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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Sleek Energy Patent Faux Leather Leggings
Get ready to slay in these patent faux leather leggings. With a high-rise waist and form-hugging fit, these leggings bring all the fierce vibes you need.
Fit & Features
- Patent faux leather lined fabric, minimal stretch
- High-rise waist
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06502-2566
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Forever Staple Smooth Knit Long Sleeve Top
This knit long sleeve top will be a forever staple for your everyday styling. Pair with high-rise pants or skirts and layer with a chic jacket.
Fit & Features
- Ribbed smooth knit fabric, plenty of stretch
- Square neckline
- Long fitted sleeves
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-1997
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Style Striped Knit Crew Neck Sweater
Get your preppy vibes on with this striped knit crew neck sweater. With its relaxed fit and ribbed style, it's perfect for cozy days and effortlessly chic moments.
Fit & Features
- Striped knit fabric
- Crew neckline
- Long sleeves
- Mid-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2193
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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Sleek Appeal Ribbed Knit Long Sleeve Bodysuit
Every fashionista needs this long sleeve bodysuit to create dressed-up and down looks! Pair with a pleated skirt.
Fit & Features
- Ribbed knit fabrication, double-lined
- Square neckline
- Fitted long sleeves
- Snap button closure
- Thong bottom coverage
- Runs true to size
Style Number/Barcode: 06002-1995
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Minimal Chic Ribbed Knit Long Sleeve Bodysuit
An effortless long sleeve bodysuit for chic outfits always! Pair with a skirt or jeans.
Fit & Features
- Ribbed knit fabrication, double-lined
- Square neckline, notched v-neck
- Fitted long sleeves
- Snap button closure
- Thong bottom coverage
- Runs true to size
Style Number/Barcode: 06002-2000
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sitting Pretty Graphic Tee
Style up this adorable graphic tee featuring a crew neckline, short sleeves, a front cursive script reading, "Sitting Pretty," and a fitted mid-length hem. Pair with high-rise jeans and sneakers!
Fit & Features
- Cotton-blend fabric, moderate stretch
- Crew neckline
- Short sleeves
- Cursive script reading, "Sitting Pretty"
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06002-1992
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wildly Chic Faux Fur Leopard Print Slides
Fit & Features
- Flat sole
- Faux fur material
- Easy slip-on design
- Round toe
- Wide criss-cross straps over the toe
- Leopard print
- Runs true to size
Style Number/Barcode: 07405-0187
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classically Chic Plaid High Waist Wrap Skort
Fit & Features
- Faux wool fabrication
- High rise waist
- Back zipper and hook-eye closure
- Plaid
- Mini skirt overlay, hidden shorts
- Runs true to size
Shop Matching Shacket: Classically Chic Plaid Long Sleeve Oversized Shacket
Style Number/Barcode: 06403-1067
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Cool Button Down Denim Romper
Casual and cool, this sleeveless denim romper is perfect for everyday styling. The romper features a classic crew neckline, button-down front closure, and fitted silhouette. Pair with booties.
Fit & Features
- Cotton-blend denim fabric, minimal stretch
- Sleeveless crew neckline
- Button-down front closure
- Dual front pockets, dual faux back pockets
- Fitted mid-thigh shorts
- Romper in size small is 30.5" shoulder to hem with an 8.5" front rise and a 2" inseam
- Runs true to size
Style Number/Barcode: 06603-0423
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Effortlessly Casual High-Rise Distressed Dad Jeans
These dad jeans will give you an effortlessly casual and cute look! They feature a flattering high-rise waist and a baggy leg fit with trendy distressing. Complete the look with a bodysuit.
Fit & Features
- Cotton-blend denim fabric, moderate stretch
- High-rise waist
- Traditional five-pocket and belt loop design
- Single button and front zipper closure
- Distressing and knee slit accents
- Baggy leg fit
- Runs true to size
Style Number/Barcode: 06602-0544
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Style Icon Houndstooth Platform Knot Block Heels
Stun like a style icon in platform heels that feature a trendy houndstooth print, an almond toe with a knot accent, an adjustable ankle strap with buckle closure, a platform sole, and a sturdy block heel. Complete with a pleated skirt and cardigan.
Fit & Features
- 5" Block heel
- Almond toe
- Knot accent over toe
- Adjustable ankle strap with small buckle closure
- Houndstooth print
- Runs true to size
Style Number/Barcode: 07401-5061
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Impression Tortoise Print Platform Knot Heels
Make a chic impression with platform heels that elevate your look! The heels feature a trendy tortoise pattern, an open almond toe, knot accent, an adjustable ankle strap with buckle closure, and a sturdy block heel. Complete look with a midi skirt and long sleeve blouse.
Fit & Features
- 5" Block heel
- Open almond toe
- Knot accent
- Adjustable ankle strap with buckle closure
- Platform sole
- Runs true to size
Style Number/Barcode: 07401-5062
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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Classically Stunning Platform Knot Block Heels
Bring a classically chic vibe to your everyday outfits with platform heels that add that finishing touch! The heels feature an open almond toe, a knot accent over the toe, an adjustable ankle strap with buckle closure, a platform sole, and a sturdy block heel. Complete look with blazer and midi skirt!
Fit & Features
- Block heel
- Faux nubuck material
- Open almond toe
- Knot accent over the toe
- Adjustable ankle strap with buckle closure
- Platform sole
- Runs true to size
Style Number/Barcode: 07401-5060
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classically Chic Slingback Colorblock Ballet Flats
Classic and chic, make a statement in these ballet flats featuring a trendy slingback design and a comfortable padded insole. Complete the look with a handbag.
Fit & Features
- Sheer mesh material
- Adjustable slingback strap with buckle detail
- Colorblock pattern
- Closed pointy-toe
- Flat sole
- Faux leather padded insole
- Runs true to size
Style Number/Barcode: 07405-0200
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Strut The Streets Under-The-Knee Faux Leather Boots
Fit & Features
- 3” Block heel, 7" leg opening, 14" shaft height
- Pointed toe
- Faux suede material
- Folded under-the-knee length shaft
- Zipper closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-1080
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Western Flair Foldover Under-The-Knee-Boots
Add western flair to your look with these folded under-the-knee boots with trendy embroidery on smooth faux suede material. Pair with a cowboy hat.
Fit & Features
- 3.5" Stacked block heel, 7" leg opening, 12" shaft height
- Faux suede material
- Western embroidery
- Under-the-knee height
- Closed pointed-toe
- Runs true to size
Style Number/Barcode: 07402-1092
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $58.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Comfy Cozy Vibes Plaid Woven Oversized Shacket
The comfy cozy vibes plaid woven oversized shacket is your go-to for casual chic. With a collared neckline, button-down front, and flap chest pockets, it's perfect for any laid-back adventure.
Fit & Features
- Plaid woven fabric with soft faux suede lining, no stretch
- Collared neckline
- Long sleeves with single-button detail
- Complete button-down front
- Buttoned flap chest pockets
- Oversized fit
Style Number/Barcode: 06204-1987
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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Edgy Glam Stiletto Mesh Heels
Fit & Features
- Stiletto heel
- Open pointed-toe
- Wide mesh strap over toe
- Adjustable ankle strap
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-5229
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Daring Details Studded Ankle Booties
Make a bold statement with the daring details studded ankle booties. Featuring a block heel, peep toe, and criss-cross straps with metal buckles, these booties are your new go-to for standout style.
Fit & Features
- Block heel
- Ankle-length fit
- Faux microsuede material
- Peep toe
- Criss-cross straps with metal buckles
- Studded accents
- Runs true to size
Style Number/Barcode: 07403-1845
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So The Drama Distressed Faux Leather Under-The-Knee Boots
Bring the drama in these faux leather under-the-knee boots designed in a trendy scrunched design. Pair with leggings.
Fit & Features
- Faux leather fabrication, metallic finish
- Under-the-knee fit
- Closed pointed-toe
- Scrunched body
- Runs true to size
Style Number/Barcode: 07402-1090
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $55.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Runway Ready Faux Leather And Knit Ankle Booties
Fresh off the runway, these faux leather and knit ankle booties will inspire your best look yet! Style with a handbag.
Fit & Features
- Slant block heel
- Ankle-fit length
- Closed pointed-toe
- Mixed knit and faux leather material
- Pull-on design
- Runs true to size
Style Number/Barcode: 07403-1847
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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Studded Chic Fold-Over Under-The-Knee Boots
Rock these studded under-the-knee boots in a chic folded design that gives a trendy look to your everyday style. Pair with a crossbody bag.
Fit & Features
- Block heel
- Mixed faux suede and faux leather material
- Under-the-knee fold-over design
- Studded trim
- Closed pointed-toe
- Runs true to size
Style Number/Barcode: 07402-1088
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Twirl Pleated Ponte Skater Skirt
Fit & Features
- Ponte knit fabric with moderate stretch
- High-rise elasticized waist
- Pleating
- Mini-length hem
- Skater silhouette
- Runs true to size
Style Number/Barcode: 06501-1104
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romantic Aura Flocked Floral Mesh Maxi Skirt
Shop Matching Top: Romantic Aura Flocked Floral Mesh Bustier Top
Fit & Features
- Sheer mesh fabric with knit lining
- Flocked velvet floral pattern
- High-rise waist, dainty lace trim
- Maxi-length mermaid silhouette, lettuce-edge trim
- Runs true to size
Style Number/Barcode: 06501-1103
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free