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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Cause A Scene Bodycon Mini Skirt
Show off your form-fitting style in this mini skirt! The short skirt features a sleek high-rise waist, flattering bodycon silhouette, a fitted mini-length hem, and smooth knit fabric with an eye-catching sheen. For striking looks that turn heads, complete the look with a blazer for an evening downtown!
Fit & Features
- High-rise elasticized waist
- Bodycon silhouette
- Fitted mini-length hem
- Smooth knit fabric, sheen effect
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0912
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Such A Treat Denim Rhinestone Stiletto Mules
These denim mules will be such a treat to your feet! They feature an open square-shaped toe, an asymmetric foot strap with iridescent rhinestone embellishments, a short stiletto heel, and a slightly cushioned faux leather insole. Complete the look with a trendy mini handbag for a day or night out!
Fit & Features
- Open square toe
- Asymmetric foot strap, iridescent rhinestones
- Open back
- Short stiletto heel
- Slightly cushioned faux leather insole
- Denim material
- Runs true to size
Style Number/Barcode: 07401-4606
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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Chic Attitude Bow-Detail Stiletto Pumps
Showcase a chic attitude in these bow-detail stiletto pumps! They feature a closed pointed toe, a thin adjustable ankle strap, a closed back with an adorable rhinestone-embellished tulle bow accent, and a sleek stiletto heel. The pumps are composed of a smooth satin material with a faux leather subtle cushioned insole. Style with an envelope clutch for a dressy dinner date!
Fit & Features
- Closed pointed toe
- Thin adjustable ankle strap, buckle detail
- Closed back
- Rhinestone tulle bow accent
- Stiletto heel
- Satin material, faux leather subtle cushioned insole
- Runs true to size
Style Number/Barcode: 07401-4600
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Checkin' It Twice Plaid Mini Skort
This plaid mini skort is so cute you'll be checking yourself out twice in the mirror! It features a flattering high-rise waist, a front skirt overlay with a slit accent, a bodycon silhouette, and shorts lining. The plaid printed woven fabric has a moderate stretch. Complete the look in a sultry corset top for day or evening plans!
Fit & Features
- High-rise waist, elastic waistband
- Front skirt overlay, slit accent
- Shorts lining, mini-length hem
- Plaid print
- Woven fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06403-0354
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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Stylish And Sculpted Bandage Midi Skirt
This chic bandage midi skirt will create a stylish and sculpted look to show off your silhouette! It features a high-rise waist, a hidden back zipper, a midi-length hem, and a bodycon fit to put your gorgeous curves on display. The structured and stretchy bandage knit fabric offers a smooth figure-flattering fit. Style this midi skirt with a corset top and clear heel mules for happy hour!
Fit & Features
- High-rise waist
- Hidden back zipper, hook and eye closure
- Midi-length hem
- Bodycon silhouette
- Bandage knit fabric, smooth and sculpted look
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0911
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Western Flair Studded Faux Leather Pants
Bring that western flair to your next night out in these studded faux leather pants! They feature a high-rise waist, a trendy faux suede waist panel, round studded trims, and a relaxed straight-leg silhouette. The pants are composed of a buttery smooth faux leather fabric that gives off a sleek sheen and offers a moderate stretch. Style with a crop top, a fringe jacket, and ankle booties for a country concert!
Fit & Features
- High-rise waist, belt loops
- Hidden front zipper, button closure
- Faux suede waist panel
- Studded trims
- Straight-leg silhouette
- Faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06402-1357
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All Things Cute Cable Knit Sweater Dress
Wrap yourself up in this cute and casual cable knit sweater dress perfect for pumpkin patches or festivals! It features long sleeves with banded cuffs, a plunge surplice V-neckline and V-cut back, a tie-waist belt, and a short form-hugging fit. Complete the look in trendy knee-high boots.
Fit & Features
- Long sleeves, banded cuffs
- Plunge surplice V-neckline, V-cut back
- Tie-waist belt
- Form-hugging fit
- Short-length hem
- Cable knit design, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5370
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Looking For The One Basic Long Sleeve Maxi Dress
Dare to be bold this season and fall in love with this basic maxi dress! Its fitted long sleeves, crew neckline, and bodycon silhouette hug your figure in all the right places all the way down to the maxi-length hem. The dress is composed of a double-lined rib knit fabric with plenty of stretch. Complete the look in block heels and a handbag for any day or night occasion!
Fit & Features
- Fitted long sleeves
- Crew neckline
- Bodycon silhouette
- Maxi-length hem
- Double-lined rib knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5375
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Delightfully Cute Plaid Cargo Mini Dress
This delightfully cute plaid mini dress dares you to stand out from the crowd! It features a square neckline, spaghetti straps, trendy side cargo flap pockets, a flattering bodycon silhouette, and a mini-length hem. Layer with a cropped jacket for casual hangs or school!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Side cargo flap pockets
- Bodycon silhouette, mini-length hem
- Plaid print
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05102-5372
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Edgy Mood Faux Leather Western Heeled Boots
These faux leather western heeled boots will put you in an edgy style mood! They feature a below-the-knee height with pull tabs on each side, an open pointed toe, an angled toe strap, an angled cutout across the foot, a stiletto heel, and a back zipper closure for easy on-and-off wear. The sleek faux leather material features a western-style design with mini rhinestone embellished trims. Style these heeled boots with a bodycon dress and rhinestone fringe earrings for a country concert!
Fit & Features
- Below-the-knee height, pull tabs
- Open pointed toe, angled toe strap
- Angled cutout across the foot
- Stiletto heel
- Back zipper closure
- Faux leather material, western-style design, mini rhinestone trims
- Runs true to size
Style Number/Barcode: 07403-1701
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $70.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Country Babe Fringe Western Boots
Give off trendy country babe vibes in these fun fringe western boots! They feature a knee-high height with pull tabs on each side for easy wear, a back zipper closure, small studded-embellished trims, a flowy fringe all-around design, a pointed toe, and a low block heel. The western-style boots are composed of a faux suede material. Pair with a short flowy dress and hoop earrings for your weekend plans!
Fit & Features
- Knee-high height, pull tabs at each side
- Back zipper closure
- Studded-embellished trims
- Flowy fringe design
- Pointed toe, block heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0928
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $85.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Strut Faux Leather Fitted Knee-High Boots
Show off a sleek strut in these trendy faux leather knee-high boots. They feature a chic fitted knee-high design with an inner zipper closure for easy on-and-off styling, a curved square-shaped toe, and a block heel. Pair these boots with an oversized blazer.
Fit & Features
- Fitted knee-high design
- Curved square toe
- Block heel
- Inner zipper closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0929
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $50.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic 'Fit Pinstripe Paperbag Dress Pants
Create an elevated and chic 'fit with these pinstripe paperbag dress pants. They feature a high-rise paperbag waist with pleated detailing, a tie-front belt to snatch your silhouette, front pockets, and a tapered skinny-leg fit. The woven fabric features a classic pinstripe pattern for a sophisticated look. Style these dressy pants with a bodysuit and mules to wear from the office to drinks with the squad!
Fit & Features
- High-rise paperbag waist, pleating
- Tie-front belt, hidden front zipper closure
- Dual front pockets
- Tapered skinny-leg fit
- Pinstripe pattern
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1355
Category Name: 2026 Fall Outfit Trends
Price: $21.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Like Honey High-Rise Mesh Midi Skirt
This mesh midi skirt is a sweet staple to have in your weekly rotation. The knee-length skirt features a high-rise elasticized waist, side, and back ruched seams to define your curves, a bodycon silhouette, and a center back slit for added flair. Complete the look with the matching top for a dinner date!
Shop Matching Top: Sweet Like Honey Mesh Bustier Crop Top
Fit & Features
- High-rise elasticized waist
- Side and back ruched seams
- Bodycon silhouette
- Center back slit
- Midi-length hem
- Mesh fabric, sewn-in knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0906
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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Plaid Sensation Faux Wrap Mini Skort
Be a stylish and classic sensation in this plaid mini skort! It features a high-rise waist, a trendy faux wrap front with a pleated side seam, a form-hugging fit, and a short lining on plaid print woven fabric with minimal stretch. Complete the look in a basic tee and sneakers for off-duty days!
Fit & Features
- High-rise waist
- Faux wrap front, pleated side seam
- Form-hugging fit
- Short lining
- Plaid print
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0353
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Look Again Ponte High-Rise Cargo Joggers
Reinvent your wardrobe with these ponte joggers perfect for everyday styling! The jogger pants feature a modern, high-rise waist, and a slim relaxed leg silhouette for an ultra-flattering fit. Plus, all the functional details you need—side and back pockets, cargo-style flap pockets, elasticized cuffs, and pintuck seams down the front for added flare. Complete the look in a basic long sleeve top and pumps for a casual business lunch or meeting up with the girls!
Fit & Features
- High-rise waist, belt loop accents
- Hidden front hook-eye and zipper closure
- Side and back pockets, cargo-flap pockets
- Pintuck seams down the front
- Slim, relaxed fit silhouette, elasticized cuffs
- Smooth ponte knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06502-2402
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Send My Love Velvet Off-The-Shoulder Bustier
Send your love to every admirer looking completely smitten in this velvet off-the-shoulder bustier top! Sheer-fitted long sleeves, adjustable spaghetti straps, and a sweetheart neckline create a flattering silhouette, while the ruched and padded bust, hook and eye closures, and cropped hem make this piece comfortable and stylish. The burnout velvet pattern will add a touch of glamour to any occasion. Complete the look in sleek faux leather pants.
Fit & Features
- Off-the-shoulder, sweetheart neckline
- Adjustable spaghetti straps, ruched and padded bust
- Sheer fitted long sleeves
- Front hidden hook and eye closures
- Cropped hem
- Burnout velvet pattern, mesh fabric, sewn-in knit lining
- Runs true to size
Style Number/Barcode: 06001-4989
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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True Essential Faux Leather Phone Crossbody Bag
A true essential phone crossbody bag to carry your most prized possession! It features a chain crossbody strap, a rectangular shape, front stud accents along the pocket, and a top zipper closure revealing a spacious lined interior for your cell phone with faux leather slot pockets perfect for holding cards or cash. Complete the look in a cute sweater dress for coffee runs or casual plans!
Fit & Features
- Chain crossbody strap
- Rectangular shape
- Front stud accents along the pocket
- Top zipper closure
- Spacious lined interior, faux leather slot pockets
- Saffiano faux leather material
Style Number/Barcode: 07201-0121
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Power Hour Plaid Wide-Leg Trouser Pants
Introduce these stylish plaid trouser pants into your weekly rotation! With a high-rise smooth waistband, subtle pleating, and a wide-leg silhouette, these pants bring chic confidence to your ensemble. Complete the look in a faux leather blazer for the office or after-work cocktails!
Fit & Features
- Smooth high-rise waistband
- Back zipper and hook-eye closure
- Subtle pleating on the front
- Wide-leg silhouette
- Plaid print, woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1350
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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A Toast To Cute Chenille Striped Sweater
Raise a toast of hot cocoa in this chenille sweater perfect for keeping you cute and cozy all season! It features long sleeves with ribbed cuffs, a crew neckline, a striped pattern, and a trendy cropped hem on ultra-soft chenille knit fabric. Complete the look in high-rise jeans.
Fit & Features
- Long sleeves, ribbed cuffs
- Crew neckline
- Striped pattern
- Cropped hem
- Ultra-soft chenille knit fabric
- Runs true to size
Style Number/Barcode: 06005-1777
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Day In The City Faux Leather Crossbody Bag
A chic essential faux leather crossbody bag for your next day in the city! It features an adjustable and detachable shoulder strap, twisted top handle, turn lock closure, and a quilted design, so you'll look and feel stylish all day long. The spacious interior provides plenty of room for all of your essentials. Complete the look in a cute sweater and jeans!
Fit & Features
- Detachable and adjustable shoulder strap
- Twisted top handle
- Front flap, turn lock closure
- Quilted faux leather material
- Spacious lined interior, pockets, one zipper pocket
Style Number/Barcode: 07203-1502
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Standing Tall Satin Block Heel Pumps
Stand tall with chic style in these satin pumps perfect for cocktail mixers or grabbing dinner downtown! The heels feature a closed pointed-toe, a block heel, a closed ankle with zipper closure, and dual adjustable ankle straps with buckle closure. Style the pumps with a posh blazer for the perfect finish to your look!
Fit & Features
- Closed pointed toe
- Block heel
- Closed ankle, zipper closure
- Dual adjustable ankle straps, buckle closure
- Smooth satin material
- Runs true to size
Style Number/Barcode: 07401-4576
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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Smooth Charm Satin Strappy Block Heel Pumps
These satin pumps will smoothly charm their way into your heart! The heels feature a closed pointed-toe, multi-strappy design, block heel, a closed ankle with back zipper closure, and dual adjustable ankle straps with buckle closure. Style the pumps with a chic handbag for a day or night occasion.
Fit & Features
- Closed pointed-toe
- Multi-strappy design
- Block heel
- Closed ankle, back zipper closure
- Dual adjustable ankle straps, buckle closure
- Smooth satin material
- Runs true to size
Style Number/Barcode: 07401-4577
Category Name: 2026 Fall Outfit Trends
Price: $32.90
Availability: Out of Stock
Product Badge:- Ships Free
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She's A Natural Patent Leather Basic Heels
Feel confident in these stylish basic heels every fashionista needs! Features a square toe, curved toe strap, slender block heel, and adjustable ankle strap with buckle closure, these timeless classics will have you stepping out in style. Complete the look with a trendy purse for day or night plans!
Fit & Features
- Square toe
- Curved toe strap
- Slender block heel
- Adjustable ankle strap, buckle closure
- Patent leather material
- Runs true to size
Style Number/Barcode: 07401-4568
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale