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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Charming Sweetness V-Neck Lace Trim Floral Crop Top
Unlock a charming sweetness in this floral crop top to dress up your everyday look! With delicate spaghetti straps and a lace trim V-neckline, it exudes a romantic appeal with a tiered ruffled silhouette and cropped hem. Complete the look in shorts and strappy sandals.
Fit & Features
- Floral print, mesh fabric, bust knit lining
- Spagehtti straps
- Lace trim V-neckline
- Tiered ruffled silhouette
- Runs true to size
Style Number/Barcode: 06001-5389
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Poised Cuteness Bow Saffiano Shoulder Bag
A saffiano faux leather shoulder bag featuring a shoulder strap, front bow decorations, and a top zipper closure that opens to a spacious inside. Perfect for everyday styling.
Fit & Features
- Shoulder strap
- Front bow decorations
- Top zipper closure
- Spacious inside with a zipper pocket
- Saffiano faux leather material
Style Number/Barcode: 07203-2034
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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Total Perfection Mid Rise Denim Mini Skort
A trendy denim mini skort features a flattering mid-rise waist, bodycon fit, and skirt overlay with shorts lining. Perfect for styling with a basic tee for back-to-school.
Fit & Features
- Dark wash denim fabric, minimal stretch
- Mid-rise waist
- Bodycon mini-length silhouette
- Skirt overlay, shorts lining
- Front button and hidden zipper closure
- Skort has a 2.5" inseam
- Runs true to size
Style Number/Barcode: 06603-0413
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L, XL
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Not My First Rodeo Baseball Cap
Accessorize your country concert look with this cute baseball cap featuring embroidery that reads "This Ain't My First Rodeo" and an embroidered longhorn graphic. Style with hoop earrings and cowboy boots!
Fit & Features
- Classic baseball cap design
- Embroidered script reading, "This Ain't My First Rodeo"
- Embroidered longhorn graphic
Style Number/Barcode: 07302-1651
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweetly Chic Faux Pearl And Bow Sheer Tights
Adorable faux pearl and bow accents decorate these sheer tights everyone will admire! Pair with stiletto pumps.
Fit & Features
- Sheer nylon fabrication
- Extra high-rise waist
- Faux mini pearls
- Mini bows
- Runs true to size
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0344
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cool Staple Ribbed Knit Long Sleeve Midi Dress
This ribbed knit midi dress is designed with a cotton-blend fabric with a cool mineral wash offering plenty of stretch. The dress features a scoop neckline, long fitted sleeves, and a midi-length bodycon silhouette to show off your curves.
Fit & Features
- Cotton-blend ribbed knit fabric, plenty of stretch
- Mineral wash
- Scoop neckline
- Long fitted sleeves
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5829
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Fair Isle Two-Pack Socks
Fit & Features
- Pack includes two pairs of socks
- 1 solid color pair
- 1 fair isle print pair
- Knit fabrication
- Above-ankle length
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0340
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Girl On The Go Platform Block Heel Loafers
These faux leather loafers feature a sleek closed design, a platform sole that elevates the style, and a block heel. Perfect for styling with a blazer for a posh look.
Fit & Features
- Block heel
- Faux leather material
- Square toe
- Closed design
- Platform sole
- Runs true to size
Style Number/Barcode: 07401-4989
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Layers Ribbed Knit Leg Warmers
Accessorize your look with these rib knit leg warmers for extra cozy and cuteness this season! Style with cute flats or slippers.
Fit & Features
- Cable knit fabrication
- Cuffed design
- Calf-length fit
Style Number/Barcode: 07306-0338
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Charm Short Sleeve Striped Crop Top
This rib knit top features short sleeves and a striped crew neckline and a pointed crop hem for a preppy charm. Perfect for back-to-school or casual plans.
Fit & Features
- Stretchy rib knit fabric
- Short sleeves
- Striped crew neckline
- Fitted pointed striped crop hem
- Runs true to size
Style Number/Barcode: 06005-2039
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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Slither In Style High Rise Snake Print Flare Pants
Slither in these stylish snake print pants for a fierce look everywhere you go! They feature a flattering high-rise waist, hip-hugging fit, and a flared hem on smooth faux suede fabric for a luxe touch. Complete the look in a crop top for going out!
Fit & Features
- Snake print, faux suede fabric, minimal stretch
- High-rise waist
- Flared hem
- Runs true to size
Style Number/Barcode: 06502-2523
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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Undeniable Beauty One-Shoulder High Slit Knit Maxi Dress
Showcase your undeniable beauty in this chic one-shoulder high slit maxi dress! Designed with a double-lined knit fabric offering plenty of stretch, this long dress will hug your gorgeous curves with its bodycon silhouette. It features an asymmetric one-shoulder neckline with a trendy ruched overlay, a high-cut side slit to showcase some leg, and a maxi-length hem. Style with statement earrings and stiletto heels.
Fit & Features
- Stretchy double-lined knit fabric
- Asymmetric one-shoulder neckline, ruched overlay
- High side slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3536
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cutest Babe Bow Fishnet Tights
You'll look like the cutest babe in these sheer fishnet tights featuring an adorable bow pattern perfect for elevating your favorite looks. Style with dresses and skirts.
Fit & Features
- Sheer fishnet design
- Bow pattern
- Unlined
- High-rise waist
- Form-hugging fit
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0331
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Totally Fab Belted Plaid Pleated Micro Skort
A fab plaid pleated micro mini skort that'll give your outfit a preppy look. Pair with a cardigan and boots.
Fit & Features
- Woven knit fabrication
- Belted waist accent
- Pleated mini skirt overlay
- Hidden shorts
- Plaid
- Skort in size small has a 6" front rise with a 2" inseam
- Runs true to size
Style Number/Barcode: 06403-0560
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Edgy Cuteness High-Rise Cargo Faux Leather Mini Skort
This cute and edgy faux leather mini skort features a flattering high-rise waist, form-hugging fit, and cargo side pockets that give this skort a functional flair.
Fit & Features
- Faux leather material, stretchy knit shorts lining
- High-rise waist
- Side flap pockets
- Front snap-button and hidden zipper closure
- Form-hugging mini-length hem
- Runs true to size
Style Number/Barcode: 06403-0558
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Edgy Style Chain-Link Fishnet Tights
These edgy stylish fishnet tights feature a chain-link pattern perfect for spicing up your favorite looks.
Fit & Features
- Chain-link pattern
- Sheer fishnet design
- Unlined
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0332
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish Transition Pleated Faux Leather Mini Skort
A faux leather mini skort features a high-rise waist with trendy dual-side buckle accents and a pleated silhouette perfect for pairing with boots.
Fit & Features
- Faux leather fabric, stretchy knit shorts lining
- High-rise waist, dual side buckle accents
- Side zipper and hook-eye closure
- Pleated mini-length fit
- Skort has a 9" front rise with a 1.5" inseam
- Runs true to size
Style Number/Barcode: 06403-0559
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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Made For Struttin' Basic Faux Leather Booties
These basic faux leather booties were made for struttin'! They feature a pointed toe, an inner zipper closure, and a sleek block heel that elevates the style. Complete the look in a chic blazer.
Fit & Features
- 3.5" Block heel
- Pointed toe
- Inner zipper closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1787
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Crush High Rise Belt Knit Mini Skort
Look and feel cute in this high rise mini skort featuring a faux leather belt accent and a pleated silhouette on cozy knit material.
Shop Matching Top & Sweater Topper: Sweet Crush Sweetheart Knit Crop Top, Sweet Crush Long Sleeve Cable Knit Sweater Topper
Fit & Features
- Soft knit material, minimal stretch
- High rise waist
- Faux leather belt accent
- Pleated mini-length hem
- Shorts lining
- Skort in size small has a 9” front rise with a 2” inseam
- Runs true to size
Style Number/Barcode: 06503-1185
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Confident Flirt One-Shoulder Crop Top
This crop top is exactly what you need to make your crush stop and stare! It boasts a flirty one-shoulder neckline, a fitted silhouette, and a cropped hem that flaunts your cute figure on smooth knit fabric. Complete the look in trendy distressed jeans.
Fit & Features
- Smooth knit fabric, moderate stretch
- One-shoulder neckline
- Fitted crop silhouette
- Runs true to size
Style Number/Barcode: 06001-5379
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Always Trending Strapless Striped Bodycon Mini Dress
Trend right in this strapless mini dress featuring a twist sweetheart neckline with a keyhole cutout and a flattering bodycon silhouette. The striped knit material hugs your curves making it perfect for pairing with sneakers or sandals.
Fit & Features
- Striped print, stretchy knit material
- Strapless sweetheart twist neckline
- Keyhole cutout
- Bodycon mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5824
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Alluring Abstract Mesh Strapless Bustier Top
Keep it alluring in this abstract printed mesh bustier top featuring a strapless straight-across neckline, flexible boning to provide structure, and a mid-length angled hem for that snatched silhouette. Style with high-rise jeans and heels.
Fit & Features
- Abstract printed mesh fabric
- Strapless straight neckline
- Flexible boning
- Back zipper and hook-eye closure
- Mid-length angled hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5384
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty Expression Sleeveless Plaid Mini Dress
A sleeveless plaid mini dress features a flattering square neckline with a satin bow, shoulder straps, and a bodycon silhouette. Perfect for back-to-school styling.
Fit & Features
- Plaid woven fabric, bust lining, minimal stretch
- Square neckline with satin bow
- Shoulder straps
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 05102-5825
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glam Out West Rhinestone Denim Booties
Fabulous and memorable, take these rhinestone denim booties for a glamorous look out west or at the country festival! They feature a pointed toe, side zipper closure for easy wear, a block heel, and a Western-inspired design. Complete the look in a must-have cowboy hat.
FIt & Features
- 4" Block Heel
- Pointed toe
- Side zipper closure
- Western-inspired design
- Rhinestone embellished denim fabric
- Runs true to size
Style Number/Barcode: 07403-1786
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale