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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Caught On-Trend Basic V-Neck Midi Dress
Get caught on trend always in this basic midi dress for casual slays! It features cap sleeves, a V-neckline, a flattering bodycon silhouette, and a midi-length hem on soft modal knit fabric with a stretchy mesh lining. Complete the look with a ring set and heels.
Fit & Features
- Cap sleeves
- V-neckline
- Bodycon silhouette
- Midi-length hem
- Soft modal knit fabric, stretchy mesh lining
- Runs true to size
Style Number/Barcode: 05102-5306
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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What A Catch Rhinestone Fishnet Stiletto Pumps
Catch these rhinestone fishnet pumps in your net! They feature a pointed toe for added allure, a stiletto heel for sky-high elegance, and a closed design for a secure fit. Complete the look with a trendy handbag for any occasion!
Fit & Features
- Pointed toe
- Stiletto heel
- Closed design
- Rhinestone embellished
- Cushioned footbed
- Fishnet material
- Runs true to size
Style Number/Barcode: 07401-4624
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Josie Mid Rise Destructed Skinny Jeans
Oasis by Eunina
Spill the tea girl in these must have skinny jeans! They feature a high rise waist, a single button with zipper closure, a traditional five pocket with belt loop design, a skinny leg fit with tapered ankle and heavy distressed detailing. Jeans are composed of a denim fabric that offers a form hugging fit with a moderate stretch.Style Number/Barcode: 06602-1692
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fierce Fang Stiletto Booties
You're not afraid to show off your wild side, but really—snake is a neutral! These booties will draw all eyes and feature a stiletto heel, short shaft, and contrast white zip with gold hardware at back. Booties are made from a smooth faux leather material with an all-over print.
Style Number/Barcode: 07403-0053
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Smock It Up Tube Top
Smock up the party in this tube top! It has a straight, strapless neckline paired with a cropped fit and an all-over smocked detail. The garment is composed of an unlined, basic knit and offers plenty of stretch.
Model is 5'3" with a 32" bust, 22.5" waist, and 24" hips. She is wearing a size small.
Style Number/Barcode: 06001-1667
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirtatious And Chic Satin Skater Dress
Keep your night out 'fit flirtatious and chic with this sleek satin skater dress. It features a sleeveless cowl neckline with pleated detailing, bungee spaghetti straps, a high waist seam with an alluring front cutout, and a short skater skirt with a fit and flare silhouette so you can twirl all night long. Style with strappy stilettos.
Fit & Features
- Sleeveless pleated cowl neckline
- Bungee spaghetti straps
- High waist seam, front cutout
- Short skater skirt, fit and flare silhouette
- Smooth satin knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1756
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Sleek Crock Block Heel Booties
Take these perfectly polished babes from work to weekend without a hitch! Booties feature a, faux leather outer with croc embossing, a gently pointed toe, a low shaft with back zip, and a stabilizing, medium-height block heel.Style Number/Barcode: 07403-0229
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Treat Yourself Caged Block Heels
Treat yourself with chic caged heels that are so fab to dress up with! Perfect for your next date night, these heels can be styled with a ruffled romper and dainty rhinestone necklace. The heels feature a caged design, an open almond toe, and a sturdy block heel.
Fit & Features
- Closed zippered back
- Caged design with cutout detail
- Open almond toe
- Block heel
Style Number/Barcode: 07403-0298
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Fashionista Long-Line Faux Fur Vest
Yes babe, you'll be a major fashionista in this adorable faux fur vest! Featuring a long-line design, layer this fall staple over denim and accessorize with heeled booties for a gorgeous look.
Fit & Features
- Sleeveless
- Long-line design
- Front pockets
- Faux fur fabric
Style Number/Barcode: 06201-0112
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Collared Cropped Cardigan
Amp up your everyday style with this trendy collared cropped cardigan! It features an overall form-hugging fit and a ribbed sweater knit fabric for comfort. Pair this adorable top with biker shorts for the perf back to school 'fit.
Fit & Features
- Collared
- V neckline
- Button-down front
- Long fitted sleeves
- Cropped
- Ribbed sweater knit fabric
Style Number/Barcode: 06005-0873
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Velvet Face Mask
Stay safe while also keeping it chic in this pretty floral velvet face mask! It features a velvet fabric with an allover floral print and earloops for a comfortable fit. Pair this face mask with your stylish everyday 'fit.
Fit & Features
- Floral velvet fabric
- Earloops
- This is not a medical-grade mask nor is a substitute for medical-grade equipment
- Wash before and after use is recommended
- Please consult local health authority for guidance on the use of non-medical grade masks
Face masks are final sale merchandise and may not be returned or exchanged.Style Number/Barcode: 07305-0178
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Floral velvet fabric
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Fab and Frayed Distressed Skinny Jeans
Keep it fab in jeans that bring the drama! These must-have skinny jeans feature a mid-rise fit, heavy destruction throughout and a skinny leg fit. Complete look with a basic bodysuit to let the destruction speak for itself.
Fit & Features
- Mid-rise fit
- Single-button and zipper closure
- Traditional five-pocket and belt loop design
- Heavy destruction throughout
- Skinny leg fit
- Medium wash denim fabric
Style Number/Barcode: 06602-0164
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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Cozy Sherpa Trucker Jacket
Cozy on up in this trendy sherpa trucker jacket! It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, and a relaxed, comfortable fit. The jacket also features denim patch front pockets and denim fabric hems. Layer this must-have over your fave basic bodysuit and pair it with high rise mom jeans for a casually chic everyday 'fit.
Fit & Features
- Collared neckline
- Long sleeves with single buttons to cuff
- Complete button-down front
- Top buttoned denim patch pockets
- Denim fabric hems
- Relaxed fit
- Faux sherpa fabric with a knit lining
- Moderate stretch
Style Number/Barcode: 06201-0199
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Raising The Bar Plaid Mini Dress
Raise the bar with a mini dress that is part classy, part casual! The dress features a plaid print, a sleeveless square neckline, and a mini-length silhouette. The dress is composed of a lined knit fabric that offers a form hugging fit with a moderate stretch. Complete look with ankle booties and a denim jacket.
Fit & Features
- Plaid print
- Sleeveless square neckline
- Mini length silhouette
- Lined knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4256
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flared And Flirty Houndstooth Skater Skirt
Keep it flared and flirty with a skater skirt that creates a twirl-worthy moment! The skirt features a houndstooth pattern, a high-rise waist, pleated body, and a mini-length silhouette. The skirt is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and lug booties.
Fit & Features
- Houndstooth pattern
- High rise waist
- Pleated body
- Mini length silhouette
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0522
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cuddle Up Knit Blanket Scarf
Cuddle up in a scarf that warms up your look! The scarf features an oversized style and a short fringe. The scarf is composed of a soft-to-the-touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with ankle booties.
Fit & Features
- Oversized style
- Short fringe
- Cashmere-like knit fabric
Style Number/Barcode: 07305-0360
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Soft Serve Marble Print Mini Dress
Look sweet enough to eat in this marble print mini dress featuring a sleeveless, square neck, bungee spaghetti straps, a form-fitting silhouette, and a fitted hem. Complete the look in lace-up heels for a date night.
Fit & Features
- Sleeveless, square neck, bungee spaghetti straps
- Form-fitting silhouette
- Mini fitted hem
- Marble print
- Fits true to size
Style Number/Barcode: 05102-4662
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Babe Liquid Leather Wrap Mini Skirt
Look and feel like a total babe in this liquid leather mini skirt! It features a high-rise waist, wrapped front, and side ruching to accentuate your curves. Complete the look in suede booties.
Fit & Features
- High-rise waist
- Wrapped front
- Side ruching
- Faux liquid leather fabric
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06501-0592
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bri High Rise Flare Jeans By Windsor Denim
A vintage style that everyone's obsessing over! The Bri jeans by Windsor Denim offer a flattering high-rise waist, a form-hugging fit through the hips, and a flare raw-cut hem on premium dark wash denim fabric with minimal stretch. Complete the look in a cropped sweater.
Fit & Features
- High-rise waist
- Form-hugging fit through the hips
- Flare, raw-cut hem
- Front button and hidden zipper closure
- Five-pocket styling, belt loops
- Premium denim, color fade effect, minimal stretch
- Fits true to size
Style Number/Barcode: 06602-0361
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Miss Stylish Lace Up Stiletto Booties
Live up to your name in these showstopping stiletto booties featuring an almond peep toe, a cutout design with lace-up straps, and a back zipper closure on faux suede material. Complete the look in a sultry sweater dress.
Fit & Features
- Almond peep toe
- Stiletto heel
- Cutout design
- Lace-up straps
- Back zipper closure
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1564
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Minimalistic Girl Chain Thread Earrings
These chain thread earrings are every minimalistic girl's dream! Featuring a dainty chain link with a twisted metal accent, a pull-through design, and no closures. Complete the look in a sleek satin dress for a romantic date night!
Fit & Features
- Dainty chain link
- Twisted metal accent
- Pull-through design
- No closures, rubber stoppers
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1663
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $7.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Delightfully Cute Plaid Cargo Mini Dress
This delightfully cute plaid mini dress dares you to stand out from the crowd! It features a square neckline, spaghetti straps, trendy side cargo flap pockets, a flattering bodycon silhouette, and a mini-length hem. Layer with a cropped jacket for casual hangs or school!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Side cargo flap pockets
- Bodycon silhouette, mini-length hem
- Plaid print
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05102-5372
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy-Chic Plaid Envelope Skort
This preppy-chic plaid envelope skort is the perf addition to your fall wardrobe. It features a high-rise waist, a back zipper closure, an asymmetric faux wrap-front overlay, and fitted shorts. The woven fabric features an all-over plaid print pattern. Style this skort with a basic crop top and a faux leather blazer for a cool-girl 'fit!
Fit & Features
- High-rise waist
- Back zipper, hook and eye closure
- Asymmetric faux wrap-front overlay
- Fitted shorts
- Plaid print
- Woven fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06403-0355
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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Elevated 14K Gold Plated Dual Hoop Earrings
Experience next-level elegance with these hoop earrings. Crafted with a mini twisted hoop and sleek hoop intertwined dipped in 14K gold plating, these earrings will give your look a timeless flair. Complete the look in a chic midi dress for a dinner date!
Fit & Features
- 14K gold plating
- Mini twisted hoop
- Sleek hoop intertwining
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1787
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free