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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STYLE SPOTLIGHT
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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In Command Platform Faux Leather Over-The-Knee Boots
You'll be in command of the style scene in these sleek platform over-the-knee boots! They feature a fitted over-the-knee design, an inner zipper closure for easy on-and-off styling, a round toe, a trendy platform lug sole, and a block heel. The faux leather material will give off an edgy chic sheen. Pair these boots with a cargo mini dress!
Fit & Features
- Fitted over-the-knee design
- Inner zipper closure
- Round toe
- Platform lug sole, block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0940
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Catch My Drift Over-The-Knee Lug Boots
Let everyone catch your edgy drift in these over-the-knee lug boots! They feature a round toe, inner zipper closure, a sturdy lug sole and heel, and a top tie-back design on micro faux suede material. Complete the look in a cool moto jacket for an evening in the city!
Fit & Features
- Round toe
- Inner zipper closure
- Sturdy lug sole and heel
- Over-the-knee shaft height
- Top tie-back design
- Micro faux suede material
- Runs true to size
Style Number/Barcode: 07402-0936
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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Coolest Vibes Zip-Front Bomber Jacket
This sleek zip-front bomber jacket will give off the coolest vibes for perfect fall and winter 'fits. It features a ribbed knit collar, long sleeves with cinched hems, a complete zip-front design, buttoned pockets, a mid-length cinched hem, and a trendy oversized silhouette for that relaxed look. The sleek woven fabric includes a filling and a lining. Channel that trendy girl energy by styling with layered chain necklaces and ankle booties!
Fit & Features
- Ribbed knit collar
- Long sleeves, elastic cinched hems
- Complete zip-front
- Dual buttoned pockets
- Mid-length elastic cinched hem
- Sleek woven fabric, filling, lining
- Oversized silhouette
Style Number/Barcode: 06204-1669
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Girl Energy Houndstooth Knit Mini Dress
Bring the chic girl energy to your fall wardrobe with this trendy mini dress! It features a sleeveless square neckline, spaghetti straps, a mini-length hem, and a bodycon silhouette to showcase your curves. The knit fabric features an all-over houndstooth pattern for an elevated vibe. Style this mini dress with a faux leather moto jacket and combat boots!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Mini-length hem
- Bodycon silhouette
- Houndstooth pattern
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5410
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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New Sheriff In Town Western Buckle Boots
Strut your fashion self with authority in these faux leather western boots! They feature a pointed toe, a stacked block heel, a trendy belt with a buckle accent, an under-the-knee calf-length shaft, and pull-on-and-off styling. Complete the look in a cowboy hat for a bachelorette or country concert!
Fit & Features
- Pointed toe
- Stacked block heel
- Belt with buckle accent
- Under-the-knee, calf-length shaft
- Pull-on-and-off styling
- Faux leather material
- Runs true to size
Style Number/Barcode: 07402-0938
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Always Stylish And Classic Plaid Mini Dress
This stylish mini dress features a classic plaid print and a bodycon silhouette in soft knit fabric. Its square neckline, spaghetti straps, and mini-length hem make it perfect for a trendy, dressy look for layering. Style with a chic moto jacket and boots for an evening out!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Bodycon silhouette
- Mini-length hem
- Plaid print, knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-5411
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Chic Slay Denim Trench Coat
Make your 'fit a casual chic slay with this denim trench coat! It features a lapel collar, storm flaps with buttoned details, long sleeves with buttoned straps at the shoulder and sleeve, a double-breasted design, a belted waist for a cinched silhouette, dual side pockets to store your phone, and a long-length hem. Layer this trendy trench over a corset top and faux leather pants for a cool-girl vibe.
Fit & Features
- Lapel collar, storm flaps, buttoned details
- Long sleeves, buttoned straps
- Double-breasted design
- Belted waist, dual side pockets
- Long-length hem
- Cotton-blend denim fabric, no stretch
- Runs true to size
Style Number/Barcode: 06203-0517
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $72.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Elevated Mood Knee-High Stiletto Boots
These chic knee-high stiletto boots will give off those elevated vibes. They feature a knee-high height with a fitted silhouette, a pointed toe, an inner zipper closure for easy on-and-off styling, and a thin stiletto heel. Pair these faux suede boots with a sweater dress and hoop earrings.
Fit & Features
- Knee-high height
- Fitted silhouette
- Pointed toe
- Inner zipper closure
- Thin stiletto heel
- Scuba knit material
- Runs true to size
Style Number/Barcode: 07402-0933
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Zip It Long Sleeve Cargo Pocket Mini Dress
This casual mini dress is perfect for the fashionista with an eye for style! Its fitted long sleeves, crew neckline, and zipper closure give a classic feel, while the bodycon silhouette, side cargo flap pockets, and mini-length hem on lined rib knit fabric create a flattering and unique style. Complete the look with booties for day or night plans!
Fit & Features
- Fitted long sleeves, crew neckline
- Front zipper closure
- Bodycon silhouette
- Side cargo flap pockets
- Mini-length hem
- Lined stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 05102-5407
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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Street Style Sleeveless Cargo Jumpsuit
You'll always impress with this sleeveless cargo jumpsuit! It features a sleeveless collar neckline, button-down front closures, faux chest flap pockets, a straight-leg silhouette with lower flap pockets, and an adjustable drawcord cuff on woven fabric. Complete the look with sleek hoop earrings for a cute street style!
Fit & Features
- Sleeveless collar neckline
- Button-down front closures
- Faux chest flap pockets
- Straight-leg silhouette
- Lower flap pockets, adjustable drawcord cuffs
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0799
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Shimmery Details Seven-Pack Rhinestone Ring Set
Sparkle and shine with the shimmery details of this trendy rhinestone ring set! The seven-pack ring set features rings with a simple sleek design, a chunky baguette design, dainty rhinestone-embellished designs, chain-link designs, and a statement ring with a circular rhinestone-embellished accent. Style this set with hoop earrings.
Fit & Features
- Seven-pack ring set
- Sleek design
- Chunky baguette design
- Rhinestone-embellished designs
- Chain-link designs
- Circular rhinestone-embellished accent
Style Number/Barcode: 07004-0376
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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Wrapped In Shine Fishnet Rhinestone Heels
Ignite your shine in these statement stiletto pumps to make your going-out look sparkle! The heels feature clear PVC closed pointed-toe and side, and a faux suede closed ankle with an attached sheer fishnet stocking adorned with shimmering rhinestones in a thigh-high length. Style with a glam handbag to complete your outfit for a party!
Fit & Features
- Clear PVC closed pointed-toe and side
- Faux suede closed ankle
- Attached sheer fishnet rhinestone stocking
- Thigh-high length, non-slip grip lining
- Stiletto heel
- Runs true to size
Style Number/Barcode: 07401-4632
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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Sculpted Sultry Bandage Mini Skirt
This flirty and sultry bandage mini skirt has everything you need to stand out! Featuring a high-rise waist, a bodycon silhouette, and a mini-length hem, it flatters your curves with every move. Crafted from a seamless bandage knit fabric designed to fit like a glove. Complete the look with the matching top.
Shop Matching Top: Sculpted Sultry Bandage Halter Crop Top
Fit & Features
- Sleeveless halter neckline with strap
- Open back
- Flexible boning, front hook and eye closures
- Cropped hem
- Seamless bandage knit fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0988
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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Sculpted Sultry Bandage Halter Crop Top
This flirty and sultry bandage crop top has everything you need to stand out! Featuring a sleeveless plunge halter neckline with strap, flexible boning and hidden front hook and eye closures, and open back, it flatters your curves with every move. Crafted from a seamless bandage knit fabric designed to fit like a glove. Complete the look with the matching skirt.
Shop Matching Bottoms: Sculpted Sultry Bandage Mini Skirt
Fit & Features
- Sleeveless halter neckline with strap
- Open back
- Flexible boning, front hook and eye closures
- Cropped hem
- Seamless bandage knit fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06005-1941
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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111 Charm Dainty Chain Necklace
Let this stylish dainty chain necklace remind you to manifest new beginnings and experiences! It features a center "111" charm with angel wings at each side to signify self-confidence and trust in your journey. Pair with sleek hoop earrings.
Fit & Features
- "111" script and angel wings charm
- Dainty adjustable chain
- Lobster clasp closure
Style Number/Barcode: 07002-1547
Category Name: 2026 Fall Outfit Trends
Price: $2.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casually Sleek Faux Leather Cargo Pants
Keep it casually sleek in these faux leather cargo pants to edge up your everyday style! They feature a flattering high-rise waist with side pockets, a wide-leg silhouette, and trendy cargo flap pockets. Complete the look in a cute corset top and mules for grabbing dinner and drinks!
Fit & Features
- High-rise waist
- Wide-leg silhouette
- Side pockets, hidden front zipper, button closure
- Cargo flap pockets
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06402-1361
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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What A Catch Rhinestone Fishnet Stiletto Pumps
Catch these rhinestone fishnet pumps in your net! They feature a pointed toe for added allure, a stiletto heel for sky-high elegance, and a closed design for a secure fit. Complete the look with a trendy handbag for any occasion!
Fit & Features
- Pointed toe
- Stiletto heel
- Closed design
- Rhinestone embellished
- Cushioned footbed
- Fishnet material
- Runs true to size
Style Number/Barcode: 07401-4624
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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More To Love Ring Set
This ring set will give your outfit the perfect finishing touch! The five-piece ring set features one sleek metal ring, two textured rings, one rhinestone ring, and one multi-layered ring with various designs. Complete the look with a sleek faux leather blazer for a chic evening out!
Fit & Features
- Five-piece ring set
- One sleek metal ring
- Two textured rings
- One rhinestone ring
- One multi-layered ring, various design
Style Number/Barcode: 07004-0371
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Out For The Day High-Rise Cargo Pants
Achieve stylish functionality with these high-rise cargo straight-leg pants. Crafted from lightweight and breathable woven fabric, they feature functional pockets and an adjustable drawcord hem that lets you customize the look.
Fit & Features
- Lightweight woven fabric, no stretch
- High-rise waist
- Front button and hidden zipper closure
- Side pockets, faux back flap pockets
- Lower cargo flap pockets
- Straight-leg silhouette, adjustable drawcord hem
- Runs true to size
Style Number/Barcode: 06302-0798
Category Name: 2026 Fall Outfit Trends
Price: $42.90
Availability: In Stock
Available Color: BROWN, BLACK
Available Size: S, M, L
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Cute Vibes Only Plaid Envelope Skort
Channel only the cutest vibes in this trendy plaid envelope skort! It features a high-rise waist, a wrap-front design with an asymmetric envelope-style hem, and fitted shorts. The plaid printed woven fabric has no stretch. Complete your look with the matching shacket and over-the-knee boots.
Shop Matching Top: Cute Vibes Only Plaid Long Shacket
Fit & Features
- High-rise waist, back zipper, hook and eye closure
- Wrap-front design
- Asymmetric envelope hem
- Fitted shorts
- Plaid print
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06403-0357
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Unique Chic Sterling Silver Plated Hoop Earrings
Add a unique and chic touch with these sterling silver plated hoop earrings. Crafted from sterling silver plating with an omega closure, these twisted hoops provide a modern twist on a classic look that's sure to turn heads. Complete the look with a trendy denim jacket for a daytime outing!
Fit & Features
- Sterling silver plating
- Small twisted hoops
- Omega closure
Earrings are final sale and may not be returned or exchanged.
Style Number/Barcode: 07001-1788
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek Details Chain-Link Necklace
The sleek details of this chain-link necklace will add a stylish flair to all of your 'fits. It features a single-row chain-link design with long paper clip-style chain links and small round chain links. Pair with a dainty charm necklace for a trendy layered look!
Fit & Features
- Single-row chain-link design
- Long paper clip chain links
- Small round chain links
- Back adjustable chain, lobster clasp closure
Style Number/Barcode: 07002-1621
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stylish Intentions Statement Ring Set
Finish any look with stylish intentions with this statement ring set! The set features twelve rings in various styles and designs, some with dazzling rhinestones or sleek metal styles perfect for stackable play. Complete the look with a chic trench for a birthday dinner or party!
Fit & Features
- Twelve ring set
- Various styles and designs
- Rhinestone embellished
- Sleek metal designs
Style Number/Barcode: 07004-0372
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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Best Match Plaid Slit Mini Skirt
From cool mornings to chilly afternoons, look stylish no matter the weather in this plaid mini skirt! It features a high-rise waist, a bodycon silhouette, and a flirty slit accent. The soft woven fabric features a trendy all-over plaid print pattern. Complete the look with the matching cozy shacket and knee-high boots.
Shop Matching Top: Best Match Plaid Longline Shacket
Fit & Features
- High-rise waist
- Back zipper closure
- Bodycon silhouette
- Slit accent
- Mini-length hem
- Plaid pattern, soft woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0620
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free