Fall Outfits
Embrace the charm of autumn with our curated selection of fall dresses and outfits. From must-have denim jeans and jackets to the viral sensations of milkmaid dresses for fall, our collection captures the essence of the season. Explore our range of plaid patterns, coquette details, and Western influences for an on-trend look. Perfect for crisp fall days, these pieces combine shades of autumn with fashion-forward design.
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2024 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 2024.
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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Button Up In Fab Flannel Top
Button up in a fab flannel top that keeps your look on-trend! The top features a plaid print, a collared neckline, a multi-button down front, two chest pockets, and a rounded hem with side slits. Complete look with biker shorts to keep it casual.
Fit & Features
- Plaid print
- Collared neckline
- Multi-button down front
- Two chest pockets
- Rounded hem with side slits
- Lightweight woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1693
Category Name: Fall Outfits
Price: $130.00 $315.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Elevated Cozy Half-Zip Cable Knit Sweater
Elevate your look for the cozy season with this chic cable knit sweater featuring a collared neckline with a half-zip front, long sleeves with ribbed hems, and a mid-length relaxed fit. Style with a plaid skirt and knee-high boots!
Fit & Features
- Cable knit fabric with moderate stretch
- Collared neckline
- Half-zip front
- Long sleeves with ribbed hems
- Mid-length ribbed hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2100
Category Name: Fall Outfits
Price: $295.00
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L
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Get With It Faux Leather Skirt
Get your look on point in a skirt that slays! The stylish versatile skirt is the one staple piece you need to create a head-turning night-out outfit with the squad. The skirt features a high-rise waist, a short-fitted design, and is composed of faux leather fabric. Complete your chic outfit with a bodysuit and a blazer.
Fit & Features
- Wide high-rise waistband
- Bodycon fit
- Mini-length hem
- Faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0347
Category Name: Fall Outfits
Price: $145.00
Availability: Out of Stock
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90 Graphic Oversized Pullover Sweatshirt
Fit & Features
- Terry knit fabric with soft interior, moderate stretch
- Ribbed hems
- V-neckline
- Long dolman sleeves
- "90" front graphic
- Oversized fit
Style Number/Barcode: 06002-1979
Category Name: Fall Outfits
Price: $340.00
Availability: In Stock
Available Color: NAVY
Available Size: S, M, L
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The Modern Tortoiseshell Blue Light Eyeglasses
Fit & Features
- Oversized square-shaped frame
- Hard plastic
- Tortoiseshell pattern
- Blue light block lenses
- 100% UV protection
Style Number/Barcode: 07008-1117
Category Name: Fall Outfits
Price: $84.00
Availability: Out of Stock
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Snuggly Chic Colorblock Striped Chenille Cropped Sweater
Fit & Features
- Chenille knit fabrication, moderate stretch
- Boat neckline
- Colorblock striped pattern
- Long sleeves
- Cropped hem
- Runs true to size
Style Number/Barcode: 06005-2085
Category Name: Fall Outfits
Price: $315.00
Availability: In Stock
Available Color: IVORY
Available Size: XS, S, M, L
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Top Of The Trends Belted Cargo Mini Skirt
Stay on top of the trends in this cute and casual cargo mini skirt! It features a mid-rise waist, a belted design with double grommet detailing, cargo-style pockets on each side, a mini-length hem, and a form-fitting silhouette. The woven fabric offers a moderate stretch. Style this cargo mini skirt with a basic bodysuit, hoop earrings, and clear mules!
Fit & Features
- Mid-rise waist
- Belted design, double grommet detailing
- Dual front button closures, hidden zipper closure
- Dual cargo pockets
- Mini-length hem, form-fitting silhouette
- Cotton-blend woven fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06601-0206
Category Name: Fall Outfits
Price: $295.00
Availability: In Stock
Available Color: KHAKI, OLIVE
Available Size: XS, S, M, L, XL
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Poised Cuteness Bow Saffiano Shoulder Bag
A saffiano faux leather shoulder bag featuring a shoulder strap, front bow decorations, and a top zipper closure that opens to a spacious inside. Perfect for everyday styling.
Fit & Features
- Shoulder strap
- Front bow decorations
- Top zipper closure
- Spacious inside
- Saffiano faux leather material
Style Number/Barcode: 07203-2034
Category Name: Fall Outfits
Price: $220.00
Availability: Out of Stock
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Make An Appearance Lace-Up Sweater Mini Dress
Make an appearance in this sweater mini dress for dates to dinners! The mini dress features fitted long sleeves with flared cuffs and eye-catching lace-up packets, a mock neckline, and a flattering bodycon silhouette, on rib knit sweater fabric. Complete the look with simple hoop earrings and heels.
Fit & Features
- Fitted long sleeves
- Flared cuffs, lace-up plackets
- Mock neckline
- Bodycon silhouette
- Mini-length hem
- Rib-knit sweater fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1741
Category Name: Fall Outfits
Price: $34.00 $400.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sophisticated In Chiffon Strapless Top
Keep it sophisticated in a chiffon top that is perfect for creating a trendy workwear look or a night out with friends. This long-sleeve crop top features a flattering off-the-shoulder neckline and a wired V-shaped bust with pleated detailing. This elegant going-out top is made of lightweight chiffon fabric and is lined with a stretchy knit fabric that shapes your curves. Style this long sleeve top with high-waist trousers pants with strappy platform heels for an elevated night-out look.
Fit & Features
- Off-the-shoulder neckline
- Wired V notch along the bust
- Pleated details throughout
- Long peasant sleeves
- Crepe/chiffon-lined fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1189
Category Name: Fall Outfits
Price: $110.00 $255.00
On Sale: Yes
Availability: Out of Stock
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Iconic Style Plaid Knit Skort
Bring an iconic style to your 'fits this season with this on-trend plaid knit skort. It features a high-rise waist, a mini-length overlay with a side slit, and fitted shorts. The knit fabric features a chic plaid print pattern that is perf for the fall and winter seasons. Complete the look with a long sleeve bodysuit and over-the-knee boots.
Fit & Features
- High-rise waist
- Mini-length overlay, side slit
- Fitted shorts
- Plaid print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-1098
Category Name: Fall Outfits
Price: $130.00 $295.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cool-Girl Moment Long Faux Leather Shacket
Have a major cool-girl moment in this trendy long faux leather shacket, an edgy winter staple. It features a collared neckline, long sleeves, a button-down front, dual chest and side pockets, a long hem, and an overall relaxed fit for a laid-back vibe. The sleek faux leather fabric has a minimal amount of stretch. Layer over a casual dress paired with knee-high boots.
Fit & Features
- Collared neckline
- Long sleeves, single snap button detail
- Complete button-down front
- Dual flap chest pockets, dual side pockets
- Long hem, relaxed silhouette
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1617
Category Name: Fall Outfits
Price: $59.00 $450.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Only Cozy Vibes Turtleneck Cropped Sweater
This season it's only about the cozy vibes! This cropped sweater will bring that cute and comfy style. It features a classic turtleneck with a fold-over design, long wide batwing sleeves, a cropped hem, and a relaxed fit. The ribbed knit fabric offers plenty of stretch. Style this sweater with high-rise jeans and ankle booties for a coffee date!
Fit & Features
- Turtleneck, fold-over design
- Long batwing sleeves
- Cropped hem
- Relaxed fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1774
Category Name: Fall Outfits
Price: $59.00 $280.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Slay Under-The-Knee Boots
These fabulous boots will give off a stylish slay with every step! The under-the-knee boots feature a pointed toe, an inner zipper closure for easy on-and-off styling, a sturdy block heel, and are composed of a sleek faux leather material. Pair these boots with a sweater dress, an oversized blazer, and hoop earrings for a chic 'fit.
Fit & Features
- Under-the-knee height
- Pointed toe
- Inner zipper closure
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0913
Category Name: Fall Outfits
Price: $110.00 $390.00
On Sale: Yes
Availability: Out of Stock
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Essential Suede Platform Heels
Strap on these basic heels to take your style to the next level! These essential heels feature a closed-back, an adjustable buckle ankle strap and an open almond toe with a single toe strap, and a block heel. Complement your special occasion outfit in these statement-worthy shoes!
Fit & Features
- Closed-back
- Adjustable ankle buckle strap
- Open almond toe
- Single toe strap
- Block heel
- Composed of a faux suede material
- Runs true to size
Style Number/Barcode: 07401-1367
Category Name: Fall Outfits
Price: $85.00 $265.00
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: Fall Outfits
Price: $85.00 $425.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Confident Cutie Striped Oversized Sweater
The perfect oversized sweater you'll love for weekly styling! The pullover sweater features cozy long sleeves, a crew neckline, an oversized fit, and a trendy striped pattern on knit fabric. Complete the look in jeans for the day and a mini skirt for a casual dinner out!
Fit & Features
- Cozy long sleeves
- Crew neckline
- Oversized fit
- Striped pattern
- Knit sweater fabric
- Runs true to size
Style Number/Barcode: 06005-1825
Category Name: Fall Outfits
Price: $110.00 $280.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Classic Chic Mock Neck Sweater Dress
This classic chic sweater dress is perfect for styling up or down this winter season. It features an on-trend mock neckline, long fitted sleeves, a short, curve-hugging silhouette, and a front slit accent. The knit fabric offers plenty of stretch. Pair with knee-high boots and sleek hoops.
Fit & Features
- Ribbed mock neckline
- Long fitted sleeves
- Mini-length hem, front slit
- Curve-hugging silhouette
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1616
Category Name: Fall Outfits
Price: $59.00 $315.00
On Sale: Yes
Availability: Out of Stock
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Under Cover Trench
Go undercover in this chic trench but don't cover up that cute outfit! This coat features a draped open front, lapel collar, fitted long sleeves, a removable tie waist belt that cinches your waist, and trendy side pockets. The textured lightweight woven fabric offers a relaxed fit and a moderate stretch. Complete your look in this trench coat with a basic bodysuit and high waist jeans.
Fit & Features
- Lapel collar draped open-front
- Fitted long sleeves
- Side pockets for keeping your hands warm
- Removable tie waist belt with loops
- Textured lightweight woven fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-3016
Category Name: Fall Outfits
Price: $59.00 $315.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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New Lover Heart Charm Mini Satchel Handbag
Fall head over heels for this adorable mini satchel handbag! With its top handle, detachable chain shoulder strap, and front flap with snap-button closure plus a pretty strap with dazzling rhinestones and a metal heart lock charm, this mini bag is a must-have. Plus, its lined interior and faux leather texture make it as practical as it is chic. Style with stiletto heels for day or night plans.
Fit & Features
- Top handle, detachable chain shoulder strap
- Front flap, snap-button closure
- Strap accent, rhinestones, metal heart lock charm
- Spacious lined interior
- Faux leather texture material
Style Number/Barcode: 07203-1972
Category Name: Fall Outfits
Price: $85.00 $195.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Paperbag Skinny Dress Pants
Keep it chic with paper bag waist pants to dress up your outfit. The pants feature a tie-front belt to cinch the waist, slanted front pockets, a skinny leg fit, and a tapered hem. For a look that's ready to make an impression in office attire or date night outfits, pair these pants with a fab blouse and open-toe heels.
Fit & Features
- High-rise paper bag waist
- Hidden front zipper closure
- Tie-front belt
- Slanted front pockets
- Pleated detailing
- Woven fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06402-1167
Category Name: Fall Outfits
Price: $270.00 $340.00
On Sale: Yes
Availability: Out of Stock
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Timeless Classic Cable Knit A-Line Dress
Bring beauty and charm in this short dress! The mini dress features a V-neckline, long sleeves with flared cuffs, a short-length hem, and a flattering a-line silhouette on lightweight cable knit fabric. Complete the look with a ring set and boots for a casual occasion!
Fit & Features
- Long sleeves, flared cuffs
- V-neckline
- A-line silhouette
- Short-length hem
- Lightweight cable knit fabric
- Runs true to size
Style Number/Barcode: 05102-5355
Category Name: Fall Outfits
Price: $85.00 $340.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Strut Ruched Faux Leather Leggings
These fabulous faux leather leggings will have you strutting like everywhere is your runway! They feature a high-rise elasticized waist, trendy ruched side panels that go down the leg, and an all-over form-hugging silhouette. The sleek faux leather fabric offers plenty of stretch. Style these leggings with a corset top and clear heel mules.
Fit & Features
- High-rise elastic banded waist
- Ruched side panels
- Form-hugging fit
- Sleek faux leather fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06502-2410
Category Name: Fall Outfits
Price: $120.00 $295.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty Bustier Bodysuit
Stun in a bustier bodysuit that gives a lift to curves in all the right places. This pretty bustier bodysuit brings the sultriness to date night outfits. Style the lace bodysuit with high waist jeans or a high waist mini skirt and finish off with door knocker earrings. The lace bodysuit features a bustier bodice with a plunging sweetheart neckline, underwire cups, and adjustable straps for a customized fit.
Fit & Features
- Adjustable spaghetti straps allow for a comfortable fit
- Lace fabric
- Unlined mesh inset waist
- Thong bottom with a dual snap button closure
- Includes hidden side zipper and hook and eye closure
- Runs true to size
Style Number/Barcode: 06003-8018
Category Name: Fall Outfits
Price: $34.00 $245.00
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance