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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Total Baddie PU Chain Trim Skirt
Look and feel like a total baddie wearing this edgy PU mini skirt designed with a high-rise waist, back zipper closure, a bodycon silhouette, and a front slit with dual chain trim. Complete the look in a long sleeve crop top and heels.
Fit & Features
- High-rise waist
- Back zipper closure
- Bodycon silhouette
- Front slit with dual chain trim
- Mini-length hem
- PU fabrication, minimal stretch
- Fits true to size
Style Number/Barcode: 06401-0480
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Prepped Success Plaid Mini Skirt
You'll be prepped for a successful outfit this fall by layering on this faux suede mini skirt featuring a high-rise waist, bodycon silhouette, front slit accent, and a contemporary houndstooth plaid pattern. Complete your fit with the matching blazer!
Shop Matching Blazer: Prepped Success Plaid Long Blazer
Fit & Features
- High-rise waist, hidden back zipper closure
- Bodycon silhouette
- Front slit accent
- Mini-length hem
- Houndstooth plaid pattern
- Faux suede fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0465
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wild West Outlaw Safety Pin Graphic Tank Top
Out in the wild west, you'll be known as the outlaw cutie with an edgy soul in this graphic tank top perfect for taking care of business at the rodeo! It features a sleeveless crew neck with a slit accent and safety pins, front script that reads, "Wild West Outlaw/Dead or Alive" with a western graphic design, and a fitted crop hem on stretchy cotton-blend knit fabric. Complete the look in trendy denim shorts.
Fit & Features
- Sleeveless crew neck, slit accent, safety pins
- Front scrip that reads, "Wild West Outlaw/Dead or Alive"
- Western graphic design
- Fitted crop hem
- Stretchy cotton-blend knit fabric
- Runs true to size
Style Number/Barcode: 06002-1647
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold Six Pack Ring Set
Embolden your look with this six-pack ring set featuring various styles and designs that flatter and add a unique touch! Complete the look with cute heels for any occasion.
Fit & Features
- Six pack ring set
- Various styles and designs
Style Number/Barcode: 07004-0409
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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Poised in Plaid Belted Shacket
Keep it poised in a plaid shacket to usher in those winter vibes. The shacket features a collared neckline, a multi-button down front, a belted waist, and a windowpane plaid print on a corduroy fabric. Style this plaid shacket with an adorable top and booties to take you to a coffee date and lunch downtown!
Fit & Features
- Collared neckline
- Long sleeves, single button detail
- Complete button-down front
- Dual buttoned chest pockets
- Tie-waist belt
- Windowpane striped pattern, corduroy fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1637
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Owning Knit Midi Dress
Own it with so much style in this sultry knit midi! The dress features a sleeveless bodice, a mock neckline, tank-like shoulder straps, a rounded open back, and a mid-length, curve hugging fit. The dress is composed of a ribbed knit fabric that offers plenty of stretch.
Model is 5'3" with a 32" bust, 22.5" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06005-0110
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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Belt Way High Waist Shorts
Retro with a twist, these high-waist shorts are perfectly polished for warm weather. Pair them with white or denim tops or brightly hued tees for an eye-catching contrast. Shorts feature a higher rise, belted waist with buckle closure, and a silver zipper at front. Shorts are made from a soft woven fabric with a touch of stretch.Model is 5'8" with a 32" bust, 23" waist, and 36" hips. She is wearing a size small.
Style Number/Barcode: 06403-1053
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Feels Sherpa Jacket
Girl this jacket has got us in our feels! It features a collared neck, a multi button down front, two chest pockets with single button closure, long sleeves, side pockets with a smooth nylon-knit lined interior and a fitted hem. Jacket is composed of a smooth to the touch corduroy fabric with a faux sherpa knit lining. Jacket offers a relaxed fit with slight stretch.
Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06204-0182
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Rhinestone Glamour Sweetheart Neck Bustier
Bring the glam in a rhinestone bustier. This diva-approved bustier features a plunging sweetheart neckline, molded cups, dazzling rhinestones set in a diamond-pattern, and removable spaghetti straps. The back features a multi-row hook and eye fasten closure. Complete your look with a high waist skirt and rhinestone earrings.
Fit & Features
- Sweetheart neckline
- Rhinestones
- Removable spaghetti straps
- Hook and eye fasten closure at the back
- Form hugging fit
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-1014
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Layered Babygirl Script Rhinestone Necklace
Keep it sassy in this script necklace that says it all. Pair with your casual fits' to create a standout look that slays. The layered necklace features a dainty chain with a rhinestone charm and a dainty chain with a script that reads: "Babygirl". Complete look with fab matching separates and chunky sneakers.
Fit & Features
- Tiered layered design
- Dainty chain with rhinestone charm
- Dainty chain with "Babygirl" script
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07002-0443
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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So Chic Pointed Toe Block Heels
Keep it so chic in pointed toe heels that go with all your favorite looks! The heels feature a pointed toe, an adjustable ankle strap, and a low block heel. The heels are composed of a faux nubuck material. Complete your look with high waist jeans and a cozy cardigan.
Fit & Features
- Closed-back
- Pointy toe
- Adjustable ankle strap
- Low block heel
- Faux nubuck material
Style Number/Barcode: 07401-2391
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Buckle Up Lug Sole Block Heel Booties
Buckle up in these bold booties for a chic 'fit! They feature an ankle-high design, a trendy lug sole, sturdy block heel, and a buckle accent. Pair these booties with your fave pair of skinny jeans for an elongated look.
Fit & Features
- Ankle-high design with back pull tabs
- Almond toe
- Lug sole
- Block heel
- Inner zipper closure
- Strap and buckle detail
- Faux nubuck material
Style Number/Barcode: 07403-1219
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Glamour Rhinestone Panama Hat
Showcase trendy glamour with this sparkly detailed Panama hat. It features a traditional Panama hat design, a wide brim, and a rhinestone embellished band. The hat is composed of a faux wool material. Style it with a chic blazer and hoop earrings.
Fit & Features
- Traditional Panama hat design
- Wide brim
- Wide rhinestone embellished band
- Faux wool material
Style Number/Barcode: 07302-0453
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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In The Bag Diamond Quilt Crossbody
Keep all of your essentials in this stylish crossbody! It features a diamond quilt pattern, chainlink strap, and turn-lock closure. Complete the look in a bodycon dress.
Fit & Features
- Diamond quilt pattern
- Chainlink strap
- Turn-lock closure
- Faux leather material
Style Number/Barcode: 07203-0873
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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So Stunning Patent Faux Leather Under The Knee Platform Boots
Showcase your stunning taste with faux patent leather under-the-knee boots that feature an almond toe with a platform, an inner zipper closure for a secure fit, and a sturdy block heel. Complete the outfit with a bodysuit and mini skirt.
Fit & Features
- 3.5" stacked block heel, 8" leg opening, 16" shaft height
- Faux patent leather material
- Under the knee length
- Inner zipper closure
- Almond toe, platform
- Block heel
- Runs true to size
Style Number/Barcode: 07402-1026
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fell For You Knit Open Cardigan
They'll fall for you in this knit cardigan featuring long sleeves, an open-front design, and single button closure on sweater ribbed-knit fabric with minimal stretch. Complete the look in the matching top.
Shop Matching Top: Fell For You Knit Twist Bra Top
Fit & Features
- Long sleeves
- Open-front design
- Single button closure
- Sweater ribbed-knit fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06005-1410
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Head Over Heels Cutout Jumpsuit
Watch everyone fall head over heels for you in this cutout jumpsuit perfect for your next wine night! It features a sleeveless halter neckline, a cutout bust and waist accent, a partial open-back, and a flared hem. Complete the look in earrings.
Fit & Features
- Sleeveless halter neckline
- Cutout bust and waist accent
- Partial open-back
- Flared hem
- Knit fabric
- Fits true to size
Style Number/Barcode: 06502-1446
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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Girl's Trip Fedora Hat
Style up this hat for an adventure in the city with your girls! The fedora features a structured top and a wide flat brim. Pair with hoop earrings and a crossbody bag.
Fit & Features
- Structured top
- No trim
- Wide flat brim
- Faux wool material
Style Number/Barcode: 07302-1359
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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Live Or Ride Graphic Short Dress
Live life comfortably or on the edge! Showcase your wild lifestyle in this graphic short dress featuring short sleeves, a crew neck, a front script that reads, "Live Or Ride Legend" and a bustier-style bodice with mesh inserts and a fitted hem. Complete the look in combat boots.
Fit & Features
- Short sleeves
- Crew neck
- Graphic front with a script, "Live Or Ride Legend"
- Bustier-style bodice with mesh inserts
- Fitted, short-length hem
- Smooth and stretchy cotton fabric
- Fits true to size
Style Number/Barcode: 06002-1449
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual Cuddles Tie-Back Sweater
It's not a casual fling, this tie-back cable knit sweater is in for the long haul. It features a crew neck, cuffed long sleeves, and a keyhole back with tie detail. Perfect for styling with best-selling bottoms and your favorite boots!
Fit & Features
- Crew neck
- Cuffed long sleeves
- Keyhole back, tie detail
- Cropped hem
- Cable knit design
- Runs true to size
Style Number/Barcode: 06005-1743
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Zip It Skinny Jeans
Zip it up with these edgy skinny jeans. They feature a front zip closure with a ring accent, two side seam pockets, two back patch pockets and light distressing. They have a high-rise fit that's skinny throughout. Made of a cotton fabric with very minimal stretch.Style Number/Barcode: 06302-0054
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sass It Up In Stripes Bodysuit
Sass up your look with some stylish stripes in this adorable bodysuit. It features a crew neckline, short sleeves, a contrast ribbed hem along the neckline and sleeves, and a thong bottom with snap button closures. The bodysuit is composed of a stretchy ribbed knit fabric that offers a form hugging fit.Style Number/Barcode: 06002-0169
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fall In Love Thigh High Boots
Boots feature a thigh high design with elastic cut out detailing lacing up the back. With a stiletto skinny heel and a point toe, these heels scream fall! They are composed of a faux suede material and also have a zipper at the side that make is easy to take on and off.
Style Number/Barcode: 07402-0050
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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Scorpio Graphic Tee
Feisty? Check. Ambitious? Check. Scorpio? 100%! This cute tee features a crew neckline, short sleeves, a mid-length hem, and a center script that reads "50% Feisty, 50% Ambitious, 100% Scorpio." Tee is composed of a soft cotton fabric with moderate stretch.
Model is 5'7" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06002-0250
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance