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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Chic Plus One Buckle Shoulder Bag
Your new go-to plus-one just entered the chat. Sleek, structured, and accented with an oblong buckle, this faux leather shoulder bag makes every outfit elevated while keeping your essentials close by.
Fit & Features
- Shoulder straps
- Belted accent with hardware trim
- Top zipper closure
- Spacious interior, one zipper pocket, one open pocket
- Woven chevron pattern lining
- Pebbled faux leather material
Style Number/Barcode: 07203-000113
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Snuggle Season Cable Knit Sweater
Peak cozy vibes—this cable knit sweater is made for crisp air, seasonal lattes, and wearing on repeat. The balloon sleeves and slouchy fit keep it effortless and cute with your favorite bottoms and boots!
Fit & Features
- Cable knit fabric
- Relaxed long sleeves with ribbed cuffs
- Crew neck
- Relaxed fit hem
- Runs true to size
Style Number/Barcode: 06005-000204
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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City Chic Buckle Shoulder Bag
Minimalist with a hint of edge—this suede shoulder bag is the ultimate cool-girl carry. The sleek buckle detail keeps it polished, while the compact size makes it your go-to for day-to-night plans.
Fit & Features
- Top shoulder strap
- Detachable crossbody strap
- Front buckled strap accent
- Top zipper closure
- Spacious interior
- Faux suede material
Style Number/Barcode: 07203-000115
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Up Cable Knit Cardigan
This chunky cable knit cardigan is cropped, cozy, and made for layering. Perfect for crisp fall mornings, coffee runs, and everything in between.
Fit & Features
- Chunky cable knit design
- Relaxed long sleeves
- Open front design
- Relaxed cropped length hem
- Runs true to size
Style Number/Barcode: 06005-000263
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Agenda Crew Neck Knit Sweater
Your PSL’s new BFF. With a classic crew neck and soft knit feel, this sweater was made for crisp air, latte runs, and all the pumpkin patches!
Fit & Features
- Soft knit fabric with stretch
- Ribbed crew neck
- Long sleeves with ribbed cuffs
- Relaxed fit
- Cropped hem
- Runs true to size
Style Number/Barcode: 06005-000202
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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Checked Out Button-Up Cardigan
Your not-so-basic cardigan moment. This checkered knit button-up cardigan nails that oversized, effortlessly thrown-on vibe—perfect for coffee runs, cozy hangs, or layering over your fave basics.
Fit & Features
- Checkered pattern, soft knit fabric
- Relaxed long sleeves, ribbed cuffs
- Button-up front closures
- Runs oversized
Style Number/Barcode: 06005-000208
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Snuggle Up Oversized Knit Crop Cardigan
The cardigan that feels like a hug—this soft knit oversized crop layer is cozy enough for lounging but cute enough to throw on for your next coffee run.
Fit & Features
- Soft knit fabric
- Oversized long sleeves
- Open front design with a hidden button closure
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06005-000199
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Charmed Life Beaded Clover Bracelet
A little luck never hurt anyone. This beaded clover chain bracelet adds a touch of whimsy and just enough shine to make it your everyday good-luck charm.
Fit & Features
- Delicate beaded clover charm
- Chain
- Lobster clasp closure with extender
Style Number/Barcode: 07003-000133
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Delicate beaded clover charm
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Falling For Layers Crop Knit Sweater
Sweater weather, but make it cute. This cropped knit sweater is your go-to for layered fall looks—perfect for classes, coffee dates, or strolls through the farmer’s market.
Fit & Features
- Soft knit fabric with stretch
- Crew neck
- Long sleeves
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06005-000200
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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Daydream Flow High-Rise Peasant Maxi Skirt
Boho, but make it bold—this high-rise maxi skirt keeps it flowy and feminine with a peasant silhouette, while the front slit adds an effortless allure. Perfect for brunch plans, coffee dates, and sunny day strolls.
Fit & Features
- Cotton-blend fabric, short knit stretch lining
- High-rise elasticized waist
- Flowy ruffled silhouette
- High front slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06301-000007
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 And Glossy Patent Shoulder Bag
Bold and glossy—this patent shoulder bag is your new statement sidekick. The structured silhouette and fiery hue make it the perfect piece to spice up any look, from daytime errands to night out plans.
Fit & Features
- Top shoulder straps
- Detachable crossbody strap
- Top zipper closure
- Spacious interior
- Oblong silhouette
- Patent faux leather material
Style Number/Barcode: 07203-000112
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cowgirl Chic Western Buckle Bracelet
Yeehaw but make it fashion. This Western buckle bracelet brings a little rodeo flair to your stack—perfect for concerts, road trips, or adding some country-cool to your everyday fits.
Fit & Features
- Western-style buckle accent
- Wide chain design
- Lightweight and comfortable
- Lobster clasp closure
Style Number/Barcode: 07003-000136
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Street Stride Micro Suede Sneakers
Cool, comfy, and city-ready—these microfaux suede sneakers feature sleek faux leather side stripes and a rubber traction sole that’s made for moving. Perfect for errands, off-duty looks, or casual hangs.
Fit & Features
- Square toe
- Lace-up front placket
- Faux leather side-striped design
- Rubber traction bottom
- Micro faux suede material
- Runs true to size
Style Number/Barcode: 07405-000014
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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Wild Streak Off-The-Shoulder Top
A little fierce, a little flirty. This snakeskin mesh crop top features an off-the-shoulder neckline with a ruched drawstring tie that lets you control the drama. Pair it with jeans or a mini skirt for that “don’t mess with me, but maybe try” vibe.
Fit & Features
- Snakeskin print, mesh-lined fabric, moderate stretch
- Off-the-shoulder neckline
- Sheer fitted long sleeves
- Front ruched drawstring tie
- Slit accent
- Crop-length fitted hem
- Runs true to size
Style Number/Barcode: 06001-000294
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Game Time Striped Sneakers
Sporty meets sleek—these faux leather sneakers keep it classic with bold side stripes and an easy lace-up fit. The pair you’ll grab for errands, coffee runs, or styling with laid-back athleisure.
Fit & Features
- Square toe
- Front lace-up placket
- Sporty side striped design
- Rubber bottom
- Faux leather material
- Runs true to size
Style Number/Barcode: 07405-000016
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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Boss Moves Over-The-Knee Block Heel Boots
Power stance, but make it fashion. These sleek over-the-knee boots with a bold block heel bring instant confidence to every 'fit.
Fit & Features
- 4" Block heel, 10" leg opening, 23" shaft height
- Faux leather material
- Over-the-knee height, top back slit
- Pointed toe
- Partial inner zipper closure
- Runs true to size
Style Number/Barcode: 07402-000098
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Obsessions Patent Thong Kitten Heels
For when your outfit needs that extra dose of style—these heels deliver. With a glossy patent finish, square toe, and minimal thong straps, they’re the perfect balance of chic and daring.
Fit & Features
- 2.5" Kitten heel
- Square toe
- Thong straps
- Cushioned insole
- Patent faux leather material
- Runs true to size
Style Number/Barcode: 07401-000546
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sassy Sleek Square Toe Kitten Heels
A little sass, a little sleek—these heels bring it all. With square toes, dual straps, and edgy hardware trim, they’re your low-key glam upgrade for outfits that need a subtle, chic look.
Fit & Features
- 2.5" Kitten heel
- Square toe
- Dual strap design with square hardware trim
- Cushioned insole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000543
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Off Duty Scoop Neck Crop Tank Top
Your throw-on-and-go top just got an upgrade. The scoop neck with a cutout detail keeps it trendy but never basic. Perfect for layering or styling solo with denim.
Fit & Features
- Double-lined rib knit stretch fabric
- Scoop neckline with notch cutout
- Tank shoulder straps
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06002-000439
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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Effortless Off-Duty Faux Leather Cabby Hat
Meet the hat that instantly upgrades your outfit. With its sleek faux leather finish and structured cabby silhouette, this piece brings that effortless off-duty polish that looks perfectly put together without even trying.
Fit & Features
- Faux leather material
- Classic cabby hat design
- Flat top
- Short curved brim
- Side button accents
Style Number/Barcode: 07302-000163
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Status Faux Suede Platform Slippers
For when comfort is the assignment and the aesthetic. These faux suede platform slippers serve soft luxury with a cozy faux fur lining and embroidered trim—basically, perfect for coffee runs, airport fits, or cozy nights in.
Fit & Features
- Round toe
- Embroidered trim
- Platform sole
- Sturdy traction bottom
- Soft faux fur lining
- Faux suede exterior material
- Runs true to size
Style Number/Barcode: 07405-000008
Category Name: 2026 Fall Outfit Trends
Price: $28.90
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Girl Platform Faux Fur Slippers
Like walking on clouds but make it chic—these platform slippers keep you cute and comfy from lounging at home to coffee runs. The plush trim gives major cozy-core vibes you’ll never want to take off.
Fit & Features
- Round closed-toe with faux fur plush trim
- Platform sole
- Faux fur plush lining
- Sturdy traction bottom
- Runs true to size
Style Number/Barcode: 07405-000005
Category Name: 2026 Fall Outfit Trends
Price: $28.90
Availability: Out of Stock
Product Badge:- Ships Free
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Fray All Day Denim Booties
Jeans for your feet? Basically. These distressed denim booties bring all the grunge-girl energy with a slouchy fit and raw edge finish. Perfect for concerts or themed parties!
Fit & Features
- 3” block heel, 6.5” leg opening, 8” shaft height
- Pointed toe
- Foldover denim with distressed accents
- Hidden side zipper closure
- Runs true to size
Style Number/Barcode: 07403-000044
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Toasty Steps Cozy Platform Booties
Cold weather, cute outfit? Covered. These ultra-cozy platform boots wrap your feet in plush warmth while looking cute. Perfect for downtown strolls, holiday coffee runs, or just living your best snug life.
Fit & Features
- Round toe design
- Platform sole
- Plush faux sherpa lining
- Easy pull-on/off styling
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-000033
Category Name: 2026 Fall Outfit Trends
Price: $28.90
Availability: Out of Stock
Product Badge:- Ships Free