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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Edgy Allure Wide-Leg Distressed Denim Jeans
The definition of edgy allure, these mid-rise denim jeans are designed with trendy distressed accents on a flared wide-leg fit. Style with a crop top.
Fit & Features
- Denim fabrication
- Mid-rise waist
- Single button with zipper closure
- Traditional five-pocket with belt loop design
- Distressed detailing
- Flared wide-leg fit
- Runs true to size
Style Number/Barcode: 06602-0560
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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Sleek Move Shoulder Bag
Minimalist with a twist—this shoulder bag elevated any look. The smooth faux leather finish and mixed-metal chain detail make it the perfect purse for day or night.
Fit & Features
- Top shoulder strap with chain accents
- Top zipper closure
- Spacious lined interior
- Smooth faux leather material
Style Number/Barcode: 07203-2102
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Striking Chic Snake Print Stiletto Mules
Step into these striking snake print stiletto mules perfect for a date or a girl's night out! Pair with a clutch.
Fit & Features
- Stiletto heel
- Faux leather material
- Open square toe
- Wide strap over the toe
- Snake print
- Runs true to size
Style Number/Barcode: 07401-5178
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic And Cozy Striped Knit Oversized Cardigan
Elevate your cozy looks with this classic striped ribbed knit cardigan designed with a chic oversized silhouette. It features a V-neckline with a button-down front, long sleeves with tapered hems, and a mid-length relaxed fit to pair with pleated mini skirts and knee-high boots.
Fit & Features
- Ribbed knit fabric, moderate stretch
- Striped pattern
- V-neckline
- Button-down front
- Long sleeves with tapered hems
- Mid-length hem
- Oversized fit
Style Number/Barcode: 06005-2211
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Western Flair Oval Concho Stone Chain Belt
Fit & Features
- Oval concho design
- Turquoise-colored stones
- Lobster clasp closure
Style Number/Barcode: 07301-1266
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So New York Oversized Pullover Sweater
Flaunt your love for the big apple in this New York oversized pullover sweater perfect for styling with a mini skirt or leggings.
Fit & Features
- Knit fabrication, moderate stretch
- Crew neckline
- Long sleeves, ribbed cuffs
- Embroidered graphic reads: "New York"
- Oversized fit
Style Number/Barcode: 06005-2208
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfectly Cozy Chunky Knit Cardigan
This perfectly cozy cardigan is designed with a chunky ribbed knit fabric for that comfy and chic vibe. It features a V-neckline, a complete button-down front, long dolman-style sleeves, and a mid-length hem with a relaxed fit.
Fit & Features
- Chunky ribbed knit fabric, moderate stretch
- V-neckline
- Complete button-down front
- Long dolman sleeves
- Mid-length hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2209
Category Name: 2026 Fall Outfit Trends
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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On-Trend Distressed Knit Mock Neck Sweater
This cute and trendy ribbed knit sweater features a mock neckline, long dolman-style sleeves, and a distressed cropped hem with a relaxed fit. Perf for everyday, pair with high-rise jeans and sneakers.
Fit & Features
- Knit fabric with ribbed hems, moderate stretch
- Mock neckline
- Long dolman sleeves
- Distressed cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2207
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Style Ribbed Knit Oversized Sweater
Comfy and cozy, this ribbed knit sweater features a mock neckline, long dolman-style sleeves, short side slit accents, and the perfect oversized fit. Pair with biker shorts for a casual look, or a faux leather mini skirt for a dressier vibe.
Fit & Features
- Cotton-blend ribbed knit fabric, moderate stretch
- Mock neckline
- Long dolman sleeves
- Short side slits
- Oversized fit
Style Number/Barcode: 06005-2206
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basic Vibes Under-The-Knee Socks
Fit & Features
- Knit fabrication
- Under-the-knee fit
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0392
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $6.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Endlessly Chic Bow Sock Two-Pack
Fit & Features
- Pack includes two pairs of socks
- Above-ankle length
- Tulle bow accent
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0387
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Polka Dot Chic Sheer Socks
Preppy and chic polka dot sheer socks to dress up sneakers or heels.
Fit & Features
- Sheer mesh fabrication
- Ankle-length
- Polka dot pattern
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0389
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $6.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Sheer mesh fabrication
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Iconic Moment Faux Leather Slouchy Shoulder Bag
Fit & Features
- Faux leather material
- Top handle
- Slouchy tote body
- Crinkle detailing
Style Number/Barcode: 07203-2095
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Iconic Glam Half-Moon Shoulder Bag
Carry your essentials in this iconic shoulder bag in a half-moon design with metal hardware accents for a sleek finish.
Fit & Features
- Faux leather fabrication
- Top handle
- Top zipper closure
- Half-moon shape
- Metal hardware accents
Style Number/Barcode: 07203-2093
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Boho Style Sheer Lace Asymmetric Midi Skirt
Fit & Features
- Sheer floral lace fabric with mini-length knit lining, plenty of stretch
- High-rise waist, dainty lace trim
- Ruched adjustable drawstring
- High side slit
- Midi-length asymmetric hem
- Flowy fit
- Runs true to size
Style Number/Barcode: 06501-1117
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Twist Off-The-Shoulder Soft Knit Mini Dress
The cashmere-like soft knit mini dress features an off-the-shoulder neckline, a popover accent with twist detail, long bell sleeves, faux wrap ties at the waist, and a fitted short-length hem. Complete a cozy stylish outfit with clear heels or ankle booties.
Fit & Features
- Soft cashmere-like knit fabrication
- Off-the-shoulder neckline
- Popover accent with twist detail
- Long bell sleeves
- Faux wrap ties at the waist
- Mini length hem
- Runs true to size
Style Number/Barcode: 05102-6003
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Braided Glam Slouchy Shoulder Bag
Fit & Features
- Faux leather material
- Braided shoulder strap
- Top zipper closure
- Slouchy tote design
Style Number/Barcode: 07203-2086
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Boho Beauty Floral Lace Maxi Skirt
Fit & Features
- Sheer floral lace fabric, mini-length knit lining
- High-rise waist
- Maxi-length hem
- Flowy fit
- Runs true to size
Style Number/Barcode: 06501-1116
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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Preppy Appeal Pleated Plaid Skort
Fit & Features
- Woven knit fabrication
- High-rise waist
- Checkered plaid pattern
- Double buckle accent at waist
- Pleated mini skirt overlay
- Hidden shorts
- Runs true to size
Style Number/Barcode: 06503-1251
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Life High Rise Cargo Pants
Fit & Features
- Nylon woven fabrication, no stretch
- High-rise waist, elastic back waistband
- Belt loops, single front button with hidden zipper closure
- Two front slant pockets, two faux back cargo pockets, two cargo pockets on each side
- Straight leg, cinched hem with adjustable bungee drawcord
- Pants in size small have a 9.5" front rise with a 32" inseam
- Runs true to size
Style Number/Barcode: 06302-0847
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Western Chic Flair Faux Suede Fringe Moto Jacket
Fit & Features
- Faux suede fabric with moderate stretch
- Collared neckline with button details
- Long sleeves, buttoned shoulder straps, zippered hems
- Fringe trim on back and down sleeves
- Asymmetric zip-front, zippered accents and pockets, front faux buttoned pocket
- Belted waist
- Runs true to size
Style Number/Barcode: 06204-2014
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Diva Chic Cropped Faux Fur Jacket
Showcase your diva look in this cropped faux fur jacket designed with lined side pockets to keep your hands warm and a hidden front hook closure that secures the style. Pair with heels and a handbag.
Fit & Features
- Soft faux fur fabric with smooth woven lining, no stretch
- Collared neckline
- Long sleeves
- Lined side pockets
- Hidden front hook closures
- Cropped hem
- Runs true to size
Style Number/Barcode: 06201-0559
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glossy Glam Coated Faux Leather Skinny Pants
A pair of glossy faux leather skinny pants to give every outfit a sleek factor! Pair the pants with a sleeveless top and heels.
Fit & Features
- Coated faux leather fabric, moderate stretch
- High-rise waist
- Single button and hidden zipper closure
- Faux front pockets, back pockets
- Skinny-leg fit
- Pants in size small have a 10" front rise with a 30" inseam
- Runs true to size
Style Number/Barcode: 06402-1460
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Twist And Twirl Wrap Mini Skirt
Flaunt your style in this wrap mini skirt. With its pleated wrap design and comfy knit fabric, this skirt is perfect for any adventure.
Fit & Features
- Ponte knit fabrication, moderate stretch
- Mid-rise waist
- Pleated wrap design
- Mini length hem
- Runs true to size
Style Number/Barcode: 06501-1112
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale