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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Glitzy Details Rhinestone PU Mini Skirt
If you're here for the glitz, this faux leather mini skirt is the ticket! It features a high-rise waist, front button and hidden zipper closure, four-pocket styling, belt loop accents, and front rhinestone insets. Complete the look in platform heels.
Fit & Features
- High-rise waist
- Front button and hidden zipper closure
- Four-pocket styling, belt loop accents
- Front rhinestone insets
- Form-hugging, mini-length hem
- Faux leather lined fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0744
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bri High Rise Flare Jeans By Windsor Denim
A vintage style that everyone's obsessing over! The Bri jeans by Windsor Denim offer a flattering high-rise waist, a form-hugging fit through the hips, and a flare raw-cut hem on premium dark wash denim fabric with minimal stretch. Complete the look in a cropped sweater.
Fit & Features
- High-rise waist
- Form-hugging fit through the hips
- Flare, raw-cut hem
- Front button and hidden zipper closure
- Five-pocket styling, belt loops
- Premium denim, color fade effect, minimal stretch
- Fits true to size
Style Number/Barcode: 06602-0361
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ten-Hut Camouflage Cargo Pants
Everyone will stand in attention to your stylish cadet status! These camouflage cargo pants feature a high-rise waist, front button, hidden zipper closure, belt loop accents, size-pocket styling, and a loose-fit silhouette with an adjustable drawstring hem. Complete the look in cool combat boots.
Fit & Features
- High-rise waist
- Front button and hidden zipper closure
- Belt loop accents
- Six-pocket styling
- Loose-fit silhouette, adjustable drawstring hem
- Camouflage print, woven non-stretch fabric
- Fits true to size
Style Number/Barcode: 06302-0698
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Snap It Scoop Neck Sweater Dress
Getting ready will be a snap with this rib-knit sweater dress featuring long fitted sleeves, a scoop neck, a bodycon silhouette, and an asymmetrical mini-length hem with a faux button trim. Complete your sassy look in a butterfly choker for a dinner date!
Fit & Features
- Long fitted sleeves
- Scoop neck
- Bodycon silhouette
- Asymmetrical mini-length hem
- Faux snap-button trim
- Rib-knit sweater fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1607
Category Name: 2026 Fall Outfit Trends
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cute Weekend Vibes Ribbed Knit Mini Dress
This cute and cozy ribbed knit mini dress is perf for your weekend plans! It features a crew neckline, long fitted sleeves, ruched detailing down the side seams, and a short, curve-hugging silhouette. The soft ribbed knit fabric offers plenty of stretch. Style with knee-high boots to grab coffee with your friends.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Ruching down the sides
- Mini-length hem, fitted bodycon silhouette
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4839
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Details Pearl PU Mini Skirt
Show a classy yet sultry style in this faux leather mini skirt featuring a high-rise waist, front button and hidden zipper closure, four-pocket styling, belt loop accents, and faux pearl insets along the front. Complete the look in a mesh crop top for a ladies' night.
Fit & Features
- High-rise waist
- Front button and hidden zipper closure
- Four-pocket styling, belt loop accents
- Faux pearl insets along the front
- Form-hugging, mini-length hem
- Faux leather lined fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0745
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All In The Deets Long Sleeve Crop Top
This cute crop top's trendy deets will catch everyone's eye. The top features a mock neckline, long fitted sleeves, a front hook and eye closure design all the way down, and a cropped, form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch. Style with distressed denim.
Fit & Features
- Mock neckline
- Long fitted sleeves
- Front hook and eye closure design
- Cropped, form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06002-1435
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Motorcycle Babe Graphic Crop Tee
Ride like a babe wearing this graphic crop tee! It features short sleeves, a crew neck with a slit and safety pins, and a front script that reads "Classic American Motorcycles" on stretchy jersey knit fabric. Complete your edgy look in distressed denim jeans.
Fit & Features
- Short sleeves
- Crew neck
- Slit with safety pins
- Front graphic script reads "Classic American Motorcycles"
- Cropped hem
- Stretchy jersey knit
- Runs true to size
Style Number/Barcode: 06002-1442
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Posh Croc-Embossed Midi Skirt
So posh and chic, this croc-embossed midi skirt is perfect for fall. It features a high-rise waist, a mid-calf-length hem, a form-hugging fit, and a stylish front slit to showcase some leg. Complete the look with a cropped sweater and mules.
Fit & Features
- High-rise elasticized waist
- Midi-length hem
- Fitted bodycon silhouette
- Front slit
- Croc-embossed pattern
- Coated faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0741
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Downtown Nights Wide-Leg Pants
Stroll downtown tonight in these breezy wide-leg pants featuring a high-rise waist, hidden side pockets, and pleats going down the front on woven fabric with minimal stretch. Complete the look in a one-shoulder top and mules.
Fit & Features
- High-rise waist
- Hidden side pockets
- Pleats down the front
- Wide-leg silhouette
- Pull-on/off styling
- Woven fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06402-0526
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Girl Next Door Vibes Cropped Tank
Look like the total girl next door in this basic cropped tank. This staple piece goes with everything from your casual looks or as a layering piece for a dressed-up look. The cropped tank features a sleeveless bodice and bungee spaghetti straps for a secure and comfortable fit. Complete your girl-next-door look with high waist jeans and a pair of sneakers.
Shop In More Colors: Girl Next Door Cropped Tank
Fit & Features
- V-neckline
- Bungee straps
- Cropped
- Knit fabric
- Form-hugging fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4459
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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Chic Sparkle Pearl Buckle Belt
Give off a chic sparkle with this trendy embellished statement belt. It features a faux leather front, a center O-ring buckle with rhinestone and faux pearl embellishments, and a stretchy elastic back. Style over an oversized blazer with knee-high boots.
Fit & Features
- Faux leather front
- O-ring buckle
- Rhinestone and faux pearl embellishments
- Stretchy elastic back
Style Number/Barcode: 07301-0543
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sixties Style Belted Crepe Pants
Throw it back to the sixties in these modern-style high-rise crepe pants perfect for work or play! They feature an adjustable belt with buckle closure, hidden side pockets, a straight-leg silhouette, and a tapered hem. Complete the look in a basic v-neck bodysuit and pumps.
Fit & Features
- High-rise waist
- Hidden front hook-eye and zipper closures
- Adjustable belt with buckle closure
- Hidden side pockets
- Straight-leg silhouette, tapered hem
- Crepe woven fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06402-0520
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stretch The Rules High Rise Straight Leg Denim Jeans
Stretch the rules this new season in the perfect pair of denim jeans right here! They feature a high-rise, asymmetrical waist with adjustable button front closures and a straight-leg design on premium denim non-stretch fabric. Complete your trendy look in a high-neck crop top.
Fit & Features
- High-rise asymmetrical waist
- Adjustable button front closures
- Straight-leg design
- Hidden front zipper closure, belt loops
- Five-pocket styling
- Premium denim non-stretch fabric
- Fits true to size
Style Number/Barcode: 06602-0393
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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When Two Become One Seamless Set
When two become one...magic happens! Let this seamless top and shorts set enter the chat for weekend plans of lounging. It features a mock neck crop top and matching high-rise shorts each with ribbed-knit panels that contour and smooth your curves. Complete the look in a cozy knit duster.
Fit & Features
- Matching top and shorts set
- Sleeveless mock neck crop top
- High-rise shorts
- Rib-knit panels contour and smooth
- Soft and comfortable
- Seamless design, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0826
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tootin' Cute Faux Suede Jacket
You'll look totally cute for the rodeo in this faux suede jacket featuring long sleeves, a lapel collar neckline, an open front design, fringe trim, and a cropped hem. Complete the look in flare denim jeans.
Fit & Features
- Long sleeves
- Lapel collar neckline
- Open front design
- Fringe trim
- Cropped hem
- Faux suede, lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0347
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek And Trendy Corset Tube Top
This sleek and trendy tube top is perf for styling up for nights out. It features a strapless neckline, a corset-designed bodice, a partially open back with a strappy lace-up design, and a majorly cropped hem. Style this faux leather top with high-rise denim and clear mules.
Fit & Features
- Strapless neckline
- Corset-designed bodice
- Partially open back, strappy lace-up design, tie closure
- Cropped hem, form-hugging fit
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4531
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Night Life Metallic Knit Crop Top
This chic metallic knit crop top is perf for nights out on the town! It features a mock neckline, long fitted sleeves, a cropped fit, and an angled front hem with a tie-back strappy design. The stretchy knit fabric features glam metallic lurex thread woven throughout. Style this top with faux leather pants and clear heels.
Fit & Features
- Mock neckline
- Long fitted sleeves
- Cropped fit, angled front hem
- Tie-back strappy design
- Knit fabric, plenty of stretch, metallic lurex thread detailing
- Runs true to size
Style Number/Barcode: 06001-4529
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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All The Class Crepe Wide Leg Pants
These crepe trouser pants have all the class your outfit needs for office hours to happy hour! They feature a high-rise waist with faux button accents, a wide-leg silhouette, and a pull-on/off styling. Complete the look in a blazer and heels.
Fit & Features
- High-rise waist
- Faux button accents
- Wide-leg silhouette
- Crepe knit fabric, moderate stretch
- Pull-on/off styling
- Fits true to size
Style Number/Barcode: 06502-1277
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Teach Me Tonight Crepe Crop Top
Teach everyone the art of sultry in this crepe crop top featuring a strapless neckline with a front cutout and lattice bar inset and flexible boning. Complete the look in the matching skirt and stilettos for drinks and dancing!
Shop The Matching Skirt: Teach Me Tonight Crepe Maxi Skirt
Fit & Features
- Strapless neckline
- Front cutout with lattice bars
- Flexible boning
- Cropped hem
- Lined crepe fabric
- Minimal stretch
- Fits true to size
Style Number/Barcode: 06001-4525
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Teach Me Tonight Crepe Maxi Skirt
Teach everyone the art of sultry in this crepe maxi skirt features a high-rise waist, cutout side with lattice bar insets, a form-hugging silhouette, and long length. Complete the look in the matching top and stilettos for drinks and dancing!
Shop The Matching Top: Teach Me Tonight Crepe Crop Top
Fit & Features
- High-rise waist
- Cutout side with lattice bars
- Form-hugging silhouette
- Maxi-length hem
- Lined crepe fabric
- Minimal stretch
- Fits true to size
Style Number/Barcode: 06501-0736
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chevron Cutie Metallic Crossbody Bag
Give your outfit of the night a cute vibe with this metallic crossbody bag featuring a detachable chain link strap, envelope-style front with snap button closure, and a chevron stitch pattern. Complete the look in a sleek mini skirt.
Fit & Features
- Detachable chain link strap
- Envelope-style front
- Snap-button closure
- Chevron stitch pattern
- Metallic finish
Style Number/Barcode: 07203-1113
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cadet Girl Cargo Mini Skirt
Command the room as the fashion cadet ready for duty in this cargo mini skirt featuring a high-rise waist, front button closure, belt loop accents, side flap pockets, and a bodycon silhouette. Complete the look in a cool graphic tee and boots.
Fit & Features
- High-rise waist
- Front button and hidden zipper closure
- Belt loop accents, side flap pockets
- Bodycon silhouette
- Mini-length hem
- Woven cotton fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06301-0151
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Functional Style Denim Cargo Joggers
Functional fashion in a stylish utility design, these denim cargo joggers secure your must-haves while keeping your look edgy and cute! They feature a high-rise waist with a detachable good vibes keychain, a six-pocket styling, a jogger leg silhouette, and elasticized cuffs. Style with combat booties for a casual hang!
Fit & Features
- High-rise waist, detachable "Good Vibes" keychain
- Front button and hidden zipper closure
- Six-pocket styling, belt loops
- Jogger leg silhouette
- Elasticized cuffs
- Non-stretch denim fabric
- Runs true to size
Style Number/Barcode: 06302-0709
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance