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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Falling Into Autumn Bubble Denim Jacket
A denim jacket for that in-between weather when a tee feels too little and a coat feels dramatic. The bubble hem, faux leather collar, and relaxed fit make this jacket a layer that gets you from warm afternoons to crisp nights.
Fit & Features
- Dark wash denim cotton-blend fabric
- Sewn-in plaid print woven lining
- Faux leather collar neckline
- Long sleeves with button cuffs
- Front zip-up closure
- Front pockets, relaxed bubble hem
- Runs true to size
Style Number/Barcode: 06203-000067
Category Name: 2026 Fall Outfit Trends
Price: $54.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: S, M, L
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Soft Launch Slouchy Pointed Toe Stiletto Boots
The slouch is doing all the flirting. These faux suede stiletto boots pair a softly scrunched shaft with a sharp pointed toe and sleek heel for the kind of fall styling that makes denim, minis, and dresses hit different.
Fit & Features
- Faux suede upper with a soft finish
- Slouchy scrunched shaft
- Pointed toe
- 3" Slim stiletto heel
- Runs true to size
Style Number/Barcode: 07403-000068
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: In Stock
Available Color: BROWN, TAUPE
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
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All Linked Up Layered Stone Hand Chain Bracelet
Your jewelry stack just moved beyond the wrist. This layered hand chain mixes rhinestones, faceted stones, and mixed link textures with a delicate finger loop for a dressed-up finish that brings extra detail to every gesture.
Fit & Features
- Mixed metal chain construction
- Layered bracelet design with rhinestone and stone accents
- Multiple chain textures for a stacked look
- Draped hand chain with delicate finger loop
Style Number/Barcode: 07003-000357
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Check Please Plaid Slit Maxi Skirt
Plaid just got a better plot twist. This slit maxi skirt pairs a flowy, A-line fit with a classic pattern for a fresher take on fall dressing. Pair it with a bodysuit or an oversized jacket, and let the skirt make a statement.
Fit & Features
- Plaid pattern, woven fabric, short woven lining
- High-rise waist, side zipper and hook-eye closure
- High front slit detail
- Flowy A-line fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06301-000019
Category Name: 2026 Fall Outfit Trends
Price: $44.90
Availability: Out of Stock
Product Badge:- Ships Free
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Shade Theory Rectangular Frame Sunglasses
Consider your outfit instantly more interesting. These rectangular sunglasses pair a sleek, low profile shape with softly tinted lenses and a chunky frame for that effortless cool factor made for everyday fits and weekend plans.
Fit & Features
- Plastic frame construction
- Slim rectangular silhouette
- Tinted lenses
- Wide arms with a structured finish
- Tortoiseshell pattern
Style Number/Barcode: 07008-000282
Category Name: 2026 Fall Outfit Trends
Price: $14.90
Availability: Out of Stock
Product Badge:- Ships Free
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Wild Side Snake Print Pendant Necklace
Your basics could use a little bite. This snake print pendant necklace pairs a chunky paperclip chain with a bold circular pendant for an easy statement that plays well with fitted tops, denim, and going-out looks.
Fit & Features
- Metal paperclip chain construction
- Circular pendant silhouette
- Snake print textured inset detail
- Lobster clasp with adjustable chain extender
Style Number/Barcode: 07002-000644
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Plaid Attitude Mid-Rise Hot Shorts
Classic plaid with more attitude. These plaid hot shorts offer a mid-rise waist and curve-hugging fit for styling solo or matching back to the set.
Shop Matching Top: Plaid Attitude Collared Zip-Up Vest
Fit & Features
- Plaid woven fabric
- Mid-rise waist, belt loops
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06403-000180
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Plaid Attitude Mid-Rise Capri Pants
Classic plaid with more attitude. These plaid capri pants offer a mid-rise waist and form-hugging fit for styling solo or matching back to the set.
Shop Matching Top: Plaid Attitude Collared Zip-Up Vest
Fit & Features
- Plaid woven fabric
- Mid-rise waist
- Knee-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06402-000050
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Plaid Attitude Collared Zip-Up Vest
Classic plaid with more attitude. This plaid zip-up vest hugs the frame in a sleek, fitted shape, with a double-zipper front for styling solo or matching back to the set.
Shop Matching Shorts: Plaid Attitude Mid-Rise Hot Shorts
Shop Matching Capris: Plaid Attitude Mid-Rise Capri PantsFit & Features
- Plaid woven fabric
- Sleeveless collared neckline
- Tank straps
- Double zipper-front design
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06204-000181
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Everyday Lineup Crew Neck Baby Tee
Consider your everyday lineup upgraded. This crew neck baby tee has a stretchy, form-hugging fit that looks just as good with denim and cargos as it does layered under your favorite jacket.
Fit & Features
- Knit fabric, high stretch
- Crew neckline
- Short sleeves
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-000663
Category Name: 2026 Fall Outfit Trends
Price: $19.90
Availability: In Stock
Available Color: WHITE, BLACK, BURGUNDY
Available Size: S, M, L, XS
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Charm Rotation Jewelry Pack
Five moods, one jewelry lineup. This necklace and stud earring set mixes rhinestones, heart, butterfly, floral, and statement charm details, so switching up your accessories is basically handled.
Fit & Features
- Five necklace and five earrings pack
- Assorted charm necklaces
- Chain design
- Lobster clasp closures
- Assorted stud earrings
- Post-back closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07002-000642
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Bloom Behavior Chiffon Flower Earrings
Florals, but make them extra. These statement flower earrings layer airy chiffon petals with polished metallic accents for a dimensional finish that makes even the simplest look feel dressed up.
Fit & Features
- Flower stud design
- Chiffon petals
- Polished metallic accents
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000503
Category Name: 2026 Fall Outfit Trends
Price: $12.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: NS
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Pick Your Hoop Six-Pack Earring Set
One set, six ways to switch it up. This assorted hoop earring set mixes sleek and textured finishes in multiple sizes, giving your jewelry rotation an easy upgrade from everyday polish to bolder styling.
Fit & Features
- Six-pack hoop earring set
- Assorted small, medium, and oversized hoops
- Mix of smooth and textured finishes
- Sleek rounded silhouettes
- Omega closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000502
Category Name: 2026 Fall Outfit Trends
Price: $14.90
Availability: In Stock
Available Color: SILVER
Available Size: NS
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Stacked And Ready Five Pack Mixed Earrings
One set, way too many good combinations. This five-pack of mixed earrings brings together sleek hoops, pearl accents, and rhinestone sparkle so your ear stack can switch moods whenever you do.
Fit & Features
- Five-pack mixed earring set
- Assorted hoop and stud silhouettes
- Faux pearl and rhinestone embellishments
- Post back closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000398
Category Name: 2026 Fall Outfit Trends
Price: $14.90
Availability: Out of Stock
Product Badge:- Ships Free
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City Side Chic Microsuede Buckle Band Cabby Hat
A little downtown polish goes a long way. This microsuede cabby hat brings a structured silhouette and buckle band detail that instantly sharpens jackets, knits, and off-duty looks.
Fit & Features
- Soft microsuede construction
- Structured cabby hat silhouette
- Paneled crown with covered top button
- Faux leather buckle band detail
Style Number/Barcode: 07302-000354
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: BLACK
Available Size: NS
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Fresh Pick Floral Pendant Necklace And Earrings Set
Florals, but with a polished little upgrade. This matching jewelry set pairs a delicate flower pendant necklace with coordinating drop earrings for an easy way to make your accessories feel fully styled.
Fit & Features
- Metal construction
- Two-piece necklace and earrings set
- Sculpted floral pendant and matching flower charms
- Delicate chain with lobster clasp and fish hook earrings
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07002-000695
Category Name: 2026 Fall Outfit Trends
Price: $14.90
Availability: In Stock
Available Color: GOLD
Available Size: NS
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Feather Forecast Statement Earrings
A little fluff, a lot of glamour. These statement earrings pair faceted rhinestones with wispy feather details for a dramatic finish that dresses up your look.
Fit & Features
- Faceted rhinestone embellishments
- Wispy faux feathers
- Post-back closures
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-000532
Category Name: 2026 Fall Outfit Trends
Price: $12.90
Availability: In Stock
Available Color: WHITE
Available Size: NS
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Side Glance One Shoulder Long Sleeve Top
This is the top for when basic long sleeves are not making the cut. The one-shoulder neckline gives the fitted silhouette a trend-right fall update, with ruched sides adding just enough detail. Pair it with denim, a mini skirt, and boots for an easy cooler-weather look.
Fit & Features
- Smooth knit fabric, high stretch
- One-shoulder asymmetrical neckline
- Long sleeves
- Ruched side seams
- Mid-length fitted hem
- Runs true to size
Style Number/Barcode: 06002-000756
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Double Take Double Buckle Belt
Twice the hardware, twice the attitude. This glossy double buckle belt brings sculptural oval hardware and a sleek stacked strap design that makes denim, minis, and fitted looks feel instantly sharper.
Fit & Features
- Double strap design
- Sculptural oval buckle hardware
- Glossy faux leather material
Style Number/Barcode: 07301-000491
Category Name: 2026 Fall Outfit Trends
Price: $16.90
Availability: In Stock
Available Color: BROWN
Available Size: S/M, M/L
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Shape Play Ruched Crew Neck Crop Top
This crop top keeps the silhouette fitted and streamlined with ruching that adds shape through the sides. Long sleeves and a crew neckline offset the shorter hem for a balanced finish.
Fit & Features
- Smooth knit stretchy fabric
- Crew neckline
- Long sleeves
- Fitted crop hem
- Ruched side detailing
- Runs true to size
Style Number/Barcode: 06002-000759
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Cut Clean Faux Leather Mini Skirt
When the outfit needs more attitude, start here. This faux leather mini skirt combines a bodycon silhouette with five-pocket styling for a sleek, structured finish. It’s an easy pick for day or night-out plans.
Fit & Features
- Faux leather fabric
- High-rise waist
- Bodycon silhouette
- Mini-length hem
- Five-pocket styling
- Belt loops, front button closure
- Runs true to size
Style Number/Barcode: 06401-000018
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: BLACK, BROWN
Available Size: XS, S, M, L
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High Gloss Patent A-Line Skort
When subtle just isn’t on the schedule. This patent A-line skort serves high shine confidence with a sleek mini silhouette and built-in shorts, so you can flirt with the hemline and still feel covered from lunch dates to wine bars with the girls!
Fit & Features
- Glossy patent faux leather fabric
- Mid-rise waist
- A-line, form-hugging fit
- Mini-length hem
- Built-in shorts lining
- Runs true to size
Style Number/Barcode: 06403-000113
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Back Talk Faux Leather Halter Top
The back detail does all the talking. This faux leather halter top brings a sleek, form-hugging fit with a daring V-neckline and open lace-up back that makes denim, minis, and cargos instantly feel sharper.
Fit & Features
- Faux leather fabric, sewn-in lining
- Sleeveless plunging V-neckline
- Tie-back halter straps
- Flexible boning inserts
- Open back, lower lace-up design, side zipper closure
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-000461
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
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Shoulder Play Seamless Long Sleeve Top
A little shoulder changes the whole styling equation. The cropped off-the-shoulder top works especially well with high-rise bottoms, while the long sleeves keep it cute and effortless for layering or styling alone.
Fit & Features
- Seamless knit stretchy fabric
- Off-the-shoulder neckline
- Long sleeves
- Fitted crop-length hem
- Runs true to size
Style Number/Barcode: 07109-000071
Category Name: 2026 Fall Outfit Trends
Price: $22.90
Availability: In Stock
Available Color: IVORY
Available Size: XS/S, M/L
Product Badge:- New Arrival