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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Staying Out Tonight Black Point Toe Booties
Stay out all night long with sleek polished booties! Style with a leather jacket and skinny jeans for that effortlessly trendy finish!
- Pointed toe
- Block heel
- Inner zipper closure
- Faux leather
- 50/50 Croc embossed | Smooth
- Cut out ankle fit
Style Number/Barcode: 07403-0291
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Start Fresh Ruffle And Ruched Mini Dress
It's time to refresh your wardrobe with this adorable mini dress! It features spaghetti straps, a ruffled V neckline, center ruching, and a short, curve-hugging fit. The lined knit fabric offers plenty of stretch for comfortable wear. Accessorize your look with cat-eye sunglasses and heeled mules.
Fit & Features
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Spaghetti straps
- Ruffled V neckline
- Ruching down the center front
- Mini-length silhouette
- Form-hugging fit
- Fully lined knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-0591
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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Spaghetti straps
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Pulling Power Moves Oversized Blazer
Reel in that interview, kill it at that job, or just get that effortlessly polished vibe when you top off your look with an over sized blazer.
Fit & Features
- Relaxed fit
- Long sleeves
- Collared neckline
- Long over the bum hemline
- Polyester
- Moderate stretch
- Slanted traditional pockets
Style Number/Barcode: 06204-0497
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Rhinestone Cowboy Faux Suede Booties
Get the night kickin' like a rhinestone cowboy with these gems! Style with a pair of high waist denim shorts and simple white tee and let them be the star of the show!
- Pointed toe
- Western design
- Gold hardware with gemstone detailing
- Slip on fit
- Low heel
- Faux suede
Please be advised that this style runs half a size small
Style Number/Barcode: 07403-0289
Category Name: 2026 Fall Outfit Trends
Price: $27.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitz and Glamour Rhinestone Lucite Block Heels
Bring the glamour in rhinestone heels that will brighten your evening. These glow-worthy heels feature a double-row of rhinestone embellished bands and a lucite block heel. Complete your outfit with a formal satin dress or with a gorgeous ball gown dress.
Fit & Features
- Open almond toe
- A double row of rhinestone embellished straps
- Lucite block heel
Style Number/Barcode: 07401-2221
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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It's A Tie Front Organza Puff Sleeve Crop Top
A chic little outfit topper for the trendy chick in mind. This top is what you need to elevate your look!
Fits & Features
- Tie Front Detail
- Roomy & Sheer Organza Long Sleeves
- Puff Shoulder Detail
- Crop Hemline
- Smooth Knit Bodice & 3-Buttoned Cuffs
- Moderate Stretch
Black: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
White: Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06204-0488
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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Major Boss Babe Belted Trench
Get those major boss babe vibes going in this chic belted trench!
Fit & Features
- Lapel collar
- Three quarter length sleeves | Double D ring accents to cuff
- Elastic banded waist with tie front
- Buttoned waist
- Overall fitted look
- Woven fabric | Minimal stretch
Style Number/Barcode: 06204-0491
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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At The Ready Ruched Off Shoulder Jumpsuit
Give your LBD a rest and suit up in this sultry jumpsuit! This ensemble is just what you need for those last-minute dinner plans with your girls!
Fits & Features
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Off Shoulder Design
- Sweetheart Neckline I Padded Bust
- Sheer, Fitted Ruched Long Sleeves
- High Waist Seam
- Back Zipper With Hook & Eye Closure
- Tapered Leg Fit
- Crepe Fabric I 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: 06502-0322
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Off Shoulder Design
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Make It A Triple Chain Faux Leather Belt
Hunnay, you are a triple threat with that head to toe style, those brains, and that beauty! Top off your look with a statement belt that will take u to the next level! Pair with high waist black skinny jeans, or black high waist shorts!
- Smooth faux leather
- O-ring buckle
- Detachable triple swag chain at the hip
- Gold hardware
Style Number/Barcode: 07301-0144
Category Name: 2026 Fall Outfit Trends
Price: $8.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Standards Long Blazer
Make money moves in a power blazer babe! With your high standards, and your stunning lewks, you are going places!
Fit & Features
- Collared neckline
- 3/4 Sleeves
- Long hemline
- Open design
- Hidden pockets
- Polyester knit | 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: 06204-0481
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get Down To Business Belted Trench
Get down to business like the boss babe you are in this chic belted trench!
Fit & Features
- Lapel collar
- Long sleeves
- Rain guard
- Belt with double D ring buckle
- Front vertical pockets
- Back slit
- Polyester woven fabric
Taupe: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06204-0475
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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The Essential Anorak Jacket
Always on trend to create new looks! Pair this layer-ready anorak with your favorite prints!
Fit & Features
- Drawstring Hood
- Roll-Up Sleeves
- Tie String Waist
- Large Pockets
- Brushed Knit Fabric
- Relaxed Fit
- Minimal Stretch
Style Number/Barcode: 06204-0472
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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Sleek Statement Moto Jacket
Girl, make a major sleek statement in this oh so trendy moto jacket!
Fit & Features
- Collar with stud detailing
- Long sleeves with zippered accents
- Asymmetric zippered faux pocket
- Two vertical zippered pockets
- Complete zip front
- PVC fabric | Woven lining
Tan: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06204-0466
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Downtown Doll Cropped Corduroy Bomber Jacket
Even your casual looks can still look cute when you have the right jacket to top it off! Style with a simple pair of denim pants and a tee for effortless n' stylish results~
Fit & Features
- Hooded with drawstring
- Zipper closure
- Long sleeves
- Bomber design
- Cropped cinched hemline
- Composed of a corduroy material
Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.Style Number/Barcode: 06204-0480
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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Tied and Tapered Paperbag Pants
Keep it tied and tapered in these chic paperbag pants! Pair with a statement blouse to complete your look!
Fit & Features
- High Rise Paperbag Waist
- Belt with Loops
- Slant Pockets
- Straight Leg | Tapered Hem
- Lightweight Woven Fabric
- Relaxed Fit
- Minimal Stretch
Style Number/Barcode: 06302-0108
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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Denim Darling Cropped Bustier
Keep it cute in a denim bustier fit for trendsetter like you! The bustier features a sweetheart neckline, corset-like seams, piping detail, removable spaghetti straps, and a cropped hem. Complete your look with a high waist skirt and sunnies!
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Corset-like seams
- Hook and eye closure
- Piping detail
- Cropped hem
- Denim knit fabric
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0682
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Edgy Chic Ponte Knit Joggers
Edgy chic is the total vibe with these ponte knit joggers! Pair with a graphic tee and some combat boots for that it girl look.
Fit & Features
- High rise waist
- Belt loops
- Front hidden zipper and dual hook and bar closures
- Two slanted front pockets | Two faux back pockets
- Included chain accent
- Elastic jogger hem
- Ponte knit fabric | Moderate stretch
Style Number/Barcode: 06502-0319
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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Scrunchies For All Ur Moods 3-Pack
Get a pack of scrunchies in your life that hits all ur moods! Sleek, funky, girly! Pair with a simple crew neck on a lazzy day and bring ur hair to life!
- 3 Pack
- Satin
- One black | One leopard print | One Lavender
- Stretchy
Style Number/Barcode: 07006-0143
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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Poised Zip Up Peplum Top
Keep it poised in this peplum top that brings the charm! The top features a sweetheart neckline with a zippered front, fitted long sleeves, a high center slit, and a peplum hem. Style top with high waist pants and mules.
Fit & Features
- Sweetheart neckline
- Zippered front
- Fitted long sleeves
- High center slit
- Peplum hem
Style Number/Barcode: 06204-0439
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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Super High Rise Skinny Ponte Pants
Everything feels better when you make it high waist! Style these ponte stretch bottoms with all of your work wear favs, or dress them up with a leather jacket and heels for a fun night out!
Fit & Features
- Super high rise
- Button + zipper closure
- Faux front pockets
- Functioning back pockets
- Ponte material | Slight stretch
- Skinny tapered leg
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 06502-0317
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Such A Sleek Vibe Mini Skirt
Get such a sleek & chic vibe in this sexy faux leather mini! The skirt's croc embossed print adds an extra edge.
Fit & Features
- High rise waist
- Back zipper closure
- Two vertical front seams leading to small slits
- Short, form hugging fit
- Croc embossed PU fabric
- Moderate stretch
Style Number/Barcode: 06401-0204
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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Zip It Coated Faux Leather Mini Skirt
Zip up into this sleek and chic coated faux leather mini! Pair with an edgy graphic tee and some booties for a girly rocker look!
Fit & Features
- High rise waist
- Asymmetric complete zip front
- Zippered faux pockets
- Short, form hugging fit
- Coated faux leather fabric
- Moderate stretch
Style Number/Barcode: 06401-0203
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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Casual Chic Vibe Twill Joggers
Get that chill casual vibe with these high rise twill joggers! Paired with a graphic tee and some edgy booties, you'll have the perf laid back but totally chic look.
Fit & Features
- High rise waist | Belt loops
- Two slanted front pockets
- Two back pockets with snap button closures
- Front button | Hidden zipper closure
- Side utility strap
- Elastic jogger hems
- Woven fabric | Moderate stretch
Style Number/Barcode: 06302-0102
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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Lace Up In Mesh Crop Top
Lace up in this sheer must have top! Pair with edgy pants and sleek stilettos for a look that's squad-approved!
Fit & Features
- Mock Neck
- Sheer Unlined Long Sleeves
- Lace-Up Keyhole
- Cropped Hem
- Partially-Lined Mesh Fabric
- Relaxed Fit
- Moderate Stretch
Style Number/Barcode: 06001-2433
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free