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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Give Me Cozy Half-Zip Fuzzy Knit Crop Sweater
Cozy up in this fuzzy knit sweater for warm cuddles all day and a cute look! The sweater features slouchy long sleeves with ribbed cuffs, a half-zipper front closure, a foldover collar neckline, and a cropped rib hem. Style with high-rise jeans for school or casual weekend plans!
Fit & Features
- Slouchy long sleeves with ribbed cuffs
- Half-zipper front closure
- Foldover collar neckline
- Cropped rib hem
- Fuzzy knit sweater fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1757
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Simple Perfection Open Back Sweater Top
Simple from the front and perfection on the back! This sweater top features fitted long sleeves, a mock neckline, a cropped hem, and a trendy open back with a twist design on stretchy rib knit fabric. Complete the look in a sleek midi skirt for a dinner date and coffee!
Fit & Features
- Fitted long sleeves
- Mock neckline
- Cropped hem
- Open back, twist design
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 06005-1756
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Layer On The Cozy Vibes Faux Sherpa Denim Jacket
Layer on all the cozy vibes with this adorable faux sherpa denim jacket perf for the season! It features a faux sherpa contrast wide collar, long sleeves with elastic cinched hems, a button-down front, buttoned chest pockets, and a cropped elastic cinched hem. The cotton-blend denim features a cozy faux sherpa lining. Style this trendy jacket over a sweater dress with knee-high boots for a chic 'fit.
Fit & Features
- Faux sherpa contrast wide collar
- Long sleeves, elastic cinched hems
- Button-down front
- Dual buttoned chest pockets
- Cropped elastic cinched hem
- Denim fabric, faux sherpa lining, no stretch
- Runs true to size
Style Number/Barcode: 06203-0516
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrapped Up In Style Satin Mini Dress
Wrap yourself up in this stylish satin mini dress for your next GNO! The dress features a sleeveless surplice V-neckline, spaghetti straps, a pleated side seam, a flattering bodycon silhouette, and a wrap hem. Complete the look in strappy block heels.
Fit & Features
- Sleeveless surplice V-neckline
- Spaghetti straps
- Pleated side seam
- Back zipper with hook-eye closure
- Bodycon silhouette, wrap mini-length hem
- Smooth satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05103-5188
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylishly Spotted Cow Print Faux Fur Coat
This stylishly spotted cow print faux fur coat is the staple every trendsetter needs in their winter wardrobe! It features a lapel collar, long sleeves, side pockets to keep your hands warm, and an overall relaxed silhouette. The soft faux fur fabric features an all-over cow print pattern for an of-the-moment look. Layer this coat over a sweater with faux leather leggings and ankle booties!
Fit & Features
- Lapel collar
- Long sleeves
- Dual side pockets
- Relaxed fit
- Cow print
- Faux fur fabric, sewn-in woven lining
- Runs true to size
Style Number/Barcode: 06201-0393
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Flex High-Rise Cargo Flare Denim Jeans
Take your look to the next level in these must-have denim jeans perfect for the new season! The jeans feature a flattering high-rise waist, hip-hugging fit, cargo-style flap side pockets, and a flared hem. The jeans are composed of a dark wash denim fabric with slight color fading for a vintage-inspired look. Style the look with a sassy corset top for happy hour or a casual dinner!
Fit & Features
- High-rise waist
- Hip-hugging fit
- Cargo-style flap side pockets
- Flared hem
- Front button, hidden zipper closure, belt loop accents, dual front and back pockets
- Dark wash cotton-blend denim, slight color fading, moderate stretch
- Runs true to size
Style Number/Barcode: 06602-0462
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Next Level Beaded Hoop Earrings
Take your style to a stylish new level in these earrings featuring a half-hoop design, beading, and a post-back closure. Style with a cute and casual skater dress for brunch!
Fit & Features
- Half-hoop design
- Beading
- Post-back closure, rubber stopper
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1673
Category Name: 2026 Fall Outfit Trends
Price: $10.90
Availability: Out of Stock
Product Badge:- Ships Free
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Uptown Girl Tweed Corset Top
This sophisticated tweed corset top is perfect for making a chic statement! With a flattering tailored fit, the corset features a strapless sweetheart neckline and a cropped hem. The corset is crafted from tweed fabric with a sewn-in woven lining. Complete the look with the matching trench coat and mini skirt.
Shop Matching Jacket: Uptown Girl Tweed Belted Trench Coat
Shop Matching Bottoms: Make The Rules Tweed Woven Mini Skirt
Fit & Features
- Strapless sweetheart neckline, non-slip grip lining
- Cropped hem
- Stretchy smocked back, zipper and hook-eye closure
- Tweed fabric, sewn-in woven lining
- Runs true to size
Style Number/Barcode: 06003-2223
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Iconic Vibes Pinstripe Trouser Shorts
Create an iconic look and have a major it-girl moment in these pinstripe trouser shorts! They feature a high-rise waist, a front button and hidden zipper closure, dual front pockets, and a relaxed fit. The woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching vest or blazer for weeknight happy hours!
Shop Matching Tops: Iconic Vibes Pinstripe Cropped Vest, Iconic Vibes Pinstripe Blazer
Fit & Features
- High-rise waist
- Front button and hidden zipper closure
- Dual front pockets
- Relaxed fit
- Pinstripe pattern
- Woven fabric, lining, no stretch
- Runs true to size
Style Number/Barcode: 06403-0346
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Iconic Vibes Pinstripe Blazer
Create an iconic look and have a major it-girl moment in this pinstripe blazer! It features a lapel collar, shoulder pad inserts to provide structure, long sleeves, a single front button closure, dual front faux flap pockets, and a fitted silhouette for a streamlined look. The lined woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching shorts or pants to wear from meetings to happy hour!
Shop Matching Bottoms: Iconic Vibes Pinstripe Trouser Shorts, Iconic Vibes Pinstripe Trouser Pants
Fit & Features
- Lapel collar, shoulder pad inserts, long sleeves
- Single front button closure
- Dual front faux flap pockets
- Fitted silhouette
- Pinstripe pattern
- Woven fabric, smooth woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1638
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Abstract Moment Mesh Mock Neck Midi Dress
Step out in this stylish mesh midi dress and not miss a single moment to have all eyes on you! The knee-length dress features a feminine mock neck with back button closures, fitted sheer long sleeves, and bodycon silhouette with abstract print on mesh fabric. Complete the look with gold hoop earrings for an art gallery opening and dinner downtown!
Fit & Features
- Mock neck, back button closures
- Fitted sheer long sleeves
- Bodycon silhouette
- Midi-length hem
- Abstract print
- Mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 05102-5294
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Iconic Vibes Pinstripe Cropped Vest
Create an iconic look and have a major it-girl moment in this pinstripe cropped vest! It features a sleeveless V-neckline, wide tank shoulder straps, three front button closures, two front faux pockets, an angled cropped hem, and a fitted silhouette. The lined woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching shorts or pants for weeknights after the office or weekend plans with your friends!
Shop Matching Bottoms: Iconic Vibes Pinstripe Trouser Shorts, Iconic Vibes Pinstripe Trouser Pants
Fit & Features
- Sleeveless bodice, V-neckline, wide tank shoulder straps
- Vertical curved seams down the bust and front
- Three front button closures, two front faux pocket slits
- Angled cropped hem, fitted silhouette
- Pinstripe pattern
- Woven fabric, smooth woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1639
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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RSVP Yes Satin Platform Rhinestone Trim Heels
With these satin platform heels, you'll want to RSVP yes to every invite! They feature a square toe, wide foot strap, a chunky platform sole an ultra-tall block heel, and a rhinestone-embellished ankle strap with buckle closure. Complete the look with a glam clutch for a formal soiree!
Fit & Features
- Square toe
- Wide foot strap
- Chunky platform sole, ultra-tall block heel
- Rhinestone-embellished ankle strap
- Buckle closure
- Satin material
- Runs true to size
Style Number/Barcode: 07401-4518
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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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Laid Back Cool Denim Crop Hoodie
Look laid back and cool in this trendy denim crop hoodie perfect for school and weekend hangs! It features drop-shoulder long sleeves with button cuffs and seam details, a drawstring hoodie neckline, a front zip-up closure, faux flap pockets with snap-button closures, and a slightly oversized silhouette. Complete the look with basic booties.
Fit & Features
- Drop-shoulder long sleeves, button cuffs, seam details
- Drawstring hoodie neckline
- Front zip-up closure
- Faux flap pockets, snap-button closures
- Slightly oversized silhouette, cropped hem
- Medium wash denim, no stretch
- Runs true to size
Style Number/Barcode: 06203-0514
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vibe Check Platform Block Heel Pumps
These platform pumps give you the perfect vibe check! They feature a closed almond toe, sides, and ankle, a chunky block heel, and a retro checkered pattern. Complete the look with a trendy mini handbag for a concert!
Fit & Features
- Closed almond toe, sides, and ankle
- Chunky block heel
- Platform sole
- Checkered pattern
- Runs true to size
Style Number/Barcode: 07401-4519
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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An Evening Out Floral Platform Block Heels
Elevate your evening out look with these stunning platform heels! They feature an almond toe, a floral and beaded embellished toe strap, a chunky platform sole and block heel, and an adjustable ankle strap with buckle closure on faux suede material. Style with an envelope clutch for a black tie occasion!
Fit & Features
- Almond toe
- Floral and beaded embellished toe strap
- Chunky platform sole and block heel
- Adjustable ankle strap, buckle closure
- Slightly cushioned footbed
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-4515
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Daytime Adventure Utility Denim Romper
Your next daytime adventure calls for this trendy utility denim romper! Featuring slouchy long sleeves with elasticized cuffs, a collar neckline, button-down front closures, dual chest, and back pockets, belt loop accents along the waist, and a short-length cuffed hem. The romper is composed of premium denim fabric with minimal stretch. Complete the look with trendy sunglasses and sandals!
Fit & Features
- Long sleeves, elasticized cuffs
- Collar neckline, button-down front closures
- Dual chest and back pockets
- Belt loop accents along the waist
- Short-length cuffed hem
- Premium denim fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06603-0353
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Carpe Denim Platform Block Heels
Seize the day in these majorly trendy denim platform heels! They feature an almond toe, crisscross straps, a chunky platform sole and block heel, and an adjustable ankle strap with buckle closure. Complete the look with a chic mini handbag for a party.
Fit & Features
- Almond toe
- Crisscross straps
- Chunky platform sole and block heel
- Adjustable ankle strap, buckle closure
- Denim material
- Runs true to size
Style Number/Barcode: 07401-4516
Category Name: 2026 Fall Outfit Trends
Price: $12.96 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Outshine In Rhinestone Lace-Up Denim Jacket
Make your mark in this denim crop jacket! Perfect for elevating your style, it features long sleeves with button cuffs, a collar neckline, a button-down front and pockets, and sparkly rhinestone lace-up plackets for a unique touch of glam. Complete the look in a smooth mini dress for day or night plans!
Fit & Features
- Long sleeves, button cuffs
- Collar neckline
- Button-down front
- Rhinestone lace-up packets and pockets
- Cropped hem
- Denim fabric, no stretch
- Runs true to size
Style Number/Barcode: 06203-0513
Category Name: 2026 Fall Outfit Trends
Price: $26.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keep It Cozy Faux Fur-Lined Denim Jacket
This trendy faux fur-lined denim jacket will keep your winter look cozy and cute! It features a collared neckline with a faux fur trim, long sleeves with faux fur cuffs, a zip-front design, side pockets, and a cropped hem. The denim fabric includes an ultra-plush faux fur lining. Layer this jacket over a fitted bodysuit with cargo pants and mules.
Fit & Features
- Collared neckline, faux fur trim
- Long sleeves, faux fur cuffs
- Complete zip-front
- Dual side pockets
- Cropped hem
- Denim fabric, soft faux fur lining, no stretch
- Runs true to size
Style Number/Barcode: 06203-0512
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fall Favorite Turtleneck Braided Sleeve Sweater
Look no further for your new favorite turtleneck sweater this season! It features long sleeves with an eye-catching braided design, a cropped hem, and is crafted from a soft rib knit fabric perfect for keeping cozy and cute. Complete the look in a trendy pleated mini skirt for a coffee date and movie!
Fit & Features
- Long sleeves, braided design
- Turtleneck
- Cropped hem
- Soft rib knit fabric
- Runs true to size
Style Number/Barcode: 06005-1751
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's The Main Rib Knit Strapless Midi Dress
Flaunt your look with ease and chicness with this midi dress this season! The knee-length dress features a strapless neckline, a flattering bodycon silhouette, and a fitted maxi-length hem on soft and stretchy rib knit fabric with a short knit lining. Style with the matching bolero and heels for weekend plans!
Shop Matching Bolero: She's The Main Rib Knit Slouchy Bolero
Fit & Features
- Strapless neckline
- Bodycon silhouette
- Fitted midi-length hem
- Soft and stretchy
- Rib knit fabric, short knit lining
- Runs true to size
Style Number/Barcode: 05102-5872
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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She's The Main Rib Knit Slouchy Bolero
Flaunt your look with ease and chicness layering this bolero sweater this season! The bolero features slouchy long sleeves, an open front design, and an ultra-cropped hem on soft and stretchy rib knit fabric. Style with the matching dress and heels for weekend plans!
Shop Matching Dress: She's The Main Rib Knit Strapless Midi Dress
Fit & Features
- Slouchy long sleeves
- Open front design
- Ultra-cropped hem
- Soft and stretchy
- Rib knit fabric
- Runs true to size
Style Number/Barcode: 06202-0496
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free