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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In Love Lace-Up Knee High Boots
Fall in love with these faux suede boots with endless styling possibilities! They feature an almond toe, inner zipper closure, a short block heel, and a knee-high shaft with a trendy lace-up back. Complete the look in a chic trench coat for a dinner and show downtown!
Fit & Features
- Almond toe
- Inner zipper closure
- Short block heel
- Knee-high shaft, lace-up back, tie closure
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0964
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sugar Sugar Ankle Fit Booties
Hey there suga! If you're obsessed with nude tones, and booties, then we are here for you! This pair is composed of a faux leather and features an almond toe, a high heel, a side zipper closure, and fitted ankle fit.Style Number/Barcode: 07403-0115
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Short Sleeve Lace Crop Top
Keep it classy in a lace crop top. Fall back on vintage lace for a sophisticated work from home look. The unlined top features a mock neck, short sleeves, a lace design throughout, and a cropped hem. The top is composed of a lace fabric that offers a relaxed fit with a moderate stretch. Be sure to pick up a bralette and tie waist pants to complete your look.
Fit & Features
- Mock neck
- Short sleeves
- Lace
- Cropped hem
- Exposed zipper closure at nape of neck
- Relaxed fit, moderate stretch
- Bralette lining sold separately
Style Number/Barcode: 06003-0948
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ready To Roll Tie Waist Jumpsuit
They're not going to have to ask you twice! Slip into this jumpsuit and get dressed-up without all the fuss. Pair it with a chambray button-up and some white sneakers!
FIts & Features
- Surplice V Neckline
- Short Sleeves I Rolled Cuffs
- Belt Loops I Detatachable Tie Waist
- Slant Hand Pockets
- Tapered Pant Legs
- Form Hugging Fit I Plenty Of Stretch
Style Number/Barcode: 06502-0297
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- Surplice V Neckline
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Classically Chic Belted Trench Coat
Let this trench coat take you from day to night! Layer on this coat for a chic workwear outfit that takes you to happy hour. The coat features a lapel collar with a drape open front, long sleeves, and a belted waist. Complete look with a basic bodysuit and high waist pants.
Fit & Features
- Lapel collar
- Draped open front
- Long sleeves
- Belted waist
- Lightweight woven fabric
Style Number/Barcode: 06204-0595
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tie Dye Tie Waist Crop Top
Keep your everyday 'fit on trend with this adorable tie dye crop top! Featuring a small front cut out with a tie front waist, you can easily wear this top to lounge in or to hang out with the squad. Pair it with high waist joggers and chunky sneakers for a laid-back, chill look.
Fit & Features
- Crew neckline
- Long sleeves with cinched hems
- Partial front cut out
- Tie front waist
- Cropped
- Tie dye knit fabric
Style Number/Barcode: 06002-0632
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keeping It Sleek Snake Midi Skirt
Keep your look sleek and stylish with a midi skirt that elevates your style. The skirt features a snake print, a high rise waist, ruching, a high side slit with knot accent, and a midi length silhouette. The skirt is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top and mules.
Shop Matching Crop Top: Keeping It Sleek Snake Crop Top
Fit & Features
- Snake print
- High rise waist
- Ruching
- High side slit with knot accent
- Midi length silhouette
- Brushed knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06501-0484
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Preppy Please Striped V-Neck Crop Top
A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch.
Shop Matching Sweater And Bottom: Preppy Please Striped Button Crop Sweater, Preppy Please Striped Pleated Knit Skort
Fit & Features
- Stretchy knit fabric
- Striped V-neckline
- Adjustable spaghetti straps
- Striped crop hem
- Runs true to size
Style Number/Barcode: 06005-2183
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Walk It Out Faux Suede Lace Up Boots
Walk it out in style with boots that dress up your layered outfits! The boots feature an over-the-knee fit, a lace-up back, an inner zipper closure, an almond toe, and a low-stacked heel. The boots are composed of a faux suede material. Complete look with an oversized sweater and faux leather mini skirt.
Fit & Features
- Over the knee fit
- Lace-up back
- Inner zipper closure
- Almond toe
- Low stacked heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07402-0343
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Spice Cutout Maxi Dress
Sultry and spicy! Make jaws drop in this sleeveless maxi dress featuring a one-shoulder neckline, waist cutout details and a form-fitting silhouette with a high-cut side slit for a show of skin. Composed of stretchy slinky knit fabric. Finish the look in lucite mules.
Fit & Features
- Sleeveless, one-shoulder neckline
- Waist cutout details
- Form-fitting silhouette
- High-cut side slit
- Maxi-length hem
- Slinky knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 05102-4528
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Night Is Sparkling Sequin Mini Skirt
Your night will be sparkling in this sequin mini skirt as you shake and shimmer! The skirt features a high-rise waist, form-hugging fit, and mini-length hem on statement sequin-embellished mesh fabric with a sewn-in knit lining. Complete the look in a going-out top for a concert or themed party!
Fit & Features
- High-rise waist
- Form-hugging fit
- Mini-length hem
- Hidden back zipper and hook-eye closure
- Sequin-embellished mesh fabric, sewn-in knit lining
- No stretch
- Runs true to size
Style Number/Barcode: 06501-0870
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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Weekend Style Long Sleeve Denim Jumpsuit
Achieve the perfect weekend style with this cute and casual denim jumpsuit. It features a collared neckline, long sleeves, a button-down front design, dual buttoned chest pockets, a high stretchy elastic waistband for comfortable wear, dual buttoned straps at the waist, dual front and back pockets, and a straight-leg silhouette. The cotton-blend denim fabric offers a moderate stretch. Complete your look with hoop earrings and ankle booties.
Fit & Features
- Collared neckline
- Long sleeves, single button detail
- Button-down front, dual buttoned chest pockets
- High elastic waistband, dual buttoned straps
- Dual front and back pockets
- Straight-leg silhouette
- Cotton-blend denim fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06602-0452
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fall Favorite Turtleneck Braided Sleeve Sweater
Look no further for your new favorite turtleneck sweater this season! It features long sleeves with an eye-catching braided design, a cropped hem, and is crafted from a soft rib knit fabric perfect for keeping cozy and cute. Complete the look in a trendy pleated mini skirt for a coffee date and movie!
Fit & Features
- Long sleeves, braided design
- Turtleneck
- Cropped hem
- Soft rib knit fabric
- Runs true to size
Style Number/Barcode: 06005-1751
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Simply Stunning LBD
Keep it sleek and stunning in this LBD! It features a sleeveless bodice, a square neckline and wide shoulder straps that lead to an open back design with multi narrow cross straps. The relaxed fit bodice leads to a curve accentuating midi length silhouette. Dress is composed of a ponte-like fabric that offers a moderate stretch.Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 05103-3528
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Everly Lace Front Slit Midi Dress
Special Occasion
Create a classically beautiful look in our stunning Everly dress! She features a sheer lace mock neckline, long sheer fitted lace sleeves, a front and back cut out above the the bust, a sweetheart neckline with padded cups, flattering vertical seams that run down the bust, and a square back with a zipper and hook and eye closure. Her high waist seam leads to a form hugging, fitted mid-length skirt with a front slit and side sheer lace detail. The dress is composed of a crepe fabric that offers moderate stretch.
Special Occasion products cannot be returned to any retail locations.
Style Number/Barcode: 05001-0053
Category Name: 2026 Fall Outfit Trends
Price: $19.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Star Quality Oversized Sunglasses
Look like a star in these oversized shades! Pair them with a sundress and sandals.
- Plastic Frame
- XL Square Ombre Lenses
Style Number/Barcode: 07008-0757
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Set For Good Vibes Joggers
Set yourself up for good vibes in joggers that keep it cute and casual for your next coffee run! The joggers feature a flattering high rise fit, a skinny leg, and a tapered hem. Complete your look with the matching crop top and chunky sneakers.
Shop Matching Crop Top: Set For Good Vibes Knot Crop Top
Fit & Features
- High rise fit
- Skinny leg fit
- Smooth knit fabric
- Form hugging fit
- Matching crop top sold separately
Style Number/Barcode: 06502-0459
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Set For Good Vibes Knot Crop Top
Set yourself up for good vibes in a crop top that keeps it cute and casual for your next coffee run! The top features a crew neckline, fitted long sleeves, and a cropped hem with knot accent. Complete your look with the matching joggers and chunky sneakers.
Shop Matching Joggers: Set For Good Vibes Joggers
Fit & Features
- Crew neckline
- Long sleeves
- Cropped hem
- Knot accent
- Smooth knit fabric
- Form hugging fit
- Matching joggers sold separately
Style Number/Barcode: 06001-2927
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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Preppy Please Striped Button Crop Sweater
A sleeveless crop top featuring a preppy striped V-neckline, adjustable spaghetti straps for a customizable fit, and a striped crop hem. The stretchy knit fabric offers a polished look with plenty of stretch.
Shop Matching Top And Bottom: Preppy Please Striped V-Neck Crop Top, Preppy Please Striped Pleated Knit Skort
Fit & Features
- Stretchy knit fabric
- Long sleeves with striped cuffs
- Striped front trim
- Button front closures
- Striped crop hem
- Runs true to size
Style Number/Barcode: 06005-2184
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Issa Celebration Confetti Knit Distressed Sweater
Keep it festive in a confetti sweater that keeps it fab and fun! The sweater features a crew neckline, a confetti knit pattern, and heavy distressing throughout. Complete your look with chic biker shorts.
Fit & Features
- Crew neckline
- Confetti knit pattern
- Long sleeves
- Heavily distressed detailing
- Relaxed fit
Style Number/Barcode: 06005-0682
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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Glen Check Knit Mini Skirt
Get those fall vibes going with this adorable knit mini skirt! It features a trendy allover glen check print with a short, form-fitting style. Pair this skirt with a basic long sleeve bodysuit to elevate your casual everyday look.
Fit & Features
- High rise elastic banded waist
- Short, form-hugging fit
- Soft knit fabric with plenty of stretch
- Allover glen check print
Style Number/Barcode: 06501-0312
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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Trendy Moves Lace-Up Sock Booties
Make trendy moves this season in these stylish lace-up sock booties. They feature a round toe, a lace-up front, a sock detail design, and a lug sole. Pair these faux leather booties with a mini skirt and a cropped sweater for a casual-chic vibe.
Fit & Features
- Round toe
- Lace-up front
- Sock detail design
- Lug sole
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1431
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All The Drama Platform Booties
You'll bring all the drama in these chic platform booties. They feature an above the ankle fit, an almond-shaped toe, a trendy lace-up design, a tall platform, and a block heel. Complete the look with sleek hoop earrings.
Fit & Features
- Above the ankle fit
- Almond-shaped toe
- Lace-up front design
- Platform
- Block heel
- Faux nubuck material
- Runs true to size
Style Number/Barcode: 07403-1333
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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90s Reboot Faux Leather Mini Skirt
Look and feel like a total 90s babe in this faux leather mini skirt featuring a high-rise waist, bodycon silhouette, a front button, hidden zipper closure, side pockets, and belt loop accents. Complete the look in a mesh top for a night out.
Fit & Features
- High-rise waist
- Bodycon silhouette
- Mini-length hem
- Front button and hidden zipper closure
- Side pockets, belt loop accents
- Faux leather fabric
- Fits true to size
Style Number/Barcode: 06401-0478
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance