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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Cutest Babe Halter V-Neck Corset Crop Top
You'll be the cutest babe in this room in this sleeveless corset crop top! Featuring a flattering halter V-neckline, supportive underwire bust, and hidden front hook and eye fasteners, with figure-enhancing flexible boning while the cropped hem adds a touch of playfulness. Complete the look with the matching bottoms.
Shop Matching Bottoms: Cutest Babe Wide Leg Linen Trouser Pants
Fit & Features
- Woven fabric, sewn-in knit lining, no stretch
- Halter V-neckline
- Underwire bust
- Hidden front hook and eye fasteners
- Flexible boning
- Back zipper and hook-eye closure
- Cropped hem
- Runs true to size
Style Number/Barcode: 06003-2542
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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Cool Trend High-Rise Cuffed Wide-Leg Denim Jeans
These denim jeans feature a trendy high-rise waist and wide-leg silhouette with a cuffed hem. Perfect for styling with a basic top for any occasion.
Fit & Features
- Medium wash denim fabric, non-stretch
- High-rise waist
- Wide-leg silhouette, cuffed hem
- Front button and hidden zipper closure
- Five-pocket styling
- Jeans have an 11” front rise with a 29.5” inseam
- Runs true to size
Style Number/Barcode: 06602-0522
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dazzling Moments Rhinestone Platform Satin Block Heels
These satin heels feature a square toe, platform sole, and all-over rhinestone embellishments. Perfect for any semi-formal or special event.
Shop Matching Bag: Dazzling Moments Rhinestone Satin Clutch Bag
Fit & Features
- 4.5" Block Heel
- Square toe
- Platform sole
- Cushioned footbed
- Adjustable ankle strap with buckle closure
- Rhinestone satin material
- Runs true to size
Style Number/Barcode: 07401-4964
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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Sweet As You Off-The-Shoulder Lace-Up Crop Top
This off-the-shoulder crop top is as sweet as you! This stunning top features an off-the-shoulder neckline and short-sleeve cuffs for a flirty touch. The lace-up front adds a unique detail, while the cropped hem and stretchy smocked bodice provide a flattering fit. Complete the look in denim shorts.
Fit & Features
- Stretchy smocked knit fabric
- Off-the-shoulder neckline
- Lace-up front
- Cropped length
- Runs true to size
Style Number/Barcode: 06001-5335
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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So Fab Mid-Rise Flared Tinted Wash Denim Jeans
Fit & Features
- Tinted wash denim fabrication
- Mid-rise fit
- Single button with hidden zipper closure
- Traditional five-pocket with belt loop design
- Flared wide-leg hem
- Runs true to size
Style Number/Barcode: 06602-0521
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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Hot Shot High-Rise Wide-Leg Denim Jeans
A pair of denim jeans featuring a high-rise waist and a trendy wide-leg silhouette with exposed seam detailing. Perfect for any casual outing.
Fit & Features
- Medium wash denim, minimal stretch
- High-rise waist
- Wide-leg silhouette with seam detailing
- Front button and hidden zipper closure
- Five-pocket styling
- Runs true to size
Style Number/Barcode: 06602-0523
Category Name: 2026 Fall Outfit Trends
Price: $20.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cool Edge High-Rise Straight-Leg Denim Jeans
This pair of denim jeans features a flattering high-rise waist, a straight-leg design, a side zipper pocket for stylish function, and a relaxed hem. The jeans are crafted from a tinted denim fabric with minimal stretch for style and comfort.
Fit & Features
- Tinted denim fabric, minimal stretch
- High-rise waist
- Straight-leg design, side zipper pocket
- Relaxed hem
- Front button and hidden zipper closure, five-pocket styling
- Jeans have a 10” front rise with a 33.5” inseam.
- Runs true to size
Style Number/Barcode: 06602-0524
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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So Extra High-Rise Flared Wide-Leg Denim Jeans
Extra stylish and unique, these high-rise denim jeans are designed with a flattering vertical stitch detail that runs down the hip-hugging fit and down to the bootcut flare hem. Complete the look with a cropped cardigan.
Fit & Features
- Cotton-blend denim fabric with moderate stretch
- Contrast vertical stitch detailing
- Extra high waist, belt loops, hidden front zipper with button closure
- Back pockets with button closures
- Bootcut silhouette with flared hem
- Jeans in US 5 have a 9" front rise with a 33" inseam
- Runs true to size
Style Number/Barcode: 06602-0519
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Easy Favorite Mid-Rise Flare Denim Jeans
A pair of denim jeans feature a flattering mid-rise waist, a hip-hugging fit, and a flared hem for a throwback look. Perfect for everyday styling.
Fit & Features
- Medium wash denim fabric, minimal stretch
- Mid-rise waist, hip-hugging fit
- Distressed accents
- Flared hem
- Front dual button and hidden zipper closure, five-pocket styling
- Jeans have a 10.5” front rise with a 32” inseam
- Runs true to size
Style Number/Barcode: 06602-0520
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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City Strolls Strappy Faux Leather Block Heels
Everyone will be asking where you got these faux leather heels! Designed with an on-trend square toe, asymmetrical strappy design, a cushioned footbed, and a black heel and adjustable ankle strap with buckle closure. Complete the look in a stylish jumpsuit.
Fit & Features
- 4" Block Heel
- Square toe
- Asymmetrical strappy design
- Adjustable ankle strap with buckle closure
- Cushioned footbed
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4956
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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Compliment Staple Basic Faux Leather Block Heels
These faux leather heels are a staple for receiving so many compliments! They feature an almond toe with a sleek strap, a block heel, a padded footbed for comfort, and a closed ankle with a strap and zipper closure. Complete the look with a sleek handbag for any occasion!
Fit & Features
- 3" Block heel
- Almond toe
- Padded footbed
- Closed ankle with strap, zipper closure
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-4950
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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Keep On Charming Plaid Linen Cropped Vest
Made of sugar and spice, this plaid linen cropped vest charms everywhere you go! The linen-blend fabric showcases a small plaid pattern for an adorable classic vibe. It features a sleeveless V-neckline with a halter strap design, a partially open back, a button-down front, faux front pockets for cute added detail, and a fitted cropped hem. Style with a pleated skort!
Fit & Features
- Plaid print
- Lined linen-blend woven fabric, no stretch
- V-neckline with halter strap, partially open back
- Button-down front
- Faux front pockets
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06204-1834
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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Cozy And Cool Twill Layered Hoodie Jacket
Stay cozy and cool this season with this trendy crop jacket as a stylish layer perfect for chill nights! With long sleeves, snap-button cuffs, and a collar neckline, this jacket provides both warmth and style. The front snap-button-up closures and flap pockets add functionality, while the fleece-lined zip-up hoodie gives an extra layer of warmth. Complete the look with cute platform sneakers.
Fit & Features
- Twill woven fabric
- Collar neckline
- Front snap-button up closures, flap pockets
- Cropped length
- Fleece-lined zip up hoodie layer
- Runs true to size
Style Number/Barcode: 06204-1832
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Charmed Success Lace Cold Shoulder A-Line Mini Dress
When you stroll into any event, you'll be a charming hit in this chiffon mini dress! The lace cold shoulder V-neckline and delicate spaghetti straps add a touch of elegance, while the satin bow adds a feminine and playful flair. With its A-line silhouette and mini-length hem, this dress is perfect for any occasion. Complete the look in stiletto heels and a clutch!
Fit & Features
- Chiffon fabric lined with stretchy knit
- Lace cold shoulder V-neckline
- Spaghetti straps, satin bow
- Back zipper and hook-eye closure
- A-Line silhouette
- Runs true to size
Style Number/Barcode: 05101-3475
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek Business High-Rise Faux Leather Flare Pants
These faux leather pants feature a flattering high-rise waist, hip-hugging fit, and a trendy flare hem on coated fabric for a sleek look. Perfect for styling with a graphic tee and booties.
Fit & Features
- Coated faux leather fabric, slight stretch
- High-rise waist
- Hip-hugging fit, flare hem
- Front button and hidden zipper closure
- Two-pocket styling
- Pants have an 11" front rise with a 30.5" inseam
- Runs true to size
Style Number/Barcode: 06402-1414
Category Name: 2026 Fall Outfit Trends
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Caught In The Fringe Faux Suede Shoulder Bag
Fall for this fringe faux suede shoulder bag to make a statement! The attached shoulder strap allows for convenient carrying, while the half-faux suede with fringe trim and half-faux leather design adds a trendy touch. With a top zipper closure and a spacious lined interior, this bag is both stylish and practical. Complete the look with sunglasses for any occasion.
Fit & Features
- Attached shoulder strap
- Half faux suede with fringe trim
- Half faux leather
- Top zipper closure
- Spacious lined interior
Style Number/Barcode: 07203-2021
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy In Plaid Belted And Pleated Skort
This preppy plaid woven skort features a high-rise belted waist and a mini-length pleated A-line overlay with fitted knit shorts for coverage. Style with a cropped cardigan and sneakers.
Fit & Features
- Plaid printed woven fabric, minimal stretch
- High-rise belted waist
- Hidden side zipper with hook-eye closure
- Mini-length pleated A-line overlay
- Fitted knit shorts
- Skort in size small has a 7" front rise with a 2" inseam
- Runs true to size
Style Number/Barcode: 06403-0515
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Edge Lace-Up Faux Leather Skort
Sleek with a sultry edge, this faux leather skort features a mini-length overlay accented with a side lace-up design and a chic slit. Style with a crop top and booties for a cool concert vibe.
Fit & Features
- Faux leather fabric, moderate stretch
- High-rise waist
- Mini-length overlay, side lattice design with slit
- Back zipper with hook-eye closure
- Fitted shorts
- Skort in size small has an 11" front rise with a 2" inseam
- Runs true to size
Style Number/Barcode: 06403-0514
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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Casual And Chic Vibe Strapless Cargo Jumpsuit
Channel that casual-chic vibe in this strapless knit jumpsuit featuring a fitted bodice, strappy cargo-style pockets, and a relaxed wide-leg silhouette. Dress it up with hoop earrings and heels!
Fit & Features
- Woven fabric, sewn-in woven lining, no stretch
- Strapless straight neckline
- Vertical seams down the fitted bodice, back zipper closure
- High waist
- Dual front and back pockets, dual strappy cargo side pockets
- Wide-leg fit
- Runs true to size
Style Number/Barcode: 06502-2518
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek Moment Tie-Waist Faux Leather Skort
A faux leather skort offers a sleek and form-hugging fit with a trendy tie-waist along the front skirt overlay. Style with a basic tee for any outing.
Fit & Features
- Smooth faux leather fabric, minimal stretch
- High-rise waist
- Tie-waist, skirt overlay
- Side zipper with hook-eye closure
- Form-hugging mini-length silhouette
- Skort in size small has an 11" front rise with a 2.5" inseam
- Runs true to size
Style Number/Barcode: 06403-0516
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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Practical Charm Zip Up Denim Shacket
Perfect for any occasion, this denim shacket combines fashion and practicality effortlessly. The collar neckline and long sleeves with snap-button closures add a touch of edge, while the front zip-up closure and flap pockets on twill denim fabric brings fashionable function. Complete the look with the matching skort.
Shop Matching Skort: Practical Charm High Rise Zipper Pleated Denim Skort
Fit & Features
- Twill denim fabric
- Long sleeves with snap-button cuffs
- Collar neckline
- Zip-up front closure
- Flap pockets
- Cropped length
- Runs true to size
Style Number/Barcode: 06204-1831
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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Edgy Arrival Moto Acid Wash Denim Jacket
Get ready to turn some heads with your edgy arrival in this moto denim jacket! Featuring long sleeves with button cuffs and a standing collar neckline with button closure, this jacket adds an extra edge to any outfit. The front zipper closure and cropped hem with button strap add a unique style. Complete the look in booties.
Fit & Features
- Acid-wash denim fabric
- Long sleeves with button cuffs
- Standing collar neckline with button closure
- Front zipper closure
- Cropped length
- Runs true to size
Style Number/Barcode: 06203-0550
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Meet The Crew Contrast Moto Faux Leather Vest
This sleeveless moto vest is ready to adventure and meet up with the crew for happy hour! Featuring a standing collar with snap-button closure, front zip-up closure, zipper pockets, and a cropped hem with straps and snap-button closures, this contrast faux leather vest brings edge and style to any outfit. Complete the look in a denim mini skirt and boots.
Fit & Features
- Contrast faux leather fabric with woven lining
- Standing collar neckline with snap-button closure
- Front zip-up closure
- Zipper pockets
- Cropped length
- Runs true to size
Style Number/Barcode: 06204-1829
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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Cool Girl Trends Crop Bomber Denim Jacket
Layer on this cool bomber denim jacket for the ultimate trendsetting look! It features long sleeves with elasticized cuffs and a classic collar neckline, flap front pockets for loose items, and button-down closures leading to the cinched elasticized cropped hem. Complete the look with sunglasses for a road trip or travel!
Fit & Features
- Twill denim fabric with slight stretch
- Long sleeves, elasticized cuffs
- Collar neckline
- Front flap pockets and button-down closures
- Elasticized cinched cropped hem
- Runs true to size
Style Number/Barcode: 06204-1830
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale