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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Belted Faux Leather Paper Bag Mini Skirt
Get a chic, edgy vibe in this trendy belted faux leather mini skirt! It features a flattering paper bag waist and a curve-hugging fit. Pair this skirt with a cute sweater and thigh-high boots for a go-to fall night out look.
Fit & Features
- High rise paper bag waist
- Included belt
- Short, form-hugging fit
- PU fabric
Style Number/Barcode: 06401-0262
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty In Plaid Crop Top
Keep it pretty and chic in a plaid crop top! The top features a plunging wrap V-neckline, quarter-length flutter sleeves, a chic plaid print, and a lower back keyhole with back ties. Complete look with high waist jeans.
Fit & Features
- Wrap V-neckline
- 3/4 flutter sleeves
- Plaid print
- Lower back keyhole with back ties
- Cropped hem
Style Number/Barcode: 06003-1037
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keeping Knit Real Ribbed Knit Cardigan
Keep it real with a cute cardigan to layer over your effortlessly chic looks! The cardigan features a zippered front with a mini O-ring accent, long sleeves, and composed of a ribbed knit fabric. Complete look with the matching cami and high waist jeans.
Shop Matching Cami: Keeping Knit Real Ribbed Knit Cami
Fit & Features
- Zippered front
- Long sleeves
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-0964
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Chic Plaid Mini Dress
Oh-so-chic, this plaid mini dress is a staple you can take into the fall season! It features a trendy square neckline, spaghetti straps, and a short, curve-hugging silhouette. Style this knit dress with clear heels and a faux leather jacket.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Mini-length, form-hugging fit
- Plaid print
- Knit fabric
- Runs true to size
Style Number/Barcode: 05102-1105
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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On Edge High Rise Destructed Skinny Jeans
Bring the edge with skinny jeans to pair with your graphic tees! The jeans feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, heavy destruction, and a skinny leg fit.
Fit & Features
- High rise waist
- Single-button with hidden zipper closure
- Traditional five-pocket with belt loop design
- Heavy destruction
- Skinny leg fit
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06602-0218
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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Retro Style Moment Denim Jumpsuit
Have a fab retro style moment in this figure-flattering denim jumpsuit! It features a sleeveless subtle V-neckline, chic chain detail shoulder straps, trendy seam detailing, and a fitted high waist with flared pant legs. Complete the look with clear heels.
Fit & Features
- Sleeveless V-neckline
- Chain detail shoulder straps
- Back zipper closure
- Seam detailing
- Fitted high waist, flared pant legs
- Denim fabric
- Runs true to size
Style Number/Barcode: 06602-0276
Category Name: 2026 Fall Outfit Trends
Price: $32.97 $56.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On That Retro Vibe Colorblock Mini Dress
Channel those retro vibes with this fab mini dress! The dress features a colorblock pattern, a crew neckline, long sleeves, a cutout at the midriff with criss-cross straps, dual ruched drawstrings at the hem, and a mini-length silhouette. The dress is composed of a lined ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with mules.
Fit & Features
- Colorblock pattern
- Crew neckline
- Long sleeves
- Cutout at midriff, criss-cross straps
- Dual ruched drawstrings
- Mini length silhouette
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 05102-4192
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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Casual-Chic Long Sleeve Cropped Topper
Layer on this casual-chic cropped topper to stylishly elevate your look. It features a turtleneck with a fold-over design, long bell sleeves, and a majorly cropped hem. Pair this topper with a basic bodysuit and a faux suede mini skirt.
Fit & Features
- Turtleneck, fold-over design
- Long bell sleeves
- Majorly cropped hem
- Ribbed sweater knit fabric
- Runs true to size
- The top pictured with the topper is not included
Style Number/Barcode: 06005-1108
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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Keepin' Knit Trendy Crop Top
Keep your casual look on-trend with this cute long sleeve crop top. It features a crew neckline, a cropped, form-hugging fit, and is composed of a lightweight stretchy ribbed knit fabric with contrasting exposed seams. Style this top with faux leather joggers and chic mules for an elevated vibe.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Cropped, form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Contrasting exposed seams
- Runs true to size
Style Number/Barcode: 06001-3693
Category Name: 2026 Fall Outfit Trends
Price: $19.90
Availability: Out of Stock
Product Badge:- Ships Free
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Taylor High Rise Skinny Crop Jeans By Windsor Denim
Taylor fits like a dream and is made to be seen...on you! The high-rise jeans by Windsor Denim feature a flattering, skinny-leg design with distressed knee accents and a cropped raw hem. They are crafted on dark wash denim fabric with a moderate stretch. Complete the look in a chic blouse and heels.
Fit & Features
- High-rise waist
- Skinny-leg design, distressed knee accents
- Cropped raw hem
- Front button and hidden zipper closure
- Five-pocket styling, belt loops
- Dark wash denim, moderate stretch
- Fits true to size
Style Number/Barcode: 06602-0357
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vintage Chic Faux Leather Oversized Bomber Jacket
Layer on this sleek faux leather bomber jacket with washed seam detailing for a vintage chic vibe. It features a collared neckline, long sleeves, zip-front, front pockets with snap button closures, and the perfect structured oversized fit to pair over a basic tee and mini skirt.
Fit & Features
- Faux leather fabric with washed seams, smooth nylon lining, no stretch
- Ribbed knit hems
- Collared neckline
- Long sleeves
- Complete zip-front
- Dual front lined pockets, snap button closures
- Oversized fit
Style Number/Barcode: 06204-1920
Category Name: 2026 Fall Outfit Trends
Price: $24.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Sleek Zebra Print Midi Dress
Keep your look so sleek with a midi dress that levels up your casual outfits! It features a sleeveless V-neckline with a knot-front design, a small keyhole cutout under the bust, spaghetti straps, a midi-length, fitted, A-line sihouette, and a chic front slit. The smooth knit fabric features an all-over zebra print pattern. Stye with strappy mules.
Fit & Features
- Sleeveless V-neckline, knot-front design
- Keyhole cutout under the bust
- Spaghetti straps
- Midi-length hem, fitted A-line silhouette
- High front slit
- Knit fabric, plenty of stretch
- Zebra print
- Runs true to size
Style Number/Barcode: 05102-4703
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Days In Plaid Button Down Shirt Top
Get ready for plaid shirt days in this top! It features relaxed long sleeves with buttoned cuffs, a collar neckline, a button-down front, and a plaid print on woven fabric. Style with best-selling bottoms for casual day or evening plans!
Fit & Features
- Relaxed long sleeves
- Collar neckline
- Button-down front
- Plaid print
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2273
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glimmer Girl Long Sleeve Mini Sweater Dress
It's the season of glam, and you'll shimmer and glimmer in this mini sweater dress! It features a sweetheart neckline, long fitted sleeves, a mini-length hem with a fab side slit, and a bodycon silhouette to show off your curves. The ribbed knit fabric features a sparkly lurex threaded design for a glam touch. Style this sweater dress with strappy mules for a holiday party!
Fit & Features
- Sweetheart neckline
- Long fitted sleeves
- Mini-length hem, side slit
- Bodycon silhouette
- Ribbed knit fabric, lurex threaded design
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1771
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Pretty And Posh Mini Dress
Be the it girl of your squad in this pretty and posh mini! The dress features a sleeveless bodice, a rounded neckline, a square back, and a short, form hugging fit. The dress is composed of a stretchy knit fabric with a full knit lining and showcases a trendy all over plaid print.
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 05102-0193
Category Name: 2026 Fall Outfit Trends
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Get To Work Lace-Up Boots
You better work it, girl! These lace-up ankle booties feature a side zipper closure, a block heel, platform heel and faux suede exterior.Style Number/Barcode: 07403-0075
Category Name: 2026 Fall Outfit Trends
Price: $18.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Snap To It Croc Booties
Textured croc embossing lends these booties their bite! Shoes feature a short shaft, ring hardware and zip closure, a sturdy block heel, and a pointed toe. Booties are made from a faux leather material.
Style Number/Barcode: 07403-0044
Category Name: 2026 Fall Outfit Trends
Price: $22.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ride to Live Graphic Tee
Add a little edge to your wardrobe with this slashed graphic tee. Pair it with distressed denim and booties for a total baddie look.
Fits & Features
- Knot Front Detail
- Slashed Front
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06002-0461
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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Rock Flower Child Cropped Crew Neck Graphic Top
Rock on in a bold graphic crop top. Perfect for that next festival outfit, this graphic tee features a crew neckline, short sleeves, a graphic that reads "Flower child with a Rock & Roll heart", and an edgy cropped hem. The tee is composed of a breathable cotton knit fabric for those warmer days. Pair this top with high waist denim shorts and sporty sneakers to create a laid-back vibe.
Fit & Features
- Crew neckline
- Short sleeves
- Graphic
- Cropped hem
- Cotton knit fabric
- Relaxed fit, moderate stretch
Style Number/Barcode: 06002-0491
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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Off The Shoulder Long Sleeve Chiffon Bodysuit
Keep it chic in a chiffon bodysuit. This versatile bodysuit is perfect for taking you from the office to happy hour. The bodysuit features an elastic off the shoulder neckline, sheer flowy long sleeves with elastic cuffs, and sheer chiffon throughout. The bodysuit offers a relaxed fit with a minimal stretch. Complete outfit with a high waist skirt or high waist dress pants.
Fit & Features
- Elastic off the shoulder neckline
- Flowy long sleeves
- Sheer chiffon fabric
- Relaxed fit
- Minimal stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0950
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Nubuck Peep Toe Stiletto Heels
These stilettos will elevate your whole 'fit! Have a fancy dinner in with these heels that feature a peep toe and nubuck material. Pair with a curve hugging midi dress and some adorable stud earrings for a beyond gorgeous look.
Fit & Features
- Almond peep toe
- Closed back
- Stiletto heel
- Nubuck material
Style Number/Barcode: 07401-2378
Category Name: 2026 Fall Outfit Trends
Price: $13.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Falling For Layers Crop Knit Sweater
Sweater weather, but make it cute. This cropped knit sweater is your go-to for layered fall looks—perfect for classes, coffee dates, or strolls through the farmer’s market.
Fit & Features
- Soft knit fabric with stretch
- Crew neck
- Long sleeves
- Cropped-length hem
- Runs true to size
Style Number/Barcode: 06005-000200
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Intentions Embroidered Floral Mesh Maxi Dress
Let this mesh dress show off your sweet side. Make a statement for your next date night in a sheer mesh dress that features a crew neckline, fitted long sleeves, an embroidered floral design, and a sweeping maxi length silhouette. Complete your look with a black bodysuit and mules.
Fit & Features
- Crew neckline
- Fitted long sleeves
- Embroidered floral design
- Unlined sheer mesh fabric
- Maxi length silhouette
- Bodysuit pictured not included, linings sold separately
- Relaxed fit, moderate stretch
Style Number/Barcode: 06003-0918
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On Your Mind Distressed Cropped Skinny Jeans
Stay on their mind in skinny jeans that impress! Perfect to dress up for casual date night, the jeans feature a mid-rise fit, a single button with zipper closure, heavy destruction, and skinny leg fit with frayed hem. Complete look with a ribbed crop top and ankle booties.
Fit & Features
- Mid-rise fit
- Single-button with zipper closure
- Traditional five-pocket with belt loop design
- Heavy destruction
- Skinny leg
- Frayed hem
Style Number/Barcode: 06602-0159
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance