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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Cutie In Cap Sleeve Midi Dress
Cute has never looked so cozy! This rib-knit midi dress is designed with cap sleeves, dual v-necklines, a bodycon silhouette, and a flirty side slit along the hem. Complete the look in sandals for a day date.
Fit & Features
- Cap sleeves
- Dual v-necklines
- Bodycon silhouette
- Side slit
- Midi-length hem
- Stretchy rib-knit fabric
- Fits true to size
Style Number/Barcode: 05102-4715
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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Summer Glow Rhine Layered Choker
Unleash your summer glow and adorn your outfit with this choker necklace featuring a three-layered design, one rhinestone row, one snake chain row, one chainlink row, and a lobster clasp closure. Complete the look in a denim romper.
Fit & Features
- Three-layered design choker
- One rhinestone row
- One snake chain row
- One chainlink row
- Lobster clasp closure
Style Number/Barcode: 07002-1239
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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It-Girl Status Printed Pants
Level up your it-girl status in these fab printed pants! They feature a high-rise elastic banded waist and a trendy wide-leg silhouette. The knit fabric features an all-over brush stroke pattern and has plenty of stretch. Style with a crop top and clear mules.
Fit & Features
- High-rise elastic banded waist
- Wide-leg silhouette
- Knit fabric, plenty of stretch
- Brush stroke pattern
- Runs true to size
Style Number/Barcode: 06502-1112
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Simply Stated Dainty Body Chain
Create a simply chic look with this body chain featuring a high neck design on a dainty chain link and a lobster clasp closure. Style with a sultry bikini set for a Vegas pool party.
Fit & Features
- Dainty chain link
- High neck design
- Lobster clasp closure
Style Number/Barcode: 07002-1249
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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Trendy Details Embellished Ear Cuffs
You'll love the trendy details of these sparkly ear cuffs! The set includes two ear cuffs featuring a curved metal bar with mini rhinestone embellishments and larger diamond-shaped clear stone accents. Complete your accessories with a layered necklace.
Fit & Features
- Set of two ear cuffs
- Curved metal bar
- Mini rhinestones
- Diamond-shaped clear stones
- Clip closure
- Post-back closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1372
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $11.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cuddle Weather Plaid Blanket Scarf
Cuddle up with this adorable plaid blanket scarf! It features a soft knit fabrication with trendy fringe detailing and an all-over plaid print pattern. Style with a sweater dress and knee-high boots.
Fit & Features
- Large blanket design
- Knit fabrication, no stretch
- Fringe detailing
- Plaid print
Style Number/Barcode: 07305-0429
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Simply Classic Three-Pack Hoop Earrings
Simple yet classic, finish your look with these three pack hoop earrings! It features three various-sized pairs of sleek hoop earrings each with an omega closure. Style with block heels for any day or night plans!
Fit & Features
- Three-pack hoop earrings
- Various-sizes
- Sleek design
- Each with an omega closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1600
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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Chic Admiration Four-Pack Ring Set
You'll have admiration for how chic your outfit looks with this four-pack ring set! It features two rhinestone-embellished rings and two statement rings. Complete the look with a dainty necklace.
Fit & Features
- Four-pack ring set
- Two rhinestone-embellished rings
- Two statement rings
Style Number/Barcode: 07004-0357
Category Name: 2026 Fall Outfit Trends
Price: $11.90
Availability: Out of Stock
Product Badge:- Sale
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Cute Stand Off Western Block Heel Booties
Have yourself a cute stand-off in these Western micro suede booties! They feature a pointed toe, a stacked block heel, side stitched elastic panels and a back pull tab for easy on-and-off styling. Complete the look in a trendy statement belt to cinch your outfit together!
Fit & Features
- Pointed toe
- Stacked block heel
- Side stitched elastic panels, back pull tab
- Easy on-and-off styling
- Micro faux suede material
- Runs true to size
Style Number/Barcode: 07403-1742
Category Name: 2026 Fall Outfit Trends
Price: $34.90
Availability: Out of Stock
Product Badge:- Sale
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The Glam Treatment Rhinestone Flare Denim Jeans
Give yourself the glam treatment in these high-rise denim jeans! They feature a flattering high-rise waist, a hip-hugging fit, and a flared hem with an asymmetrical seam that leads to a center slit with rhinestone trim. The jeans are crafted from medium-wash denim fabric that offers a slight stretch and a color fade for a vintage effect! Style the denim jeans with a blinged crop top and heels for a birthday or night out!
Fit & Features
- High-rise waist
- Hip-hugging fit
- Flared hem, asymmetrical seam, center slit, rhinestone trim
- Front button and hidden zipper closure
- Five-pocket styling, belt loop accents
- Medium wash denim fabric, color fade, slight stretch
- Runs true to size
Style Number/Barcode: 06602-0451
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Layer Up Sleeveless Puffer Vest With Pockets
Style up your look in this puffer vest for the chilly season ahead! Featuring a sleeveless design with a standing collar neckline, front zipper closure, and an elasticized cropped hem. Crafted with an insulated nylon woven fabric and hidden side pockets with snap-button closures for extra comfort and warmth. Complete the look in a basic long sleeve top and jeans for a coffee run and errands!
Fit & Features
- Sleeveless standing collar neckline
- Front zipper closure
- Hidden side pockets with snap-button closures
- Elasticized cropped hem
- Insulated nylon woven fabric for warmth
- Puffer design
- Runs true to size
Style Number/Barcode: 06201-0428
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fierce Flair Midi Skirt
Bring some fierce flair to your look with this trendy printed midi skirt! It features a high rise waist paired with a flowy flared fit. The skirt is composed of a lightweight woven fabric with no stretch.Style Number/Barcode: 06401-0064
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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Sassy Flare Midi Skirt
This sassy flare midi skirt is for sure to make a bold statement. It features a high rise waist, a hidden back zipper and hook and eye closure, and a flared mid-length hem. The skirt is composed of a lightweight woven fabric with no stretch.Style Number/Barcode: 06401-0063
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get To Work Lace-Up Boots
You better work it, girl! These lace-up ankle booties feature a side zipper closure, a block heel, platform heel and faux suede exterior.Style Number/Barcode: 07403-0076
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Good Vibes Platform Heel Booties
Bring the good vibes with your better than good style! These booties are designed with an almond toe, a platform sole, and a tall circular heel. They feature an ankle fit and a zipper closure and are composed of a faux suede.Style Number/Barcode: 07403-0151
Category Name: 2026 Fall Outfit Trends
Price: $24.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Traditional Sherpa Lined Long Flannel
Introduce some faux fur into your look! Designed with a collared neckline, long sleeves, functioning buttons down the center, and a traditional breast pocket. This flannel features a long hem and is fully lined with a faux sherpa for the coziest soft inside!Style Number/Barcode: 06204-0235
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Ruched Brushed Knit Mini Skirt
Stand out in a mini skirt that stuns on your next night out! The skirt features a high rise waist, a ruched body, and composed of soft to the touch brushed knit fabric. Complete your look with a stunning rhinestone bustier and sleek stiletto heels.
Fit & Features
- High rise waist
- Ruched body
- Mini length
- Brushed knit fabric
- Form hugging fit
- Moderate stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06501-0285
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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Perfectly Plaid High Waist Joggers
These plaid high waist joggers couldn't get any more perfect for fall! They feature large cargo pocket detailing and a trendy jogger hem. Pair with a basic cami and classic block heels to a coffee shop with bae!
Fit & Features
- High rise waist
- Front button closure
- Slanted front pockets
- Large cargo side pockets
- Cinched jogger hem
- Plaid print
- Woven fabric
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06302-0165
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Fab Pleated O-Ring Statement Earrings
These O-ring statement earrings are so fab! Their pleated texture will add a glam touch to your look. Perf to dress up an everyday outfit, pair with a sleek satin dress and some block heels for a chic cocktail hour look.
Fit & Features
- Large metal O-ring earrings on post
- Pleated textured design
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0434
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortlessly Stylish Linen Dress
You'll look effortlessly stylish this season in this lightweight and flowy linen dress! Designed with a breezy woven fabric, this short dress is perfect for your summer parties. The bodice is shaped with a square neckline with ruching at the bust and long balloon sleeves. The fitted waistband creates a cinched silhouette, flowing out to a short ruffled hem with an A-line fit for a pretty flair. Complete the look with clear heels.
Fit & Features
- Linen woven fabric, no stretch
- Square neckline, ruched bust
- Long balloon sleeves, elastic cinched hems
- Front waistband, back zipper closure
- Ruffled hem
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-4246
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Rise Destructed Cropped Skinny Jeans
Stand out in skinny jeans that bring the edge! These must-have jeans feature a high rise fit, destructed detailing with knee slits, and a skinny leg fit with a raw edge hem. Complete look with a ribbed crop top.
Fit & Features
- High rise waist
- Single-button with zipper closure
- Traditional five-pocket with belt-loop design
- Moderate destructed detailing with knee slits
- Skinny leg fit with raw edge hem
- Dark wash denim fabric
- Form hugging fit
Style Number/Barcode: 06602-0187
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feelin' Trendy Tie Dye Mini Dress
Get an effortless and trendy look in this tie dye mini dress! It features long fitted sleeves, slashed detailing on the left side of the bodice and the right side by the bottom hem, and a neutral all-over tie dye print. Pair this dress with chunky sneakers and hoop earrings for a casual look to hang with the squad.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Short, form-hugging fit
- Slashed detailing
- Tie dye print
- Soft knit fabric
- Plenty of stretch
Style Number/Barcode: 06002-0680
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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Effortless High Neck Body Chain
Effortless and cool, elevate your cabana party look in this high-neck body chain! It features a dainty chain link design with coin charm accents and a lobster clasp closure. Style with a bikini and chic cover-up.
Fit & Features
- High neck body chain
- Dainty chain link design
- Coin charm accents
- Lobster clasp closure
Style Number/Barcode: 07002-1250
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Extra Cropped Denim Jacket
You love being extra! This cropped denim jacket is a must-have statement piece for your wardrobe. Featuring a collared neckline, long sleeves, a button-down front, and an all-over newspaper print pattern, this jacket will have all eyes on you. Style with a basic bodysuit and a bodycon mini skirt.
Fit & Features
- Collared neckline
- Long sleeves, single buttons to cuff
- Button-down front, chest pockets
- Cropped hem
- Newspaper print
- Denim fabric, no stretch
- Runs true to size
Style Number/Barcode: 06203-0470
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale