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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Rhinestone Cross Charm Choker Necklace
Elevated and trendy, this embellished choker necklace will step up your style. It features three layers of rhinestones with an embellished cross charm drop design. Style this necklace with simple stud earrings.
Fit & Features
- Three layers of rhinestones
- Cross charm drop design, rhinestone embellishment
Style Number/Barcode: 07002-1122
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price
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Classic And Cozy Plaid Long Vest
Layer on this plaid long vest for a classic and cozy look this season. It features a sleeveless collared neckline, a complete button-down front, dual chest pockets with flap detailing, dual side pockets, a relaxed fit, and an all-over buffalo plaid print. The faux wool fabric is soft to the touch with no stretch. Style over a long sleeve top with dark wash denim.
Fit & Features
- Sleeveless collared neckline
- Button-down front
- Dual chest pockets, flap design, button closures
- Dual side pockets, smooth lining, side slit accents at the hem
- Relaxed silhouette
- Buffalo plaid print
- Faux wool fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1499
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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That's Classy Faux Leather Mini Crossbody Bag
This faux leather mini crossbody bag will add the perfect finishing touch to your chic 'fit! Featuring a top handle, a detachable and adjustable crossbody strap, a curved front flap with a fold-over design, an exterior croco-pattern, and a spacious woven interior for keeping your must-haves close. Complete the look with a sleek necklace for going out!
Fit & Features
- Top handle
- Detachable and adjustable faux leather crossbody strap
- Curved front flap, fold-over design, dual magnetic button closures
- Exterior croco pattern
- Spacious woven interior, single pocket
- Exterior faux leather material
Style Number/Barcode: 07203-1253
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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Knit Your Basic Midi Dress
This adorable casual midi is not your basic knit dress. It features a sleeveless bodice, adjustable spaghetti straps, a scoop neckline, a square back, and a curve hugging, mid-length fit. The dress is composed of a wide ribbed sweater knit fabric that offers plenty of stretch.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06005-0023
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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Rock On Distressed Tunic Top
Hey, wild child! Show off your spirited side in this distressed tunic top (or be bold and make it a mini!). Top features a crew neck, short sleeves, shredded V detail at chest and hem, and a large "Rock On" contrast graphic. Top is cut for a slim fit and made from an ultra-soft rayon knit with moderate stretch.Style Number/Barcode: 06002-0188
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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Untamed Off-The-Shoulder Top
You're ready to roar—show it in this leopard-print chiffon crop! Top features a gathered, off-the-shoulder neckline, a surplice-style bodice with cutout detail and gathered hem, and long sleeves that gather 3/4 of the way and flare out at cuffs. Top is lined and made from a lightweight woven material with minimal stretch.Style Number/Barcode: 06003-0294
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Striped Stunner Crop Tee
You are a baddie in stripes! This top has a crew neck, short sleeves, and a cropped hem that hits at the rib area. The vertical stripes alternate in size. Tee is composed of a soft knit material that offers moderate stretch.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06002-0143
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Satin Utility Jumpsuit
Make major style moves in this trendy chic utility jumpsuit. It features a collar, a deep V wrap front neckline, short cuffed sleeves, top buttoned pockets, a high waist seam, a front double D ring belt, an elastic banded back, a hidden front zipper, slanted front pockets, and straight pant legs. The jumpsuit is composed of a smooth satin-like fabric with no stretch.Style Number/Barcode: 06402-0084
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Whimsical Glam Bow and Lace Mini Dress
This whimsical bow and lace mini dress features adorable cap sleeves and a square neckline that leads to the lace-up back that makes every head turn. Complete the look with statememt flats.
Fit & Features
- Lined rayon knit fabric with plenty of stretch
- Square neckline with lace trim inset and mini bow detail
- Cap sleeves
- Open back with lace-up bungee strap design
- Mini-length A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5839
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Corduroy Babe Jumpsuit
Keep it chic and fab in this statement making jumpsuit! It features a flat collar, two chest pockets, a zippered down front, long sleeves with single button cuffs, an adjustable belt with loops, a double ring slid through buckle and slant pockets. The slim fit bodice leads to a straight leg with flared hem. Jumpsuit is composed of a corduroy knit fabric that offers a form hugging fit with minimal stretch.Style Number/Barcode: 06302-0034
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Essential Lace Up Booties
With a medium height stacked heel and an almond toe, these booties give us total fall vibes! They are composed of a faux suede material and features a lace up design atop.Style Number/Barcode: 07403-0093
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Throw It Back Ribbed Sweater
Throw it back and get a trendy vibe with this ribbed knit sweater! It features a turtleneck, long dolman style sleeves, and a cropped hem with a relaxed and comfortable fit. The ribbed knit fabric features contrasting hues and offers moderate stretch.Style Number/Barcode: 06005-0258
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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Neon Babe Cropped Sweater
Hey babe! Amp up your trendy style with this bright neon cropped sweater! It features a turtleneck, long cuffed sleeves, and a cropped hem with a relaxed fit. The knit fabric offers moderate stretch.
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06005-0057
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Turtleneck Ribbed Knit Mini Dress
This ribbed knit mini is the perfect dress for transitioning into the colder months! It features a sleeveless bodice, a turtleneck, and a short, mid-thigh length with a curve hugging fit. The ribbed knit fabric offers plenty of stretch.Style Number/Barcode: 05102-0317
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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O-Ring Detail Wrap Front Top
Stay ever so stylish with a fun accent with this O-ring detail top! It features long fitted sleeves, a V neckline, and a wrap front leading to a tortishell O-ring at the hem. Top is composed of a lightweight ribbed knit fabric, offering plenty of stretch.Style Number/Barcode: 06001-1995
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Comfy Cutie Sweatpants
Cozy on up into these cute and comfy sweatpants! They feature a high rise waist, a drawstring front tie, slanted front pockets, and a ribbed knit jogger hem. The knit fabric offers moderate stretch and an overall relaxed fit. Don't forget the matching hoodie!
Model is 5'7" with a 32" bust, 23" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06502-0216
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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Blame It On The Weather Knit Beanie
Blame it on this weather, or blame it on the fact that we will use any excuse to wear a beanie! With a traditional vertical knit pattern, and a classic design, this beanie is a definite closet staple!Style Number/Barcode: 07302-0090
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Thigh High Faux Leather Riding Boots
Ride out into the sunset in a pair of thigh high boots! Designed with an almond toe, a low heel and a zipper closure. They reach thigh high and are composed of a faux leather. Pair with your fav leggings and over-sized tee for that relaxed yet trendy vibe!Style Number/Barcode: 07402-0085
Category Name: 2026 Fall Outfit Trends
Price: $24.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Comfy Cozy Vibes Sweater
Get all those comfy cozy vibes in this of the moment fuzzy sweater! It features a wide high neckline, long sleeves, and a mid-length, relaxed fit. The fuzzy knit fabric offers moderate stretch.Style Number/Barcode: 06005-0351
Category Name: 2026 Fall Outfit Trends
Price: $22.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Breezy Boho Sheer Lace Asymmetric Maxi Skirt
Channel an effortless boho vibe in this breezy sheer lace maxi skirt featuring a high-rise waist, ruched detailing with an adjustable drawstring, a high-cut side slit, and an asymmetric hem with a flowy silhouette. Perfect for pairing with a crop top and booties.
Fit & Features
- Sheer lace fabric with mini-length knit lining, plenty of stretch
- High-rise waist
- Ruching, adjustable drawstring
- High side slit
- Asymmetric maxi-length hem
- Flowy fit
- Runs true to size
Style Number/Barcode: 06501-1065
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Soft And Sweet Popcorn Knit Sweater
Soft and sweet, this popcorn knit sweater is perfect for the holiday season! It features a round neckline, long dolman style sleeves, and a mid-length, relaxed and comfortable fit. The fuzzy knit fabric offers plenty of stretch.Style Number/Barcode: 06005-0355
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lucky Day Shamrock Cropped Top
First of all don't be the statistic, don't get pinched! Second of all, wear a little luck on ya on the day where anything could happen! Pair this cutie little top with high waist denim and sneaks, or dress up at night with a pair of heeled booties!
Fit & Features
- Round neckline
- Short sleeves with an embroidered trim
- Cropped hemline with embroidered trim
- Ribbed knit material | Moderate stretch
- Four leaf clover embroidery
Style Number/Barcode: 06002-0396
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fashionista Moment Mini Croc Crossbody Purse
This purse is for the fashionistas out there looking to make a chic statement! Perfect for a brunch date or fab night out, this mini purse is the one! The purse features top handles, a fold-over closure, and a mini square design. Complete your look with a sleek bodysuit and high waist jeans.
Fit & Features
- Mini square design
- Fold-over closure
- Double handles
- Detachable shoulder strap
- Croc-embossed design
- Faux leather material
Style Number/Barcode: 07201-0043
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Rhinestone Cross Duster Earrings
Be the trendy one of your stylish squad in these rhinestone cross duster earrings! Featuring a large cross design with rows of mini rhinestones, these earrings would pair perfectly with a graphic tee and some mom jeans for an edgy glam vibe.
Fit & Features
- Large cross design
- Rows of mini rhinestones
- Cascading fringe
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0660
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free