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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City Bound Plaid Faux Wool Coat
Layer on this long line plaid coat for a city-chic look! It features a lapel collar, long sleeves, an open front, lined pockets, and a relaxed fit. The thick faux wool fabric has a trendy all-over neutral plaid print, perf for the season. Style this coat with fab thigh-high boots.
Fit & Features
- Lapel collar
- Long sleeves
- Open front
- Lined side pockets
- Long line silhouette, relaxed fit
- Faux wool fabric, no stretch, plaid print
- Runs true to size
Style Number/Barcode: 06201-0287
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $62.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Serve It Up Crop Top
Serve up some serious style in a crop top that slays! The top features a scoop neckline, long fitted sleeves, and a cropped hem. The top is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with plaid pants and a cabby hat.
Fit & Features
- Scoop neckline
- Long sleeves
- Cropped hem
- Double-layered brushed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3836
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Basic Ribbed Knit Crop Top
This trendy basic crop top belongs in your closet! It features a crew neckline, long fitted sleeves, front vertical seam detailing, and a cropped, form-hugging fit. Style this top with high-rise jeans and sneakers.
Fit & Features
- Crew neckline
- Long sleeves
- Front vertical seam detailing
- Cropped, form-hugging fit
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1067
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The Basic Crew Knit Top
Roll with the basic crew in this top that keeps it casual! The top features a crew neckline, long sleeves, and a cropped hem. The top is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with plaid pants and combat boots.
Fit & Features
- Crew neckline
- Long sleeves
- Cropped hem
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3835
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keeping Knit Casual Crop Top
Keep it casual with a crop top that is perf for every day! The crop top features a crew neckline, long sleeves, dual side slits, and a fitted crop hem on stretchy rib-knit fabric. Complete look in best-selling bottoms for your everyday uniform.
Fit & Features
- Crew neckline
- Long sleeves
- Dual side slit accents
- Crop fitted hem
- Rib-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1070
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Totally Fab One Shoulder Crop Top
Channel a totally fab look with a crop top that creates a major style moment! The crop top features a one-shoulder neckline, a short sleeve, an asymmetrical cutout, and a cropped hem. Complete look with high waist jeans and mules.
Fit & Features
- One-shoulder neckline
- Short sleeve
- Asymmetrical cutout
- Cropped hem
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3825
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $27.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Next Level O-Ring Crop Top
Take your look to the next level with a crop top that brings out your sassy side! The top features a plunging V-neckline, a metal O-Ring at the center of the bodice, long sleeves, tie-front ties at the hem, and a cropped hem. The top is composed of a lurex knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching skirt.
Shop Matching Skirt: The Next Level High Slit Midi Skirt
Fit & Features
- V-neckline
- Metal O-Ring
- Long sleeves
- Tie-front ties at the hem
- Cropped hem
- Lurex knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06001-3827
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Next Level High Slit Midi Skirt
Take your look to the next level with a skirt that brings out your sassy side! The skirt features an elastic high-rise waist, a high side slit, and a midi-length silhouette. The skirt is composed of lurex knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: The Next Level O-Ring Crop Top
Fit & Features
- Elastic high rise waist
- High side slit
- Midi length silhouette
- Lurex knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0554
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All About Knit Crop Top
We're all about this cute crop top, babe! The top features a mock neck, long sleeves, and a cropped hem with lettuce-edge trim. The crop top is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with high waist bottoms and ankle booties.
Fit & Features
- Mock neck
- Long sleeves
- Cropped hem, lettuce-edge trim
- Brushed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3832
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dancer Spirit Lace-Up Block Heels
Elegant and chic, switch your ballet shoes for these lace-up heels featuring a square toe, and block heel. Complete the look in a chiffon skater dress.
Fit & Features
- Square toe
- Block heel
- Lace-up tie closure
- Runs true to size
Style Number/Barcode: 07401-3773
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Butterfly Charm Ribbed Knit Cami
Bring the charm with a fab cami that shows off your sweet side! The cami features a sleeveless V-neckline, spaghetti straps, metal butterfly charms down the center of the bodice, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist jeans and chunky sneakers.
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Metal butterfly charms
- Cropped hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1224
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perfect In Plaid Crop Tank
It's the season for plaid and this crop top is perfect for it. It features a sleeveless, square neckline with wide straps and a fitted, crop hem. Style with the matching bottoms.
Shop The Matching Bottoms: Perfect In Plaid High-Rise Pants
Fit & Features
- Sleeveless, square neckline
- Wide straps
- Plaid print
- Fitted, crop hem
- Cotton fabric with moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1573
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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The Chic Standard Snake Boots
Set the chic standard in boots that elevate your outfit. The boots feature a faux snake print, an inner zipper closure, a pointy toe, block heel. The boots are composed of a faux leather material. Complete look with a cardigan and mini skirt.
Fit & Features
- Faux snake print
- Thigh-high fit
- Inner zipper closure
- Pointy toe
- Block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0757
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $70.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feeling Knit Long Sleeve Crop Top
Keep it casual and chic with a crop top that is essential to your layered outfits! The top features a turtle neck, long sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with mom jeans and a plaid coat.
Fit & Features
- Turtle neck
- Long fitted sleeves
- Cropped hem
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3816
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style It Up Faux Suede Block Heels
Style up your look with heels that elevate your outfit! The heels feature a closed-back, an adjustable ankle strap, an open square toe with a strap over the toe, and a thin block heel. The heels are composed of a faux suede material. Complete look with a blouse and pencil skirt.
Fit & Features
- Closed-back
- Adjustable ankle strap
- Open square toe, strap over the toe
- Thin block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-3732
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fab In Ruche Ribbed Knit Top
Keep it fab in a ruched top that is part casual, part chic! The top features a V-neckline, long sleeves, a ruched center, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mom jeans and ankle booties.
Fit & Features
- V-neckline
- Ruched center
- Long sleeves
- Cropped hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3821
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sealed In Chic High Waist Pants
Seal in a stylishly chic outfit with pants that take you from day to night. The pants feature a high-rise waist, a tie-waist belt, and a straight leg fit with a flared hem. The pants are composed of a milled Ponte-like fabric that offers a form hugging fit with a moderate stretch. Complete the look with a blouse and blazer to complete your chic workwear outfit.
Fit & Features
- High rise waist
- Tie-waist belt
- Straight leg fit, flared hem
- Milled Ponte-like fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06402-0409
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Business Peep Toe Lattice Booties
Take care of business in chic style with these peep-toe booties! They feature an almond toe, stacked block heel, lattice front with lace-up, on faux suede material. Complete the look in a trendy sweater dress.
Fit & Features
- Almond peep toe
- Stacked block heel
- Lattice front, lace-up
- Faux suede material
- Runs true to size
Style Number/Barcode: 07403-1438
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Edgy Appeal Faux Leather Coated Skinny Pants
Bring major edgy appeal with pants that dare to go bold. The pants feature a mid-rise waist, dual vertical seams on the legs, an exposed side zipper closure with mini O-Ring, and a skinny leg fit. The pants are composed of a coated stretchy knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a graphic tee and combat boots.
Fit & Features
- Mid-rise waist
- Dual vertical seams on the legs
- Exposed side zipper closure
- Skinny leg fit
- Coated knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06402-0408
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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A Trendy Look Velvet Crop Top
Showcase a trendy look perf for every day with this velvet crop top. It features a sweetheart neckline with a ruched bust, a front waist cut out with a tie-front detail, long fitted sleeves, and a cropped, form-hugging fit. Style this top with high-rise jeans.
Fit & Features
- Sweetheart neckline
- Ruched bust
- Front waist cutout, tie-front detail
- Long fitted sleeves
- Cropped, form-hugging fit
- Smooth velvet fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3801
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $27.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Behavior High Slit Midi Skirt
Stay on trend with a skirt that creates a major moment! The skirt features an abstract splatter pattern, a high rise waist, a ruched drawstring, a high side slit, and a midi-length silhouette. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: Trendy Behavior Cutout Crop Top
Fit & Features
- Abstract splatter pattern
- High rise waist
- Ruched drawstring
- High side slit
- Midi length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06501-0549
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Behavior Cutout Crop Top
Stay on trend with a crop top that creates a major moment! The crop top features an abstract splatter pattern, long sleeves, dual cutouts at the sides, ruched drawstrings, and a cropped hem. The top is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching midi skirt.
Shop Matching Midi Skirt: Trendy Behavior High Slit Midi Skirt
Fit & Features
- Abstract splatter pattern
- Long sleeves
- Dual cutouts at the sides
- Ruched drawstrings
- Cropped hem
- Smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06001-3798
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Timeless Chic Ruffled Midi Dress
Stun in a midi dress that reveals timeless elegance at your event! The midi dress features a sleeveless square neckline, spaghetti straps, and a ruffled high side slit. The slim-fit bodice leads to a midi-length silhouette. The dress is composed of a lined crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with rhinestone heels.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Ruffled side slit
- Midi length silhouette
- Lined crepe fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05101-1385
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fab Chain-link Faux Leather Booties
Step out looking fab in booties that elevate your outfits! The booties feature a mid-calf length, an inner zipper closure, a chunky chain-link accent, a peep toe, and a stiletto heel. The booties are composed of a faux leather material. Complete look with a bustier and a wrap skirt.
Fit & Features
- Mid-calf length
- Inner zipper closure
- Chunky chain-link accent
- Peep toe
- Stiletto heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1432
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Special Price