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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Street Command Camouflage Trench Coat
Utility, but make it fashion. This camo trench coat is belted, detailed with distressed accents, and cut in a longline silhouette that’s equal parts cool and chic—your ultimate layering piece for city strolls and off-duty days.
Fit & Features
- Camouflage print, twill cotton denim fabric
- Lapel collar neckline, button straps on the shoulders
- Long sleeves, adjustable button cuff straps
- Belted waist, front pockets
- Longline hem, distressed accents, center back slit
- Runs true to size
Style Number/Barcode: 06204-000057
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Blush Hour Floral Ruffle Maxi Dress
Floaty, flirty, and made for golden-hour moments—this floral maxi is pure romance. With its V-neckline, layered ruffles, and breezy mesh, it’s made for weddings or any RSVP soiree.
Fit & Features
- Floral print, mesh fabric, sewn-in partial knit lining
- V-neckline
- Adjustable spaghetti straps
- Curve-hugging silhouette
- Layered ruffles
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 05101-000589
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Western Chill Embroidered Suede Boots
Cowgirl meets cozy season. These embroidered suede boots bring a western twist to your off-duty looks—perfect for pairing with denim, knits, or oversized flannels when the temps drop.
Fit & Features
- 1” in heel height, 6.5” leg opening, 7" shaft height
- Round toe
- Embroidered western-inspired detailing
- Traction lug sole
- Fuzzy faux fur lining
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-000074
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Everyday Long Sleeve Zip-Up Crop Top
A little sporty, a little sultry—this zip-up crop top does it all. With a deep V neckline and long sleeves, it’s the perfect mix of casual comfort and effortless vibes with your favorite bottoms.
Fit & Features
- Rib knit stretch fabric
- Fitted long sleeves
- V-neckline
- Front zip-up closure
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06002-000363
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Studs And Stares Cowl Neck Halter Top
A little edgy, a lot hot—this halter top brings drama with metal studs and a sultry neckline that does the most with the matching skort, perfect for concerts or festivals.
Shop Matching Bottoms: Studs And Stares Mini Skort
Fit & Features
- Smooth knit fabric with high stretch
- Sleeveless cowl neckline
- Studded trim
- Tie-back halter spaghetti straps, partially open back
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000239
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Fringe Benefits Oversized Denim Jacket
Not just a denim jacket—this one enters the chat with a vibe! With an oversized fit and fringe that moves when you do, it’s made for festivals, photo ops, and showing up unannounced.
Fit & Features
- Denim cotton fabric
- Long sleeves with button cuffs
- Collar neckline
- Button-down front closures
- Oversized fit, front pockets
- Fringe trim across front and back
- Runs true to size
Style Number/Barcode: 06203-000009
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Heavy Duty Cool Lug Boots
Built to flex with every fit. These faux leather lug sole boots bring that effortless street edge with an under-the-knee cut and chunky tread that keeps things grounded but sleek.
Fit & Features
- 3.5” block heel, 7.5” leg opening,15” shaft height
- Square toe
- Inner zipper closure
- Under-the-knee length
- Luxe fit cushioned insole
- Traction lug sole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-000073
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $50.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Checkmate Vibes Plaid Hot Shorts
Preppy, but make it spicy. These plaid hot shorts hug your curves with a comfy stretch fit that’s made for coffee runs, party nights, and everything in between.
Fit & Features
- Knit fabric, high stretch
- Plaid print
- Low-rise waist
- Cheeky form-hugging fit
- Runs true to size
Style Number/Barcode: 06503-000126
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ace The Look Plaid Pleated Romper
Plaid but make it playful—this strapless romper brings preppy vibes with a fitted bodice and flirty pleated hem. Perfect for when you want to keep it cute but still cool-girl.
Fit & Features
- Plaid print, knit fabric
- Strapless neckline
- Fitted bodice, hidden side zipper and hook-eye closure
- Pleated skirt overlay, shorts lining
- Runs true to size
Style Number/Barcode: 06503-000123
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cowgirl Chic Studded Mini Skort
This faux leather mini skort rocks a bold cow print and studded trim that was made for standing out. Pair it with boots for a concert look or heels for a country night on the town.
Fit & Features
- Faux leather fabric, cow print
- High-rise waist
- Studded trim
- Form-hugging skirt overlay, shorts lining
- Mini-length hem
- Front and back pockets, button closure, belt loops
- Runs true to size
Style Number/Barcode: 06403-000061
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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Street Muse Off-The-Shoulder Distressed Sweater
A little edgy, a little undone—the perfect balance of effortless cool. This off-the-shoulder knit sweater brings major It-girl energy with distressed details and a slouchy, body-skimming fit. Perfect for styling with denim and attitude.
Fit & Features
- Soft rib knit fabric
- Foldover off-the-shoulder neckline
- Long sleeves
- Distressed crop hem
- Runs true to size
Style Number/Barcode: 06005-000129
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: Out of Stock
Product Badge:- Ships Free
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Urban Icon Cropped Bomber Jacket
The definition of cool-girl confidence. This faux leather bomber jacket brings an instant edge with its structured silhouette and timeless zip-front design. Throw it over your favorite mini or graphic tee—because every fall look needs a little attitude.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Collar neckline, snap-button closures
- Zip-up front closure
- Front pockets
- Bomber silhouette
- Adjustable drawstring hem
- Runs true to size
Style Number/Barcode: 06204-000053
Category Name: 2026 Fall Outfit Trends
Price: $59.90
Availability: Out of Stock
Product Badge:- Ships Free
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Autumn Muse Under-The-Knee Boots
Classic, chic, and made to strut. These knee-high boots feature a sleek faux suede finish with a block heel that gives height without sacrificing comfort—perfect for everything from city strolls to dinners out.
Fit & Features
- 3.5" Block heel, 8" leg opening, 12" shaft height
- Almond toe
- Side zipper closure
- Under-the-knee length shaft
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-000068
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- 3.5" Block heel, 8" leg opening, 12" shaft height
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Fall For Me Wide Calf Knee-High Boots
Seasonal staple unlocked—these faux suede boots pair effortlessly with oversized knits, flowy dresses, or denim for all your autumn to winter plans!
Fit & Features
- 3.5" Block heel, 9" leg opening, 12" shaft height
- Almond toe
- Knee-high shaft silhouette
- Wide calf design
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-000069
Category Name: 2026 Fall Outfit Trends
Price: $49.90
Availability: In Stock
Available Color: CAMEL
Available Size: 5.5, 6.5, 7
- 3.5" Block heel, 9" leg opening, 12" shaft height
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Wild Chic Leopard Removable Faux Fur Cardigan
Sweet, but with claws. This tie-front crop cardigan brings cozy meets chaos with its soft knit fabric and removable leopard faux fur trim. Whether you style it layered or solo, it’s the ultimate “don’t mess, I’m vibing” kind of top.
Fit & Features
- Soft rib knit stretchy fabric
- Removable leopard faux fur collar
- Tie-front closure
- Fitted long sleeves with leopard removable faux fur cuffs
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06202-000047
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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
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Cool Intentions Faux Leather Bomber Jacket
Effortlessly cool with just the right amount of edge. This faux leather bomber nails that borrowed-from-him vibe with ribbed trim details and a relaxed fit you’ll want to throw on with everything.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Rib knit collar neckline
- Long sleeves with rib knit cuffs
- Front zip-up closure
- Front zipper pockets
- Rib knit crop hem
- Runs true to size
Style Number/Barcode: 06204-000051
Category Name: 2026 Fall Outfit Trends
Price: $59.90
Availability: Out of Stock
Product Badge:- Ships Free
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Party Starter Studded Denim Mini Tube Dress
Your weekend lineup just found its headliner—this denim mini tube dress nails the mix of edgy and glam. The studded detailing adds that bold pop, while the bodycon fit keeps it extra sleek.
Fit & Features
- Denim fabric
- Strapless straight-across neckline
- Seam detailing, studded trim accents
- Back zipper closure
- Mini-length bodycon silhouette
- Runs true to size
Style Number/Barcode: 05102-000260
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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City Luxe Faux Fur Trim Trench Coat
A little drama never hurt anyone. This faux leather trench coat turns every sidewalk into a runway with its plush faux fur trim and cinched waist belt. Equal parts glam and attitude, it’s the statement layer of the season.
Fit & Features
- Faux leather fabric, sewn-in woven lining
- Long sleeves with faux fur trim cuffs
- Faux fur collared neckline and front trim
- Tie-waist belt
- Side pockets
- Faux fur trim longline hem
- Runs true to size
Style Number/Barcode: 06201-000031
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All Tied Together Bungee Corset Top
A daring twist on classic corsetry—this strapless corset top features all-over lace-up bungee detail for a bold, body-sculpting fit.
Fit & Features
- Woven fabric, sewn-in knit lining, slight stretch
- Strapless neckline
- All over bungee lace-up designs
- Flexible boning inserts
- Back zipper and hook-eye closure
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06003-000167
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Rustic Charm Faux Suede A-Line Mini Dress
Channel all the cozy fall feels with a sleek twist. This faux suede mini dress features a button-front design and a daring open back, accented by a statement buckle strap. Perfect for layering under a trench or pairing with knee-high boots for an effortlessly chic allure.
Fit & Features
- Smooth faux suede fabric, sewn-in knit lining
- Sleeveless crew neck
- Adjustable buckle strap and cutout design
- Front button accents
- A-line fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 05102-000258
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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City Rebel Faux Leather Bomber Jacket
Street meets statement. This faux leather bomber jacket brings an effortlessly cool oversized fit with a zip front and classic collar—perfect for layering over any outfit.
Fit & Features
- Vintage-inspired faux leather fabric
- Sewn-in woven lining
- Collar neckline
- Long sleeves with snap-button cuffs
- Hidden front zip-up and snap-button closures
- Flap side pockets
- Oversized fit, elasticized hem
Style Number/Barcode: 06204-000050
Category Name: 2026 Fall Outfit Trends
Price: $69.90
Availability: Out of Stock
Product Badge:- Ships Free
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Evening Ember Floral Midi Dress
With its warm floral print and sleek silhouette, this midi dress is a fall-ready stunner. The mock neck detail adds sophistication, while the ruched fit keeps it fresh for date nights, parties, or a night out at the wine bar with the girls.
Fit & Features
- Abstract floral print, mesh-lined fabric
- Sleeveless mock neck
- Ruched bodycon silhouette
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05102-000257
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $35.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Everyday Favorite Denim Mini Skort
Your denim mini era starts here. Designed with the look of a classic mini skirt and the comfort of built-in shorts, this denim skort is the perfect staple to have on rotation.
Fit & Features
- Denim fabric
- Mid-rise waist
- Front slit accent
- Form-hugging fit
- Shorts bottom
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06603-000106
Category Name: 2026 Fall Outfit Trends
Price: $36.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: S, M, L, XL