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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Sense Of Style Lace Trim Tie Front Cami Crop Top
Everyone will be impressed with your sense of style in this satin cami crop top perfect for elevating your 'fits! Adjustable spaghetti straps create a perfect fit while the delicate lace trim on the V-neckline exudes elegance. The tie front and center front slit with lace trim add a sultry touch to the cropped hem. Complete the look in high-rise denim jeans for dinner and drinks!
Fit & Features
- Satin fabric, no stretch
- Adjustable spaghetti straps
- Lace trim V-neckline
- Tie-front
- Lace trim center slit
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2519
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweetly Trendy High-Rise Pleated Denim Mini Skirt
This denim mini skirt features a flattering high-rise waist and pleated hem for added flirty flair. Perfect for styling with a basic tee and sneakers.
Fit & Features
- Cotton-blend denim fabric, minimal stretch
- High-rise waist
- Hidden front zipper with dual button closures
- Four-pocket styling, belt loops
- Fitted pleated mini-length silhouette
- Runs true to size
Style Number/Barcode: 06601-0213
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Thriving Poise Lace-Up Side Slit Midi Dress
Crafted from sleek knit fabric, this sleeveless midi dress will capture attention at cocktail parties! This elegant midi dress features a cowl neckline, spaghetti straps, and a lace-up back, creating a flattering bodycon fit. Its side slit adds a touch of flair to the classic midi-length hem. Complete the look with a clutch and heels.
Fit & Features
- Sleek knit fabric with short knit lining, plenty of stretch
- Cowl neckline
- Spaghetti straps
- Lace-up back
- Side slit
- Midi-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05101-3428
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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Stylish Fave Mid-Rise Pleated Skater Skort
A stylish mid-rise skort designed with a pleated skater skirt overlay for an adorable touch and fitted woven shorts to give coverage. Pair with knee-high boots.
Fit & Features
- Cotton fabric with no stretch
- Mid-rise waist
- Hidden side zipper
- Pleated skater skirt overlay
- Fitted woven shorts
- Skort in size small has a 6" front rise with a 2.5" inseam
- Runs true to size
Style Number/Barcode: 06303-0273
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Always The Mood High Rise Slit Mini Denim Skort
This mini denim skort is always ready for a casual time while looking cute! Featuring a high-rise waist for a flattering fit, a front skirt overlay with dual slits for added movement, and a form-hugging silhouette. With a mini-length hem and shorts lining, this skort is perfect for any plans! Complete the look with a cute tee and sandals.
Fit & Features
- Denim fabric, non-stretch, shorts lining
- High-rise waist
- Front skirt overlay with slits
- Form-hugging fit
- Front button and hidden zipper closure
- Five-pocket styling
- Runs true to size
Style Number/Barcode: 06603-0405
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Make A Seam High-Rise Straight Leg Denim Jeans
A pair of denim jeans with a flattering high-rise waist and a straight-leg fit with seam detailing. The denim material provides a vintage-inspired look.
Fit & Features
- Denim material
- High-rise waist
- Front button closure
- Five-pocket styling
- Straight-leg fit
- Pants have a 10” front rise with a 31” inseam.
- Runs true to size
Style Number/Barcode: 06602-0515
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Practical Charm High Rise Zipper Pleated Denim Skort
Perfect for any occasion, this mini denim skort combines fashion and practicality effortlessly. The high-rise waist and zipper detailing add a touch of edge, while the pleated mini-length hem on twill denim fabric brings a charming allure. Complete the look with the matching shacket.
Shop Matching Shacket: Practical Charm Zip Up Denim Shacket
Fit & Features
- Twill denim fabric, stretchy knit shorts lining
- High-rise waist, zipper detailing
- Back zipper closure
- Pleated mini-length hem
- Skort in size small has an 11.5" front rise with a 1.5" inseam
- Runs true to size
Style Number/Barcode: 06303-0270
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cool-Girl Era Belted Flare-Leg Jeans
These mid-rise denim jeans are essential for your cool-girl era! They feature a trendy belted waist, a hip-hugging fit, and a flared hem for a throwback style. Pair with a halter top and boots.
Fit & Features
- Cotton-blend denim fabric, minimal stretch
- Mid-rise belted waist, rectangular buckle
- Hidden front zipper with button closure
- Dual back pockets
- Vertical seams down the front
- Hip-hugging fit, form-hugging fit through the legs, flared hem
- Runs true to size
Style Number/Barcode: 06602-0513
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Easy Coolness Wide-Leg Denim Jeans
Upgrade your daily outfit in these currently trending denim jeans! With a high-rise waist and a stylish trouser-style leg silhouette, these jeans will elevate your look while providing maximum style. Complete the look in a silky satin crop top for dinner and cocktails!
Fit & Features
- Medium wash denim fabric, no stretch
- High-rise waist
- Trouser-style leg silhouette
- Four-pocket styling
- Front hidden hook-eye and zipper closures
- Runs true to size
Style Number/Barcode: 06602-0514
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Meets Stylish High-Rise Cargo Straight Leg Pants
When casual meets stylish, these cargo pants come in clutch with the vibes! The high-rise waist flatters your figure, cargo pockets add both functionality and a trendy touch, while the straight-leg silhouette creates a sleek look. Complete the look with a cool graphic tee and sneakers!
Fit & Features
- Woven fabric, minimal stretch
- High-rise waist
- Cargo pockets
- Straight-leg silhouette
- Front button and hidden zipper closure
- Runs true to size
Style Number/Barcode: 06302-0825
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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Keep On Charming High-Rise Plaid Linen Skort
Made of sugar and spice, this plaid linen skort charms everywhere you go! The linen-blend fabric showcases a small plaid pattern for an adorable classic vibe. Featuring a high-rise waist and pleated skater silhouette, this mini-length skort offers both comfort and cuteness. Style with a basic crop top.
Fit & Features
- Plaid print
- Linen-blend woven fabric lined with woven shorts, no stretch
- High-rise waist
- Back zipper and hook-eye closure
- Pleated skater silhouette
- Runs true to size
Style Number/Barcode: 06303-0268
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold Chicness Faux Leather Lattice Mini Skirt
Bring the boldness with a faux leather mini skirt that features a mid-rise waist and dual lattice sides that showcase curves. Complete look with a corset and mini skirt!
Fit & Features
- Faux leather fabrication, sewn-in knit lining
- Mid-rise waist
- Back zipper and hook-eye closure
- Lattice detail on each side
- Mini length hem
- Runs true to size
Style Number/Barcode: 06401-0682
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunny Radiance Floral Crochet Bolero
Layer on this floral crochet bolero for a boho look all season! The sheer sweater features long sleeves with flared cuffs, an open front design to show off your swimsuit or top, and an ultra-cropped hem perfect for keeping cool. Style with a crop top, denim shorts, and sandals for the cutest summer vibe!
Fit & Features
- Floral pattern, sheer crochet fabric
- Long sleeves with flared cuffs
- Open front design
- Ultra-cropped length
- Runs true to size
Style Number/Barcode: 06005-2010
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sorry I Wasn't Listening Crop Graphic Tee
A graphic crop tee featuring classic short sleeves and a crew neckline with a front script that reads "Sorry I Wasn't Listening". Perfect for casual styling with shorts.
Fit & Features
- Cotton blend knit fabric, moderate stretch
- Short sleeves
- Crew neckline
- Front script reads "Sorry I Wasn't Listening"
- Raw cropped length hem
- Runs true to size
Style Number/Barcode: 06002-1837
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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Up A Notch Sleeveless V-Neck Knit Bodysuit
Take your classic style up a notch with this sleeveless bodysuit to create all sorts of trendy outfits this season! The bodysuit is crafted from a stretchy knit fabric with a V-neckline, tank shoulder straps that cross in the back, a form-hugging fit, and a thong bottom with snap-button closures. Complete the look in high-rise jean shorts and sandals for casual plans!
Fit & Features
- Knit fabric, moderate stretch
- V-neckline
- Tank shoulder straps
- Form-hugging fit
- Thong bottom, snap-button closures
- Runs true to size
Style Number/Barcode: 06005-2001
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Allure Strapless Drop Waist Skater Romper
Show off the sweetest allure in this drop waist skater romper perfect for weekend dates! Made with a stretchy ribbed knit fabric, it features a strapless sweetheart neckline detailed with a mini rosette accent, a chic corset bodice with flexible boning for structure, and a secure back zipper closure. The trendy drop waist design leads to a flirty mini-length skater skirt with a subtle flared silhouette layered over fitted knit shorts. Complete your look with strappy mules.
Fit & Features
- Sheer ribbed knit fabric with knit lining, plenty of stretch
- Strapless sweetheart neckline, mini rosette accent, no-slip strip
- Corset bodice, flexible boning
- Back zipper with hook and eye closure
- Drop waist design, mini-length skater overlay
- Fitted knit shorts
- Runs true to size
Style Number/Barcode: 06503-1168
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Simply The Best V-Neck Bow Seamless Tank Top
Experience simply the best with this seamless tank top to elevate your basics collection! Perfect for layering or wearing alone when lounging, this crop top boasts a flirty trim along the V-Neckline with a bow and ruched bust seam, and a fitted hem on buttery soft rib knit stretchy fabric. Complete the look with a midi skirt and oversized top.
Fit & Features
- Seamless buttery soft rib knit stretchy fabric
- Bow and ruched bust seam
- Trim detailing
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 07109-0392
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Elevated Attire Houndstooth Hair Bow Clip Set
Elevate your looks and show off an iconic vibe with this hair bow clip set! It features two small hair bows made with a woven material with a chic houndstooth pattern and a metal clip closure for a secure fit. Style with a sleek mini handbag.
Fit & Features
- Two-pack hair bow set
- Small bow design
- Woven material with houndstooth pattern
- Metal clip closure
Style Number/Barcode: 07006-0512
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Chic Faux Leather Hair Bow Clip Set
Amp up your 'fits with this sleek chic faux leather hair bow clip set! It features two pairs of medium hair bows made with smooth faux leather material and a metal clip closure for a secure fit. Style with combat booties.
Fit & Features
- Four-pack hair bow set
- Medium bow design
- Faux leather material
- Metal clip closure
Style Number/Barcode: 07006-0511
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Luxe Charm Pearl Bow Velvet Hair Barrette Set
Add a luxe charm to your fave 'fits with this pearl bow velvet hair barrette set! It features two hair barrettes in a classic rectangular shape with a smooth velvet front material, dainty bow accents with mini faux pearl embellishments, and a metal snap clip to secure. Style with rhinestone stud earrings.
Fit & Features
- Two-pack hair barrette set
- Rectangular shape
- Velvet front material
- Bow accents with mini faux pearls
- Metal snap clip
Style Number/Barcode: 07006-0509
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flawless 'Fit Off-The-Shoulder Smooth Knit Top
Create a simply flawless 'fit with this trendy off-the-shoulder smooth knit top! Designed with the iconic smooth double-lined knit fabric, it offers an ultra-soft buttery feel and plenty of stretch for comfortable wear. The top features an asymmetric off-the-shoulder neckline with pleated detailing, short fitted sleeves, ruching down the side seams to accentuate your curves, and a mid-length hem with a form-hugging fit. Style with your fave pair of denim!
Fit & Features
- Smooth double-lined knit fabric, plenty of stretch
- Asymmetric pleated off-the-shoulder neckline
- Short sleeves
- Ruched side seams
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5298
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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A Toast For The Girls Crop Graphic Tee
A graphic tee features a classic crew neckline, short sleeves, and a front script that reads "A Toast For The Girls" along the cropped hem. Perfect for casual styling with your favorite bottoms.
Fit & Features
- Knit stretchy fabric
- Crew neckline
- Short sleeves
- Front script reads "A Toast For The Girls"
- Cropped hem
- Runs true to size
Style Number/Barcode: 06002-1828
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Carrie One Shoulder Open Back Mesh Formal Dress
Special Occasion
Look and feel utterly captivating in the Carrie mesh formal dress as a stunning bridesmaid, wedding guest, or attending a banquet! With a one-shoulder neckline and adjustable spaghetti strap, this dress commands attention with an open back and form-hugging silhouette exuding confidence. The high front wrap slit and floor-length hem add a touch of sophistication to your elegant look. Complete the look with a clutch and block heels.
Fit & Features
- Mesh fabric lined with stretchy knit
- One-shoulder neckline, adjustable spaghetti strap
- Open back, lower zipper and hook-eye closure
- High front wrap slit
- Form-hugging slim silhouette
- Sticky bra or pasties recommended
- Runs true to size
Style Number/Barcode: 05002-8572
Category Name: 2026 Fall Outfit Trends
Price: $29.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish Slay Strappy Platform Block Heels
Show off a stylish slay on your next night out in these faux leather platform block heels! They feature an open square-shaped toe, asymmetric straps across the foot, thin adjustable ankle and heel straps with a buckle closure, a platform sole, and a block heel. Pair with a sleek clutch.
Fit & Features
- 3.5" Block heel
- Faux leather upper
- Open square toe, asymmetrical straps
- Adjustable ankle and heel straps with buckle
- Platform sole
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4928
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free