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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So Laid Back Frayed Crop Denim Jacket
So laid back and chill, this denim jacket will become an essential in your lineup. This versatile jacket has trendy frayed edges and a flattering cropped silhouette that pairs perfectly with high-waisted bottoms!
Fit & Features
- Light wash denim
- Relaxed long sleeves, button cuff closures
- Collar neckline
- Front flap pockets
- Frayed crop hem
- Runs true to size
Style Number/Barcode: 06203-000005
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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Crushing On Velvet Flocked Floral Midi Dress
This floral velvet midi dress hugs in all the right places with a cutout back that keeps it sultry and a flattering bodycon silhouette that flaunts your curves, perfect for date night or dressy celebrations.
Fit & Features
- Flocked velvet floral pattern, mesh-lined fabric
- Tube neckline
- Cutout back, stretchy smocked strap
- Bodycon midi-length silhouette
- Runs true to size
Style Number/Barcode: 05101-000085
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet And Off-The-Shoulder Sweater Skater Dress
Look sweet on chilly days in this darling sweater mini dress featuring a cute folded, off-the-shoulder neckline and forever flattering skater silhouette.
Fit & Features
- Rib knit stretchy fabric
- Folded off-the-shoulder neckline
- Skater silhouette
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06005-000013
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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Undeniable Flair Halter Corset Top
Add that undeniable flair to your look with this faux leather corset top! Featuring a plunging halter neckline for a daring look, a lace-up back for the perfect fit, and a crop hem for a trendy touch.
Fit & Features
- Faux leather fabric, sewn-in knit lining
- Halter plunge neckline with tie straps
- Bungee spaghetti strap lace-up back
- Underwire bust
- Flexible boning
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06003-000138
Category Name: 2026 Fall Outfit Trends
Price: $29.90
Availability: In Stock
Available Color: BLACK, BURGUNDY
Available Size: XS, S, M, L
Product Badge:- Back In Stock
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Serve Shape Denim Belted Skort
This denim mini skort hugs your curves with a waist-snatching belted vibe that pairs perfectly with crop tops and weekend fun!
Fit & Features
- Light wash denim fabric, color fade effect
- Belted mid-rise waist
- Bodycon fit, mini-length hem
- Front button and hidden zipper closure
- Four-pocket styling, belt loop accents
- Runs true to size
Style Number/Barcode: 06603-000018
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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Street Style Straight-Leg Cargo Denim Jeans
Level up your street style with these cargo denim jeans featuring a mid-rise waist and trendy straight-leg silhouette.
Fit & Features
- Cotton-blend denim fabric, moderate stretch
- Mid-rise waist
- Five-pocket and belt loop design
- Large side flap pockets
- Cargo-style seams
- Straight-leg fit
- Runs true to size
Style Number/Barcode: 06602-000003
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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By My Side Lace-Up Mini Tote Bag
This smooth faux suede tote bag is designed with trendy lace-up sides and a spacious interior, making it the perfect plus-one for coffee runs, work, or weekend lunches.
Fit & Features
- Top handles
- Detachable crossbody strap
- Lace-up sides
- Top zipper closure
- Spacious interior, one zipper pocket, one open pocket
- Smooth faux suede material
- Mini silhouette
Style Number/Barcode: 07203-000002
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Set For Perfection Button Ponte Vest
Perfectly polished and poised, this button ponte vest elevates your every style with a sleek design and tailored silhouette. Pair with the matching skort to complete the look!
Fit & Features
- Ponte-lined knit stretchy fabric
- Square neckline, wide shoulder straps
- Button-up front closures
- Tailored crop silhouette
- Runs true to size
Shop The Matching Skort: Set For Perfection Slit Ponte Skort
Style Number/Barcode: 06202-0517
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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Off Duty Vibes Mid Rise Cargo Jeans
Giving laid-back but still that girl. These cargo denim jeans serve utility meets street style with a relaxed fit that moves with you—perfect for errands, coffee runs, or casual plans.
Fit & Features
- Medium wash cotton-blend denim fabric
- Mid-rise waist, straight-leg relaxed fit
- Adjustable drawstring cuffs
- Lower side cargo flap pockets
- Dual front button and hidden zipper closures, belt loops
- Five-pocket styling
- Runs true to size
Style Number/Barcode: 06602-0578
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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At Your Leisure Zip-Up Crop Jacket
A comfy and cute zip-up crop jacket perfect for post-pilates and grabbing coffee! Pair with the matching bottoms.
Fit & Features
- Stretchy rib knit fabric
- Fitted long sleeves
- Mock neckline
- Zip-up front closure
- Fitted crop hem
- Runs true to size
Shop The Matching Pants: At Your Leisure Mid-Rise Flare Pants
Style Number/Barcode: 06202-000079
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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Certified Flirt Long Sleeve Corset Crop Top
Make every head turn in this corset crop top showcasing a flocked floral velvet pattern and a fitted silhouette to flaunt your figure. Complete the look with jeans.
Fit & Features
- Flocked floral velvet pattern, knit fabric
- Fitted long sleeves
- Sweetheart neckline, padded bra cups
- Cutout back design with strap
- Corset bodice, flexible boning, hook-eye fasteners
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06001-5692
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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Sleek Strut Slingback Stiletto Pumps
Fit & Features
- Stiletto heel
- Slingback ankle strap, chainlink metal accent
- Closed pointed toe
- Faux patent leather material
- Runs true to size
Style Number/Barcode: 07401-5082
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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Casual And Chic Faux Suede Oversized Blazer
Casual and chic, this faux suede oversized blazer will elevate your everyday looks. Style with sleek sunnies and ankle booties.
Fit & Features
- Faux suede fabric, sewn-in woven lining
- Lapel collar
- Long sleeves
- Dual front flap pockets
- Single front button closure
- Oversized fit
Style Number/Barcode: 06204-2075
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pattern Play Houndstooth Sling-Back Kitten Heel Pumps
From office hours to happy hour, these houndstooth kitten heel pumps are perfect for your everyday styling.
Fit & Features
- Stiletto kitten heel
- Woven material exterior, closed pointed-toe
- Houndstooth pattern
- Adjustable sling-back strap, buckle detail
- Faux leather padded insole
- Runs true to size
Style Number/Barcode: 07401-5214
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adorable Trendsetter Pleated Mini Skort
Fit & Features
- Woven fabric, minimal stretch
- High-rise waist, hidden side zipper closure
- Skinny belted design
- Mini-length pleated overlay, A-line silhouette
- Fitted shorts
- Skort in size small has a 7" front rise with a 1.5" inseam
- Runs true to size
Style Number/Barcode: 06401-0739
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Woven fabric, minimal stretch
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Polished Cozy Houndstooth Eyelash Knit Cardigan
Fit & Features
- Soft eyelash knit fabric with moderate stretch, ribbed hems
- Houndstooth pattern
- V-neckline
- Button-down front
- Long sleeves
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06005-2253
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek And Snug Ribbed Knit Sweater Top
Fit & Features
- Ribbed knit fabric with plenty of stretch
- Collared neckline
- Zipper front closure
- Long fitted sleeves
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06005-2250
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $27.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Allure Checkered Knit Sleeveless Vest
Fit & Features
- Knit fabrication
- V-neckline
- Sleeveless
- Checkered pattern
- Ribbed hem
- Long-sleeve top pictured not included
- Runs true to size
Style Number/Barcode: 06005-2251
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stripe Sensation Collared Pullover Sweater
Fit & Features
- Soft knit fabrication
- Collared neckline with single button closure
- Horizontal striped pattern
- Long sleeves with ribbed cuffs
- Pullover design
- Runs true to size
Style Number/Barcode: 06005-2248
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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Cozy Staple Ribbed Knit Pullover Sweater
Fit & Features
- Ribbed knit fabrication
- Collared zipper neckline
- Long sleeves
- Mid-length hem
- Oversized fit
Style Number/Barcode: 06005-2249
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Crew Ribbed Knit Sweater
Fit & Features
- Ribbed knit fabric with moderate stretch
- Crew neckline
- Drop shoulder bodice
- Long sleeves
- Mid-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2252
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Casual Striped Knit Mock Neck Sweater
Fit & Features
- Soft knit fabric with ribbed hems, plenty of stretch
- Striped pattern
- Mock neckline
- Long sleeves
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2247
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Varsity Chic Button-Down Sweater Jacket
Fit & Features
- Knit fabric with moderate stretch
- "AC" embroidered script, striped ribbed hems
- Flat collared neckline
- Contrast long sleeves with tapered hems
- Button-down front, dual front pockets
- Tapered hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2246
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Comfy Chic Knit V-neck Pullover Sweater
Fit & Features
- Knit fabric with plenty of stretch
- Ribbed hems
- V-neckline
- Long sleeves
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2245
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free