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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Fleece On Fleek Denim Jacket
We stan a classic denim jacket to layer up this season! This layering essential features a flat collar, a multi-button down front, two chest pockets, side pockets, light distressed detailing and long sleeves with single button cuffs. Jacket is composed of a denim fabric and a cozy fleece lining. Jacket offers a relaxed fit with minimal stretch.
Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06203-0009
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fray All Day Plaid Top
Get a frayed look all day, everyday with this trendy plaid top. It features a collar, a slight V neckline, a complete button down front, long sleeves with frayed hems and buttons to cuff, top buttoned pockets and a mid-length, frayed hem. The top is composed of a lightweight woven fabric with no stretch and offers a relaxed fit.Style Number/Barcode: 06003-0059
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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Leopard Print Crew Neck Sweater
This muted toned leopard print sweater is so perfect for everyday wear. It features a ribbed crew neckline, long sleeves with ribbed cuffs, and a mid-length, relaxed fit with a ribbed hem. The top is composed of a knit fabric with moderate stretch.
Model is 5'9" with a 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06005-0359
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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100% Pisces Tee
Take 50% artistic and 50% mysterious to create those Pisces vibes! Pair this cosmically-inspired tee with your fave denim for a super casually cute look!
Fit & Features
- Crew neckline
- Short sleeves
- Cotton fabric | Moderate stretch
- Script that reads "50% artistic, 50% mysterious, 100% Pisces"
Style Number/Barcode: 06002-0382
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual Vibes High Waist Jeans
We're all about those casual vibes that make for an effortlessly put together look! Pair these high waist jeans with a chic top to take on the day!
Fit & Features
- High Rise Waist
- Traditional Five Pocket and Belt Loop Design
- Single Button and Zipper Closure
- Light Medium Denim Fabric
- Cropped Hem
- Light Distressed Detailing
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06602-0156
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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Poised and Classy Quilted Crossbody
Keep it classy in a crossbody that brings the chic to your look! The crossbody features a stylish quilted chevron design, a fold-over closure with a turn-lock accent, two large compartments, and a combination chain with faux leather shoulder strap. Complete look with a bodysuit and high waist jeans.
Fit & Features
- Rectangular-shaped body
- Chevron quilted design
- Fold-over closure with turn-lock
- Faux leather material
- Chain and faux leather shoulder strap
Style Number/Barcode: 07203-0269
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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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Sculpted Sultry Bandage Mini Skirt
This flirty and sultry bandage mini skirt has everything you need to stand out! Featuring a high-rise waist, a bodycon silhouette, and a mini-length hem, it flatters your curves with every move. Crafted from a seamless bandage knit fabric designed to fit like a glove. Complete the look with the matching top.
Shop Matching Top: Sculpted Sultry Bandage Halter Crop Top
Fit & Features
- Sleeveless halter neckline with strap
- Open back
- Flexible boning, front hook and eye closures
- Cropped hem
- Seamless bandage knit fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0988
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Clara High Rise Destructed Skinny Jeans
Oasis by Eunina
Give your skinny jeans a chic update in this must-have pair! Perfect for styling with your favorite basic tops for a casual day out or dressing up with a bodysuit for a night out. The jeans feature a high rise waist, a flattering medium wash and a skinny tapered leg with light destruction.
Fit & Features
- High rise waist
- Single-button and zipper closure
- Traditional five-pocket with belt loop design
- Light-medium wash denim fabric
- Light destructed detailing
- Skinny tapered leg
- Form hugging fit, moderate stretch
Style Number/Barcode: 06602-0180
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Brave And Bold Dragon Lace Up Crop Top
Keep it brave and bold with a crop top that showcases your one-of-a-kind style! The crop top features a mock neck, an image of two dragons facing one another with "Brave" written at the bottom, long sleeves, and an open back with lace-up ties. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist shorts.
Fit & Features
- Mock neck
- Image of two dragons
- "Brave" written at the bottom
- Long sleeves
- Open back, lace-up ties
- Ribbed knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06002-1041
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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Bri Mid Rise Belted Flare Jeans By Windsor Denim
Fling into the Bri flare jeans by Windsor Denim! They feature a flattering mid-rise waist with an adjustable belt and buckle closure, a hip-hugging fit, and a raw flared hem. The jeans are composed of premium medium-wash denim fabric with a color fade effect and minimal stretch. Complete the look in a corset top for a casual dinner out!
Fit & Features
- Mid-rise waist
- Adjustable belt, buckle closure
- Hip-hugging fit, raw flared hem
- Front buttons and hidden zipper closure
- Five-pocket styling, belt loop accents
- Medium wash denim, color fade effect, minimal stretch
- Runs true to size
Style Number/Barcode: 06602-0420
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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Plaid Mood V-Waist Flare Pants
These plaid pants are a total mood! They feature a flattering high-rise V-cut waist, a hip-hugging fit, and a flared hem on plaid woven fabric with a slight stretch. Complete the look in a long sleeve top for a casual day out.
Fit & Features
- High-rise V-cut waist
- Back zipper closure
- Hip-hugging fit
- Flared hem
- Plaid print
- Woven fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06402-1368
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fashionable Cozy Cable Knit Crop Cardigan
Stand out in this cozy and fashionable cable knit cardigan! Featuring a chic cable knit design, fitted long sleeves, a V-neckline, and button-down front closures, this stylish cardigan will become a staple in your wardrobe. Complete the look in cargo jeans for an on-trend style!
Fit & Features
- Fitted long sleeves
- V-neckline
- Button-down front closures
- Cropped hem
- Cable knit design, ribbed hems
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1904
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Smocked Cutie Top
Hey cutie! You'll look absolutely adorable in this smocked top. It features short flowy sleeves, a V neckline, and a stretchy and smocked mid-length hem. The top is composed of a soft jersey knit fabric that offers plenty of stretch.Style Number/Barcode: 06001-1683
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Move With The Groove Crop Top
Move with the groove of this trendy tie dye crop! The top features a crew neckline, short sleeves, a cropped hem, and a knot front detail. The top is composed of a knit fabric that offers a form-fitting style with plenty of stretch.Style Number/Barcode: 06002-0154
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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Good On Paperbag Pants
Flowy and flattering, these rust paperbag pants let you keep your warm-weather cool. Team them with a form-fitting top and heels for a streamlined look. Pants feature an elasticized waist with removable tie and a wide-leg silhouette. Pants are lined from waist through hips and are made from a soft, linen-like fabric with little to no stretch.Style Number/Barcode: 06302-0590
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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Jude Mid Rise Skinny Dark Denim Jeans
Style Number/Barcode: 06602-0023
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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Exquisite In Lace Bodysuit
Hey bae you are already exquisite, but why not kick it up a knotch with a sexy lace bodysuit! This sweet piece features a deep V neckline wired at the center, spaghetti straps that are adjustable, and a cup like stitching at the breast. Bodysuit has a lace detailing that compliments the style, and leads down to mid waist. This suit has a snap closure at the crotch, and a thong style bottom. It is composed of a knit material that is form fitting and offers moderate stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06001-1313
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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Class Act Faux Leather Envelope Crossbody Bag
Keep it classy in this faux leather crossbody bag for day-to-night occasions. It features an envelope flap with snap closure and metal trim, a detachable chain-link strap, and one interior pocket. Complete your look with a sleek blazer and heels.
Fit & Features
- Envelope flap, magnetic snap closure
- Metal trim detail
- Detachable chain-link strap
- One interior pocket
- Saffiano faux leather material, woven lined interior
Style Number/Barcode: 07203-1304
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sherpa Lined Combat Boots
Walk into winter with a pair of boots that offer warmth plus style! Lined with a soft faux fur sherpa, and designed with a round toe, a lug sole, and a lace up closure at the center. They have snap buttons on the side so you can fold them over and snap in place! Boots are composed of a faux leather nubuck.Style Number/Barcode: 07403-0188
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Girly Girl Plaid Blanket Scarf
Show your cute and fem side with a soft pink scarf! Designed with open ends and long fringe at the ends. Scarf displays a buffalo plaid print and is composed of a soft knit material that is over-sized and super cozy!Style Number/Barcode: 07305-0037
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Layer Me Up Chain Rhinestone Lariat 3 Pack
Layer up your look babe! This is our fav way to amp up a graphic tee or a deep v!
- Set of 3 necklaces
- Multi chain designs
- Drop rhinestone lariat
- Bar rhinestone detailing
- Adjustable lobster clasp closure
Style Number/Barcode: 07002-0374
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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Ruched Plaid Mini Skirt
Keep it stylish in a plaid skirt that keeps you, on-trend girl! The skirt features a high rise waist, a plaid pattern, and ruched drawstrings at each side. Complete your look with a graphic tee shirt and booties.
Fit & Features
- High rise waist
- Plaid print
- Mini length silhouette
- Ruched drawstring at each side
- Form hugging fit
Style Number/Barcode: 06501-0302
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glam Adventures Rhinestone Boater Hat
Set it off with a glam boater hat that completes your look! The hat features a traditional boater design, a short brim, and a triple-row rhinestone trim. The hat is composed of a faux wool material. Complete look with a ruched top and cargo joggers.
Fit & Features
- Traditional boater design
- Short brim
- Triple-row rhinestone trim
- Faux wool material
Style Number/Barcode: 07302-0400
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale