It features a sleeveless bodice, spaghetti straps, a square neck and back, a front and back waist cutout, ruched detailing along the sides, and a floor-length hem with a knee-high side slit. The dress is composed of a stretchy knit with a short knit skirt lining and offers a flattering, curve-hugging fit. Complete your look with wedges and statement earrings.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Front and back cutouts
- Ruched dealing
- Maxi length silhouette
- Knee-high slit
- Form hugging fit, stretchy knit fabric
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 05101-0886
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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Sheer Support Tights
Keep it sleek and stylish in these sheer support tights! This pair of stockings will keep you firm and are supportive, while also looking classy and chic. Pair with a stunning mini dress for an overall gorgeous look.
Fit & Features
- High rise waist
- Firm and supportive
- Sheer look
Fashion tape, adhesive bras, adhesive panties, pasties, hosiery, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0067
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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Chunky Chain Link Rhinestone Bracelet
Glam up your look with a bracelet that dazzles up your outfit! The bracelet features a chunky chain link design that is embellished with mini rhinestones. Complete your look with a matching set.
Fit & Features
- Chunky chain link design
- Mini rhinestone embellishments
Style Number/Barcode: 07003-0209
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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Poised in Plaid Belted Shacket
Keep it poised in a plaid shacket to usher in those winter vibes. Style this plaid shacket with an adorable top and ankle booties to take you to an upcoming coffee date. The shacket features a collard neckline, a multi-button down front, a belted waist, and a plaid print.
Fit & Features
- Collared neckline
- Multi-button down front
- Two small chest pockets
- Long sleeves
- Belted waist
- Plaid print
- Corduroy fabric with no stretch
Style Number/Barcode: 06204-0718
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Glam Rhinestone Butterfly Necklace
Create a glam moment with this layered necklace that brings the charm! The necklace features a two-row design with a chunky chain link design with rhinestone embellished butterfly charms. Complete your look with fab matching separates.
Fit & Features
- Layered two-row design
- Chunky chain link
- Rhinestone embellished butterflies
Style Number/Barcode: 07002-0567
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sporty Chic Zip-Up Crop Top
Make a sassy, sporty statement in this chic zip-up crop top! Featuring a trendy mock neckline with a partial zip-front, this top is perfect for a casual shopping trip with your girls. Pair with some form-hugging biker shorts for a cute 'fit.
Fit & Features
- Mock neckline
- Partial zip-front with O-ring
- Long fitted sleeves
- Cropped
- Form-fitting style
- Ribbed knit fabric
Style Number/Barcode: 06002-0561
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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Stylishly Sleek Satin Tie Dye Midi Skirt
Stylish and oh-so sleek, this satin midi skirt will be that new trendy piece you need in your closet! Featuring a flowy mid-length silhouette and an all-over tie-dye print, this skirt is perfect for a brunch date. Pair with a fitted crop top and cute mules.
Fit & Features
- High-rise waist
- Mid-length
- Flowy fit
- All-over tie-dye print
- Satin woven fabric
- Runs true to size
Style Number/Barcode: 06401-0260
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Bling Door Knocker Earrings
You'll for sure bring the bling in these fab door knocker earrings! They feature a round post with a rectangular door knocker design and an overall textured finish. Pair these statement earrings with a faux fur coat for a major fashionista look.
Fit & Features
- Round post
- Rectangular door knocker design
- Textured detailing
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0694
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keep It Trendy Velvet Shorts
Keep it trendy in these adorable velvet dolphin shorts! They feature a flattering high rise waist and a velvet fabric with a contrasting trim. Perfect for lounging at home, pair these shorts with a cute cropped cami.
Fit & Features
- High rise waist
- Velvet fabric with contrasting trim
- Fitted look
Style Number/Barcode: 06503-0252
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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Tied To Basics Ribbed Crop Top
Give your basic crop top a fab twist with a cute tie waist detail. The crop top features a wrap V-neckline, short sleeves, and a cropped hem with a stylish tie waist hem. Complete your casually chic outfit with distressed skinny jeans and strappy heels.
Fit & Features
- Wrap v-neckline
- Short sleeves
- Cropped hem
- Tie waist accent
- Ribbed knit fabric
- Form hugging fit
- Moderate stretch
Model is 5'9" with 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06001-2788
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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Casual and Chic Plaid Blanket Scarf
Keep it casually chic in a plaid scarf to adorn your cold-weather outfits with. The scarf features neutral tones, a plaid print, and an oversized blanket fit. Complete your cold-weather out with a faux fur jacket and ankle booties.
Fit & Features
- Plaid print
- Neutral tones
- Plaid print
- Oversized blanket fit
Style Number/Barcode: 07305-0204
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale