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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STYLE SPOTLIGHT
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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Stylish Deets Faux Leather Midi Skirt
You'll fall in love with the stylish details of this sleek faux leather midi skirt! It features a high waist with a trendy front ruched design, a back zipper closure, and a mid-length, curve-hugging silhouette. Pair this skirt with a corset top and strappy heels.
Fit & Features
- High-rise waist
- Front ruched design
- Back zipper and hook and eye closure
- Mid-length, form-fitting silhouette
- Lined faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0452
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sparkle And Shine Rhinestone Bow Ballet Flats
Sparkle and shine in these sheer ballet flats showcasing a dazzling display of rhinestone embellishments and a flirty bow accent. Complete the look with a mini purse.
Fit & Features
- Sheer mesh design
- Closed almond toe
- Elasticized strap
- Rhinestones
- Bow accent
- Flat sole
- Runs true to size
Style Number/Barcode: 07405-0192
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Step In Chic Faux Leather Rhinestone Stud Ballet Flats
Step into these chic faux leather rhinestone stud ballet flats perfect for styling with your favorite skirts or dresses.
Fit & Features
- Faux leather material
- Almond toe
- Rhinestone stud accents
- Mini bow accent
- Raised textured sole
- Runs true to size
Style Number/Barcode: 07405-0197
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Era Denim Drop Waist Mini Skirt
This flirty pleated denim skirt is giving early 2000s pop princess energy— so you can dance, pose, and serve looks without limits.
Fit & Features
- Denim fabric
- Mid-rise drop waist design
- Wide belted accent, stud and grommet detailing
- Side zipper closure, side slit
- Pleated mini-length hem, A-line fit
- Runs true to size
Style Number/Barcode: 06601-000011
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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Lucky Day Horseshoe Charm Layered Necklace
Add a symbol of luck to your look with this necklace featuring a layered design with beads and a chain with a rhinestone horseshoe charm. Perfect for styling your everyday looks.
Fit & Features
- Layered necklace design
- Beads and chains
- Rhinestone horseshoe charm
- Back adjustable chain with lobster clasp closure
Style Number/Barcode: 07002-1877
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Looking Luxe Chain-Print Satin Scarf
Elevate your casual everyday 'fits with this silky satin scarf featuring a luxe chain-print pattern. The chic accessory has endless styling possibilities no matter your vibe! Wear it around your neck, as a hair accessory, as an accent to your bag, and so much more.
Fit & Features
- Satin woven material
- Multi-colored chain-print pattern
Style Number/Barcode: 07305-0524
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Such A Classic Tie Front Jacquard Pants
You love a classic chic look, and these tie front jacquard pants will give you that vibe you've been after!
Fit & Features
- Mid-rise fit | Front V waist
- Exposed back zipper closure
- Tie front accent
- Slim-fitting pant legs
- Exaggerated geometric pattern
- Jacquard woven fabric | Moderate stretch
Style Number/Barcode: 06402-0176
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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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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Off The Shoulder Ribbed Cutout Mini Dress
Stun in a mini dress that showcases curves in all the right places. Perfect for your next date night, this ribbed dress is a must! The dress features an off the shoulder neckline, fitted long sleeves, and a mid-drift cutout to show off a hint of skin. The dress is composed of a ribbed knit fabric with vertical seams that streamline the silhouette. Complete your night out outfit with hoop earrings.
Fit & Features
- Off the shoulder neckline
- Fitted long sleeves
- Mid-drift cutout
- Vertical seams
- Ribbed knit fabric
- Form hugging fit
Style Number/Barcode: 05102-0820
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Babe With Taste Buckle Strap Pleated Mini Dress
Let everyone know you're a babe with taste in this pleated mini dress! Made from a twill woven fabric for structure and has a stretchy knit lining for coverage. With a square neckline and seam detailing, this dress exudes style. The adjustable buckle shoulder straps provide a customizable fit, while the fitted bodice and pleated mini-length hem flatter your figure. Complete the look with sunglasses and a purse!
Fit & Features
- Twill woven fabric, stretchy knit lining
- Square neckline
- Back zipper closure
- Adjustable buckle shoulder straps
- Pleated mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5629
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish Must-Have Over The Knee Block Heel Boots
These chic over the knee boots are a stylish must-have you need to have in your winter wardrobe! They feature a pointed toe with a short block heel, inner zipper closure, and a tie back detail at the top. Pair these boots with a sweater dress for an adorable look for a casual holiday party!
Fit & Features
- Over the knee design
- Pointed toe
- Short block heel
- Inner zipper closure
- Tie back detail
- Faux microsuede material
Style Number/Barcode: 07402-0261
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Upbeat Glam Rhinestone Denim Cowboy Boots
Add some glam to your country-inspired look in these rhinestone denim cowboy boots - a sparkling stunner for festivals, concerts, or bachelorettes! These chic boots feature a pointed-toe design and inner zipper closure for a comfortable fit. The stacked block heel adds height, while the rhinestone embellished under-the-knee shaft adds a touch of glitz to the denim material. Complete the look with the matching cowboy hat!
Shop Matching Hat: Upbeat Glam Rhinestone Denim Cowboy Hat
Fit & Features
- 3" Stacked block heel
- 7.5" Leg opening and a 12.5" shaft height
- Denim material with rhinestone embellishments
- Pointed-toe
- Inner zipper closure
- Under-the-knee shaft
- Runs true to size
Style Number/Barcode: 07402-0976
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $58.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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A Toast For The Girls Crop Graphic Tee
A graphic tee features a classic crew neckline, short sleeves, and a front script that reads "A Toast For The Girls" along the cropped hem. Perfect for casual styling with your favorite bottoms.
Fit & Features
- Knit stretchy fabric
- Crew neckline
- Short sleeves
- Front script reads "A Toast For The Girls"
- Cropped hem
- Runs true to size
Style Number/Barcode: 06002-1828
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Crazy About Ruche Collared Mini Dress
Keep on trend with a mini dress that shows off your love for ruching! The dress features a collared neckline, a multi-button down front, long sleeves, a ruched body, and a mini-length silhouette. The dress is composed of a slinky knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.
Fit & Features
- Collared neckline
- Long sleeves
- Multi-button down front
- Ruched body
- Mini length silhouette
- Slinky knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05101-1314
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic And Coveted Trucker Denim Jacket
A classic trucker denim jacket you'll covet! This jacket offers relaxed long sleeves, a cropped hem, and classic jean jacket construction. It's perfect for day or night styling.
Fit & Features
- Denim cotton fabric
- Collar neckline
- Relaxed long sleeves, button cuffs
- Front flap pockets
- Front button-up closures
- Cropped length hem
- Runs true to size
Style Number/Barcode: 06203-000007
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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Trendy Fabric Wrap Hair Claw Clip
Secure your locks with this trendy fabric wrap hair claw clip for looking cute all day long! Complete the look with sandals for any occasion.
Fit & Features
- Fabric wrap design
- Claw clip
Style Number/Barcode: 07006-0542
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The Casual Crew Cropped Sweater
Rock it out in a casual sweater to warm up those chilly days! The sweater features a crew neckline with a raw edge hem, long sleeves, and a cropped hem with a raw edge. The sweater is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans.
Fit & Features
- Crew neckline
- Long sleeves
- Cropped hem
- Distressing throughout
- Knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1048
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylish Striped Halter Crochet Midi Dress
Stay stylish in this striped crochet midi dress for a sunny day by the beach or on vacation! It features a flattering halter neckline, adjustable spaghetti strap ties, and a bodycon fit that accentuates your curves along the midi-length hem. Complete the look with sunglasses and a tote bag!
Fit & Features
- Striped pattern, crochet fabric, short knit stretchy lining
- Halter neckline with spaghetti strap ties
- Bodycon fit
- Midi-length silhouette
- Runs true to size
Style Number/Barcode: 06005-2032
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fashionista High Waist Faux Suede Mini Skirt
Keep it chic with this trendy faux suede mini skirt. It features a high-rise waist, flattering vertical front seams, and a slit accent. The skirt offers a form-hugging fit that enhances curves and a moderate stretch. Complete the look in a flirty top and heels for a day or night occasion.
Fit & Features
- High-rise waist, back zipper closure
- Vertical seams front seams
- Form-hugging fit
- Front slit accent
- Mini-length hem
- Lined faux suede, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0641
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Love It Lace-Up Faux Leather Mini Skirt
You'll absolutely love the sleek and sultry details of this faux leather mini skirt! It features a high-rise waist, a lattice front design, and a short, curve-hugging silhouette. Style with a crop top and strappy heels for a night out!
Fit & Features
- High-rise waist
- Lattice front
- Back zipper
- Mini-length hem
- Fitted bodycon silhouette
- Coated faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0479
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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Country Vibes Faux Suede Foldover Cowboy Boots
Strut in style in these foldover cowboy boots that will have you giving off cute country vibes! Designed with smooth faux suede with western embroidery, they feature a trendy foldover design, pointed toe, and a stacked block heel for comfortable wear. Pair with a graphic tee and denim shorts for a country bar!
Fit & Features
- 3" Stacked block heel
- 6" Leg opening and a 3.5" shaft height
- Faux suede material
- Western embroidery
- Foldover design
- Pointed toe
- Runs true to size
Style Number/Barcode: 07403-1788
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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Kathleen Formal Velvet Floral Mermaid Long Dress
Special Occasion
With a flocked velvet floral pattern that's simply irresistible, the Kathleen formal dress makes a bold impression! She features adorable puff short sleeves, a square neckline, a padded bust, a mermaid silhouette that flaunts your gorgeous curves, and a perfect floor-length hem. The formal dress is composed of a flocked velvet floral pattern on mesh fabric that brings sultry charm and has a stretchy knit lining. Complete the look with dangly earrings for a black tie wedding or gala!
Fit & Features
- Puff short sleeves
- Square neckline, padded bust
- Back zipper and hook-eye closure
- Mermaid silhouette, floor-length hem
- Flocked velvet floral pattern, mesh fabric, stretchy knit lining
- Bra optional
- Runs true to size
Style Number/Barcode: 05002-7594
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Meet The Crew Contrast Moto Faux Leather Vest
This sleeveless moto vest is ready to adventure and meet up with the crew for happy hour! Featuring a standing collar with snap-button closure, front zip-up closure, zipper pockets, and a cropped hem with straps and snap-button closures, this contrast faux leather vest brings edge and style to any outfit. Complete the look in a denim mini skirt and boots.
Fit & Features
- Contrast faux leather fabric with woven lining
- Standing collar neckline with snap-button closure
- Front zip-up closure
- Zipper pockets
- Cropped length
- Runs true to size
Style Number/Barcode: 06204-1829
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On the Rise Destructed Skinny Jeans
Elevate casual looks in jeans that slay! These must-have skinny jeans a high rise waist, light destruction over the knees, and a skinny leg with a tapered hem. Complete your casual outfit with a basic tee and mules.
Fit & Features
- High rise waist
- Single-button with zipper closure
- Traditional five-pocket with belt loop design
- Skinny leg with a tapered hem
- Light destructed detailing over the knees
- Form hugging fit
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size three.
Style Number/Barcode: 06602-0191
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance