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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Refreshed Vibes High Rise Buckle Layered Mini Skirt
This high-rise mini skirt is the perfect upgrade for styling with your favorite tops! Made from a twill denim fabric, this skirt features a high-rise waist with an adjustable buckle, a layered design for a trendy style, and a classic bodycon silhouette and mini-length hem. Complete the look with a crop top for any casual plans!
Fit & Features
- Denim twill fabric, stretchy knit shorts lining
- High rise adjustable buckle waist
- Front zipper closure
- Layered design
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06303-0261
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Satin Sling-Back Stiletto Heels
The satin stiletto heels feature a smooth satin material designed with an open square-shaped toe, a chic sling-back strap design, and a short stiletto heel for comfortable wear. Style with a sleek shoulder bag.
Fit & Features
- 2" Stiletto heel
- Satin material
- Open square toe
- Toe strap
- Sling-back strap design
- Faux leather padded insole
- Runs true to size
Style Number/Barcode: 07401-4913
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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Chic Duo Ribbed Knit Crop Top
The crop top features a sleeveless V-neckline with adjustable spaghetti straps offering a customized fit. The hidden hook-eye front closures lead to a chic front slit to add a sultry flair to the look. Style with the matching mini skirt for a chic ensemble.
Shop Matching Bottoms: Chic Duo Ribbed Knit Bodycon Mini Skirt
Fit & Features
- Stretchy ribbed knit fabric, lined bust
- V-neckline
- Adjustable spaghetti straps
- Under bust seam
- Hook-eye front closures, front slit
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5257
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adorable Finesse Knit Bow Stiletto Heels
Elevate your adorable finesse in these stiletto heels for a sweet look! The square toe and knit strap with bow inset provide a unique and stylish look, a stiletto heel and cushioned insole offer comfort. Complete the look with a trendy tote bag.
Fit & Features
- 4" Stiletto Heel
- Square toe
- Knit strap with bow inset
- Luxe fit cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4917
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Duo Ribbed Knit Bodycon Mini Skirt
The mini skirt features a high-rise waist with an elastic band for added stretch. The mini-length bodycon fit will show off your curves, adding a sultry flair to the look. Style with the matching crop top for a chic ensemble.
Shop Matching Top: Chic Duo Ribbed Knit Crop Top
Fit & Features
- Stretchy ribbed knit fabric
- High-rise elastic banded waist
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 06501-1025
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style So Sleek Faux Leather Stiletto Heels
Create a going-out style radiating sleek vibes with these faux leather stiletto heels! They feature an open square-shaped toe with a dual toe strap design, dual ankle straps with adjustable buckle closure, a closed back, and a thin stiletto heel. The bronze heels are made with patent faux leather, and the silver heels are made with metallic faux leather. Pair with an envelope clutch for your next night out.
Fit & Features
- 4" Stiletto heel
- Open square toe, dual toe straps
- Dual ankle straps with buckle closure
- Closed back
- Bronze heels are patent faux leather
- Silver heels are metallic faux leather
- Runs true to size
Style Number/Barcode: 07401-4893
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- 4" Stiletto heel
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Trendy Moves Block Heel Faux Leather Booties
Make only trendy moves in these sleek faux leather booties that can be dressed up or down! Perfect for casual plans to festivals, they feature a pointy toe, stacked block heel, and an inner zipper closure that secures the style. Complete the look in a fab denim jumpsuit.
Fit & Features
- 3.5" Stacked block heel
- Faux leather material
- Pointy toe
- Inner zipper closure
- Runs true to size
Style Number/Barcode: 07403-1768
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Denim Diva Square Toe Block Heels
Fall head over heels for these denim block heels! Strut like a diva in these shoes featuring a square toe, a wide band, a block heel, and a luxe fit cushioned faux leather insole for comfort. Complete the look with a trendy handbag for any occasion!
Fit & Features
- 3" Block Heel
- Square toe
- Wide band
- Luxe fit cushioned faux leather insole
- Denim material
- Runs true to size
Style Number/Barcode: 07401-4885
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Out And About Twill Cropped Vest
This casual-chic twill cropped vest is perf for those summer days spent out and about. It features a sleeveless collared neckline, a complete snap button-down front, chest pockets, and a cropped hem for that trendy touch. Designed with a relaxed fit, layer over a basic bodysuit with jean shorts!
Fit & Features
- Twill woven fabric with minimal stretch
- Sleeveless collared neckline
- Button-down front
- Chest pockets
- Cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1753
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Traits Cap Sleeve Crisscross Rib Knit Bodysuit
A babe like you knows how to style this sweet rib knit bodysuit! Featuring cap sleeves and a V-neckline, this form-hugging knit bodysuit highlights your curves while the crisscross bust design adds a flirty appeal. The cheeky bottom with snap-button closures makes for easy wear. Complete the look with a trendy denim skirt and sandals for casual plans.
Fit & Features
- Rib knit fabric, moderate stretch
- V-neckline
- Crisscross bust design
- Form-hugging fit
- Cheeky bottom, snap-button closures
- Runs true to size
Style Number/Barcode: 06002-1811
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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Cowgirl Charm Rhinestone Western Denim Booties
These western denim booties exude effortless cowgirl charm! Featuring a pointed toe with a square metal trim, these booties are perfect for a hoedown at the country bar. The rhinestone embellished trim adds a touch of sparkle, while the inner zipper closure and stacked block heel ensure both style and comfort. Pair with a fun fringe denim jacket.
Fit & Features
- 2" Stacked block heel, metal trim
- Pointed toe, metal square trim
- Rhinestone embellished trim
- Inner zipper closure
- Denim material
- Runs true to size
Style Number/Barcode: 07403-1762
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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Smooth Silhouette Sleeveless Scoop Neck Bodysuit
Embrace a smooth style like this sleeveless bodysuit that fits like a glove and is perfect for layering or styling alone! The bodysuit is crafted from a buttery soft and smooth double-lined knit fabric for a flawless look with your favorite bottoms. It features a flattering scoop neckline, form-hugging fit, and a thong bottom with snap-button closures to secure the style. Complete the look in best-selling denim jeans.
Fit & Features
- Smooth double-lined knit fabric, moderate stretch
- Scoop neckline
- Form-hugging fit
- Thong bottom, snap-button closures
- Runs true to size
Style Number/Barcode: 06002-1794
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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The Sweetest Floral Rosette Long Sleeve Knit Bolero
Layer on this sweet knit bolero shrug over your everyday look! This ultra-cropped knit sweater features slouchy long sleeves and an open front design, perfect for layering. Adorned with delicate floral rosettes, it adds a touch of sweetness to any outfit. Complete the look in a casual dress.
Fit & Features
- Cozy knit sweater fabric
- Slouchy long sleeves
- Open front design
- Floral rosettes
- Ultra-cropped length
- Runs true to size
Style Number/Barcode: 06005-1977
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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Just Your Stripe Off-The-Shoulder Crop Top
This striped crop top is just what you're looking for! It's designed on stretchy rib knit fabric with a trendy striped print, an off-the-shoulder neckline to bare some skin, and a flirty cropped hem. Complete the look in denim shorts for casual plans.
Fit & Features
- Striped rib knit stretchy fabric
- Off-the-shoulder neckline
- Cropped hem
- Runs true to size
Style Number/Barcode: 06005-1972
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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The Everyday Sling Back Patent Leather Flats
The everyday patent leather flats your closet needs to create sweet and simple looks! The closed square toe and dual buckle straps add a trendy touch, while the cutout design keeps it modern. The sling-back ankle strap with buckle closure ensures a secure fit, and the low block heel and cushioned insole provide all-day comfort. Complete the look in a casual dress and blazer!
Fit & Features
- 1" Low Block Heel
- Closed square toe
- Dual buckle straps
- Slingback ankle strap, buckle closure
- Cushioned insole
- Patent leather material
- Runs true to size
Style Number/Barcode: 07405-0073
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: Out of Stock
Product Badge:- Ships Free
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New Expression Square Toe Slingback Patent Flats
Express yourself with these new and stylish patent leather flats to elevate your everyday look! These trendy flats feature a closed contrast square toe and an adjustable slingback ankle strap with buckle closure for a secure fit. The low-block heel adds a touch of sophistication while the cushioned insole provides all-day comfort. Complete the look in a blazer for a posh vibe!
Fit & Features
- 1" Low Block Heel
- Contrast closed square toe
- Adjustable slingback ankle strap, buckle closure
- Patent leather material
- Runs true to size
Style Number/Barcode: 07405-0070
Category Name: 2026 Fall Outfit Trends
Price: $24.90
Availability: Out of Stock
Product Badge:- Ships Free
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What You Want Strappy Cutout Slit Midi Dress
This sleeveless midi dress is just what you want to elevate your everyday style! Featuring a flattering square neckline, spaghetti straps, and a strappy cutout twist back, this bodycon dress will make you stand out in any crowd. The side slit adds a touch of sexiness to the midi-length hem. Complete the look in sleek stiletto heels for upcoming weekend plans!
Fit & Features
- Double-lined rib knit fabric, moderate stretch
- Spaghetti straps
- Square neckline
- Strappy cutout twist back
- Side slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 05102-5663
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Arianna Sleeveless Cutout Long Slim Formal Dress
Special Occasion
Achieve endless elegance in the gorgeous Arianna sleeveless long formal dress as a bridesmaid, wedding guest, or attending a banquet! Featuring a square neckline and adjustable spaghetti straps for a customizable fit. The cutout front and back design with an elasticized back strap with hook closure provides a perfect fit, while the high side slit and slim silhouette flatter your figure. Complete the look with earrings, a clutch, and heels!
Fit & Features
- Smooth knit fabric, stretchy knit lining
- Square neckline, adjustable spaghetti straps
- Cutout front and back
- Elasticized back strap with hook closure, zipper and hook-eye closure
- High side slit
- Slim silhouette
- Runs true to size
Style Number/Barcode: 05002-8535
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ideal Classic Sleeveless Rib Knit Bodysuit
The styling possibilities with this sleeveless bodysuit are endless! The bodysuit features a flattering square neckline and shoulder straps, a form-hugging fit, and a thong bottom with snap-button closures. Complete the look in high-rise denim jeans and your favorite sneakers.
Fit & Features
- Stretchy rib knit fabric
- Square neckline
- Shoulder straps
- Form-hugging fit
- Thong bottom, snap-button closures
- Runs true to size
Style Number/Barcode: 06005-1966
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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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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Glam Digs Rhinestone Fringe Western Denim Booties
Kick up the dust in these glam western denim booties for a night out on a bachelorette or weekend festival! Made from a denim material, these booties showcase a trendy pointed toe, inner zipper closure, rhinestone embellished fringe that sways with each step, and a sturdy block heel. Complete the look with a Western-inspired belt.
Fit & Features
- 3.5" Block Heel
- Pointed toe
- Rhinestone embellished fringe
- Inner zipper closure
- Denim material
- Runs true to size
Style Number/Barcode: 07403-1760
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Everyday Beauty Sleeveless A-Line Mini Dress
This sleeveless mini dress features a crew neckline, a flattering A-line silhouette, and a front slit accent. The soft rib knit fabric offers plenty of stretch and comfort.
Fit & Features
- Rib knit fabric, moderate stretch
- Crew neckline
- Front slit
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5631
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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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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Total Vibe Fishnet Mesh Bomber Jacket
You in this airy fishnet mesh bomber jacket will be a total vibe! Designed with a sheer fishnet mesh fabric, this is the perfect lightweight layer to style over your fave athleticwear set. It features a standing collar, long loose sleeves with elastic cinched hems, a complete zip-front design, and a cropped hem with a relaxed fit. Complete the look with hoop earrings and sneakers.
Fit & Features
- Sheer fishnet mesh fabric, moderate stretch
- Standing collar
- Zip-front
- Long sleeves with cinched hems
- Cropped
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1749
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free