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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Cropped Attitude Faux Leather Jacket
From coffee runs to late nights, this faux leather jacket nails that effortless cool-girl vibe in the city!
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Long sleeves
- Collar neckline
- Front zip-up closure
- Front pockets
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06204-000033
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: BLACK, BROWN
Available Size: S, M, L, XL
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Flirty Frills Lace Romper
Flirt mode: on. This strapless lace romper is the perfect mix of sweet and sultry, finished with a ruffled hem that’s made for twirling through fall nights or layering under a blazer for date night.
Fit & Features
- Lace fabric, knit shorts lining
- Strapless neckline with bow
- Form-hugging bodice
- Layered ruffled skirt overlay
- Runs true to size
Style Number/Barcode: 06503-000165
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
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Plaid About You Vest Top
A little preppy, a little flirty—this plaid vest top does both. Perfect for dressing up or keeping it casual, it’s your go-to for effortless styling.
Shop Matching Bottoms: Plaid About You Mini Skort
Fit & Features
- Woven fabric with knit lining, moderate stretch
- Plaid print
- Sleeveless scoop neckline
- Tank shoulder straps
- Button-down front
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06202-000048
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Level Up Faux Leather Bomber Jacket
A closet classic, leveled up. This faux leather bomber jacket features a sleek zip-up design with a relaxed fit that makes it equal parts polished and street-ready.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Long sleeves, elasticized cuffs
- Collared neckline
- Front zip-up closure
- Side pockets
- Relaxed fit, elasticized hem
- Runs true to size
Style Number/Barcode: 06204-000039
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L, XL
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Falling Petals Floral Crop Top
Romantic yet bold—this tie-front top features sheer sleeves, layered ruffles, and a plunging neckline that makes florals feel anything but sweet.
Fit & Features
- Floral print, mesh fabric, bust lining
- Plunge neckline
- Tie-front closure
- Long sleeves with slit flared cuffs
- Ruffled crop hem
- Runs true to size
Style Number/Barcode: 06202-000050
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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Trailblazer Faux Suede Fringe Jacket
Western flair meets cool-girl edge—this cropped suede jacket is all about the drama in motion. Layer it over your outfit for concerts, country nights, or whenever you want some cowgirl flair.
Fit & Features
- Soft, smooth faux suede fabric
- Long sleeves
- Collared neckline
- Fringe trim throughout
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06204-000022
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Attitude Pleated Mini Skort
Prep, but make it playful. This plaid pleated mini skort features a buckle belt detail that gives school-girl energy with a cool-girl twist. Perfect for pairing with the matching cropped vest.
Shop Matching Top: Plaid Attitude Cropped Vest Top
Fit & Features
- Plaid woven fabric
- Mid-rise waist with belt detail
- Pleated mini-length skirt overlay
- Shorts lining
- Runs true to size
Style Number/Barcode: 06403-000040
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Untamed Nights Halter Slit Maxi Dress
Glam meets wild in this sultry halter maxi dress. With its curve-hugging fit, statement hardware, and bold slit, it’s made for spotlight entrances and after-dark drama.
Fit & Features
- Animal print, knit-lined fabric with stretch
- Halter neckline, hardware insert, spaghetti strap tie
- Bodice cutout with hardware insert
- High front slit
- Form-hugging silhouette, maxi hem
- Runs true to size
Style Number/Barcode: 05102-000294
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $45.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold Simplicity Bodycon Maxi Skirt
No frills, no fuss—just pure silhouette. The smooth look, bodycon fit, and maxi hem give you an effortlessly pulled-together look that’s timeless yet modern. Pair with the matching top.
Shop The Matching Top: Bold Simplicity Crop Tank Top
Fit & Features
- Double-lined slinky knit stretchy fabric
- Mid-rise waist
- Side ruched seams
- Bodycon silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000076
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: Out of Stock
Product Badge:- Ships Free
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Casually Flirty Off-The-Shoulder Mini Dress
Your new go-to mini dress for laidback plans with a flirty twist. Soft ribbed knit and an off-the-shoulder neckline make it equal parts comfy and casually flirty.
Fit & Features
- Ribbed sweater knit fabric, high stretch
- Off-the-shoulder straight-across neckline
- Long fitted sleeves
- Faux button-down design, short front slit
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 06005-000122
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
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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Autumn Stroll Striped Corduroy Shorts
Cooler weather, cozier textures—these striped corduroy shorts are made for layering with knits and boots. A comfy-meets-chic staple for all your fall plans.
Fit & Features
- Striped pattern, corduroy fabric
- Low-rise waist
- Form-hugging fit
- Front button closure, belt loop accents
- Back pockets
- Runs true to size
Style Number/Barcode: 06303-000038
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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Off Duty Faux Leather Cabby Hat
Serving effortless cool with zero effort—this faux leather cabby hat pulls your whole look together in seconds. Perfect for when you want that model-off-duty vibe without even trying.
Fit & Features
- Faux leather material
- Round top, seam accents, button detail
- Short curved brim
- Woven lined interior
- Interior adjustable strings
How To Style For Spooky Season:
Pair with a sleek bodysuit and skirt for a fab DIY Halloween look!
Style Number/Barcode: 07302-000126
Category Name: 2026 Fall Outfit Trends
Price: $18.90
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek Stance Faux Leather Stiletto Boots
Cold-weather dressing just got elevated. These faux leather boots bring timeless polish with a pointed toe and sleek under-the-knee cut, with a stiletto heel that pairs effortlessly with fall layers.
Fit & Features
- 3” stiletto heel, 7.5” leg opening, 15” shaft
- Pointed-toe
- Side zipper closure
- Under-the-knee length
- Sleek faux leather material
- Runs true to size
Style Number/Barcode: 07402-000010
Category Name: 2026 Fall Outfit Trends
Price: $46.90
Availability: In Stock
Available Color: BLACK
Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10
Product Badge:- Best Seller
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Slick Moves Faux Leather Mini Shoulder Bag
This glossy faux leather mini purse brings the edge and shine, perfect for a day or night out, quick coffee runs, or anytime your fit needs a little extra attitude.
Fit & Features
- Top shoulder strap
- Dual top zipper closures
- Spacious interior, one zipper pocket, one open pocket
- Mini silhouette
- Glossy faux leather material
Style Number/Barcode: 07203-000044
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: Out of Stock
Product Badge:- Sale
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In The Bag Bow Shoulder Purse
Girly meets polished—this faux leather shoulder bag gets a sweet twist with bow accents at the sides. Compact and versatile, it’s the kind of arm candy that dresses up any look effortlessly.
Fit & Features
- Adjustable shoulder strap
- Side bow accents
- Top zipper closure
- Lined spacious interior with zipper pocket
- Faux leather material
Style Number/Barcode: 07203-000185
Category Name: 2026 Fall Outfit Trends
Price: $25.90
Availability: In Stock
Available Color: WHITE
Available Size: NS
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Polished Edge Shoulder Bag
Classic with a cool-girl edge—this faux leather shoulder bag features a signature horsebit chain detail that elevates any look. It’s the perfect blend of timeless and trendy for your everyday rotation.
Fit & Features
- Top shoulder strap
- Front flap, snap-button closure, horsebit chain detail
- Lined spacious interior
- Faux leather material
Style Number/Barcode: 07203-000067
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Snuggle Steps Faux Sherpa Platform Booties
Cold outside, cozy inside. These microsuede platform booties keep things warm with faux sherpa lining and trendy with a hoop accent—basically your autumn to winter must-have!
Fit & Features
- 1.5” heel, 6” leg opening, 5” shaft
- Round toe
- Side hoop and strap trim
- Platform sole
- Faux sherpa lined
- Microsuede material
- Runs true to size
Style Number/Barcode: 07403-000041
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Not So Basic Long Sleeve Cutout Top
Cozy meets daring with this ribbed knit cutout top. The asymmetric neckline and sleek fit make it your go-to for dressing up denim or pairing with a mini skirt.
Fit & Features
- Ribbed knit fabric, high stretch
- High neck, twisted strap, asymmetric cutout
- Long fitted sleeves
- Asymmetric mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06005-000210
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Clear Vision Blue Light Glasses
Work, scroll, repeat—these sleek blue light glasses keep your eyes fresh while serving style with their colorful frames. The clear lenses make them perfect for both screen time and street style.
Fit & Features
- Clear blue light lenses
- Sleek, square-shaped colored frames
Style Number/Barcode: 07008-000063
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Everyday Classic Watch
Classic never goes out of style. This interlocking band watch brings just the right mix of polish and everyday ease, making it a piece you’ll wear on repeat.
Fit & Features
- Polished watch with adjustable side dial
- Interlocking style band
Style Number/Barcode: 07007-000042
Category Name: 2026 Fall Outfit Trends
Price: $26.90
Availability: Out of Stock
Product Badge:- Ships Free
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Polished Moves Stiletto Booties
Sharp, sleek, and endlessly versatile. These faux leather booties feature a pointed toe and stiletto heel that instantly elevate everything from denim to dresses and skirts.
Fit & Features
- 4” stiletto heel, 4.5” leg opening, 4.5” shaft
- Pointed-toe
- Side zipper closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-000028
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Gloss And Bow Block Heel Loafers
Classic meets playful—these patent loafers get a girly twist with satin bows and chunky block heels that keep them modern.
Fit & Features
- Block heel
- Square toe
- Satin bow accent
- Loafer silhouette
- Patent faux leather material
- Runs true to size
Style Number/Barcode: 07405-000001
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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Grit And Glam Studded Kitten Pumps
A western twist on city chic—these studded pointed pumps bring just the right amount of grit to your polished fits.
Fit & Features
- Kitten heel
- Closed pointed-toe with studded detailing
- Cushioned insole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-000424
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free