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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Simply Stylish Faux Suede Wide-Fit Boots
Look and feel stylish whenever you slip on these faux suede wide-fit boots! They feature an almond toe on a knee-length design and a side zipper closure. Complete your look with a cardigan and leggings.
Fit & Features
- Almond toe
- Side zipper closure
- Knee-length design
- Wide fit sole
- Runs true to size
Style Number/Barcode: 07402-0386
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Classic 50/50 Wide-Fit Boots
Cute and classic, these over-the-knee boots are exactly what you need! They feature a round toe design, a side zipper, and a low heel. The boots are composed of a half faux suede and half knit composition. Style with a cute trench.
Fit & Features
- Round-toe design
- Side zipper
- Low heel
- Over-the-knee fit
- Half faux suede, half knit composition
- Boots offer a comfortable wide fit
Style Number/Barcode: 07402-0371
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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Set For Fall Over-The-Knee Boots
Your fall wardrobe isn't complete without these over-the-knee boots! They feature an almond toe, side zipper, low heel, and an over-the-knee fit. The boots are composed of a half faux suede and half knit composition. Style with a chunky sweater.
Fit & Features
- Almond toe
- Side zipper
- Low heel
- Over-the-knee fit
- Half faux suede, half knit composition
- Runs true to size
Style Number/Barcode: 07402-0366
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Classic Plaid Mini Dress
Keep it classy with a plaid mini dress that channels those preppy vibes! The dress features a sleeveless square neckline, spaghetti straps, a plaid print, and a mini-length silhouette. The dress is composed of a lined brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with booties.
Fit & Features
- Sleeveless square neckline
- Spaghetti strap
- Plaid print
- Mini length silhouette
- Lined brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4232
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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Classic Faux Suede Over-The-Knee Boots
These classic faux suede boots will be a chic staple this season! They feature an over-the-knee design, a round toe, a flat sole, a partial inner zipper closure, and a tie-back detail. Style these boots with your fave sweater dress.
Fit & Features
- Over-the-knee design
- Round toe
- Flat sole
- Inner zipper closure
- Tie-back detail
- Faux microsuede material
- Runs true to size
Style Number/Barcode: 07402-0365
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Trends Lace-Up Boots
Give every outfit an elevated look in this faux suede boot! They feature an almond toe, side zipper, block heel, and above-the-knee length with a lace-up back. Style with distressed denim.
Fit & Features
- Almond toe
- Side zipper
- Above-the-knee length
- Lace-up back
- Block heel
- Faux suede exterior
- Runs true to size
Style Number/Barcode: 07402-0363
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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So Fab Sleeveless Plaid Mini Dress
Keep it so fab in a plaid dress that impresses! The dress features a sleeveless square neckline, spaghetti straps, a plaid print, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with combat boots and layer with a long sleeve top.
Fit & Features
- Sleeveless square neckline
- Plaid print
- Spaghetti straps
- Mini length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4231
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Poised And Tapered Paperbag Jumpsuit
Keep it poised with a jumpsuit that gives that sleek look! The jumpsuit features a sleeveless V-neckline, adjustable spaghetti straps, a paperbag waist, an adjustable belt with belt loops, slant pockets, and a tapered skinny leg fit. The jumpsuit is composed of stretchy Ponte-like fabric that offers a form-hugging fit. Complete look with mules.
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps, back zipper and hook and eye closure
- Paperbag waist
- Adjustable belt with belt loops
- Slant pockets, tapered skinny leg fit
- Ponte-like fabric, form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06402-0364
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Boho Dreamer Printed Wrap Top
Bring the boho-chic vibes to your fall look with this trendy printed top. It features a V-neckline with a wrap-front design, long bell sleeves, and a mid-length hem with a cute tie waist accent. The knit fabric showcases an all-over boho-inspired medallion print. Style this top with your fave pair of jeans and hoop earrings.
Fit & Features
- V-neckline, wrap-front design
- Long bell sleeves
- Mid-length hem, tie waist detail
- Form-hugging fit
- Boho-inspired medallion print
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3579
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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Key To Style Cutout Jumpsuit
Let this chic jumpsuit be the key to unlocking your fab style! The jumpsuit features a sleeveless sweetheart neckline, a twist-front accent at the bodice, a small cutout, and a straight-leg fit. Complete look with mules.
Fit & Features
- Sleeveless sweetheart neckline
- Twist-front accent
- Cutout at bodice
- Straight leg fit, wide-leg hem
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0672
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Drawn To Glam Ruched Mini Dress
Get drawn to this fab dress that creates a head-turning moment. The dress features a mock neck, long sleeves, a ruched drawstring, and a mini-length silhouette. The dress is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mules and dainty rings.
Fit & Features
- Mock neck
- Long fitted sleeves
- Ruched drawstring
- Mini-length silhouette
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4230
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic In the Streets Pointed Toe Lucite Booties
The streets are your runway with this stiletto bootie! They feature a pointed toe, lucite stiletto heel, and an above-the-ankle length. Complete your look with a sexy bodycon dress and crop jacket.
Fit & Features
- Pointed toe
- Lucite stiletto heel
- Above-the-ankle fit
- Runs true to size
Style Number/Barcode: 07403-1303
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bold And Chic Lion Rhinestone Huggies
Make a bold statement with huggies that show off your fierce side! The huggies feature an open hoop with rhinestone embellishments and a textured lion charm. Complete look with a jumpsuit and mules.
Fit & Features
- Open hoop
- Rhinestones
- Textured lion charm
- Omega closure
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.Style Number/Barcode: 07001-0920
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Linen Cargo Pants
Keep it sleek and stylish with these cargo pants! The pants feature a high-rise waist, an adjustable belt with a D-ring buckle, slanted pockets, cargo pockets, and a tapered hem. The pants are composed of a linen fabric that offers a form-hugging fit. Complete look with a bodysuit.
Fit & Features
- High-rise waist
- Adjustable belt with D-ring buckle
- Hidden front zipper and dual hook and bar closures
- Slanted pockets, cargo pockets
- Tapered hem
- Linen fabric, form-hugging fit, no stretch
- Runs true to size
Style Number/Barcode: 06302-0287
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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Greek Key Stiletto Booties
These printed stiletto booties are a trendy vibe for sure! They feature a pointed toe, an above the ankle fitted design, a sleek clear stiletto heel, and an all-over greek key print. Style these booties with hoop earrings and a chic handbag.
Fit & Features
- Pointed toe
- Above the ankle fitted design
- Lucite stiletto heel
- Greek key print
- Runs true to size
Style Number/Barcode: 07403-1304
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feelin' Fab Lace-Up Platform Stilettos
Strut in these fabulous platform stilettos featuring a square toe, lace-up ankle straps, and a faux suede exterior. Complete your look in a mini dress.
Fit & Features
- Square toe
- Lace-up ankle straps
- Faux suede exterior
- Platform sole
- Stiletto heel
- Runs true to size
Style Number/Barcode: 07401-3245
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Status Faux Leather Belt Pack
Level up your chic status with this sleek belt pack. It features three faux leather belts in cognac, ivory, and black with metal "CG" letter buckles. Style these belts with denim and strappy mules.
Fit & Features
- Three faux leather belts
- Cognac, ivory, and black hues
- Metal "CG" letter buckles
- Adjustable
Style Number/Barcode: 07301-0340
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Look Leopard Print Crop Top
Achieve a chic look for the fall season with this on-trend crop top. It features long dramatic puff sleeves, a deep V-neckline, faux button details, and a cropped fit. The sleek satin fabric has an all-over leopard print for a stylish vibe. Complete the outfit with dark wash denim and mules.
Fit & Features
- Long puff sleeves, elastic cinched hems
- V-neckline, faux button details
- Hidden side zipper and hook and eye closure
- Cropped, fitted silhouette
- Satin woven fabric, no stretch
- Leopard print
- Runs true to size
Style Number/Barcode: 06003-1505
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Preppy Glam Pleated Plaid Mini Skirt
Bring that preppy glam with a mini skirt that channels those cool girl vibes! The skirt feature a plaid print, a high-rise waist, pleats, and a mini-length silhouette. Complete look with a crop top and sneakers.
Fit & Features
- High rise waist
- Plaid print
- Pleats
- Mini length silhouette
- Form hugging fit, runs true to size
Style Number/Barcode: 06401-0343
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Get A Clue Plaid Mini Skirt
Stay on trend with a plaid skirt that won't leave you clueless! The skirt features a high-rise elastic waist, a plaid pattern, a mini side slit, and a mini-length silhouette. The skirt is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a crop top and clear mules.
Fit & Features
- Plaid pattern
- Elastic high rise waist
- Mini side slit
- Mini length silhouette
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0459
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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High Waist Plaid Joggers With Chain
Impress with a look that's off the chain, boo! The joggers feature a plaid pattern, a high-rise waist, a single-button with hidden zipper closure, slant pockets, cargo pockets, a skinny leg fit with elastic hem, and a removable swag chain accent. The joggers are composed of a brushed twill knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with a bodysuit and ankle booties.
Fit & Features
- Plaid pattern, removable swag chain
- High-rise waist
- Single-button with hidden zipper closure
- Slant pockets, cargo pockets
- Skinny leg fit, elastic hem
- Brushed twill knit fabric, form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06302-0244
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Chain Strap Woven Shoulder Bag
This chic chain strap shoulder bag will elevate your everyday looks this season. The faux leather bag features a rectangular shape with a trendy woven design, a top zipper closure, a chunky chain-link statement strap, and an included longer adjustable faux leather strap. Complete the outfit with sleek hoop earrings.
Fit & Features
- Rectangular shape
- Top zipper closure
- Faux leather woven design
- Chain-link strap
- Longer adjustable faux leather strap
- Woven interior, single zippered pocket
Style Number/Barcode: 07203-0723
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lowkey Style High Rise Cargo Joggers
Keep it lowkey with cargo joggers that are perf for your everyday looks. The pants feature an elastic high-rise waist with drawstring, slant pockets, cargo pockets, and a skinny leg with ankle tabs. Complete look with a basic tee and sneakers.
Fit & Features
- Elastic high rise waist
- Drawstring
- Slant pockets
- Cargo pockets
- Skinny leg with ankle tabs
- Form hugging fit, runs true to size
Style Number/Barcode: 06302-0258
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Style Icon Faux Leather Snake Clutch
Stun like the style icon you are with a clutch that slays! The clutch features a rectangular body, a fold-over envelope closure with metal trim, a snap button, a faux snake print embossing, and a chain shoulder strap. Complete look with a fitted bodycon and ankle booties.
Fit & Features
- Rectangular-shaped body
- Fold-over envelope closure, snap button
- Metal trim
- Faux snake print embossing
- Chain shoulder strap
- Faux leather material
Style Number/Barcode: 07203-0715
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale