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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Brushed With Basics Midi Skirt
Brush up your look with basic staples that speak for themselves! This midi skirt features an elastic high waist, a curve hugging fit throughout and a midi length silhouette. Skirt is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Be sure to pick up the matching top to complete your look girl!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0071
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Be My Baby Midi Skirt
Baby girl you look so sleek in this pencil skirt! Featuring an elastic banded high rise waist, ruched detailing along each side, and is composed of a soft knit material that offers maximum stretch. Stylin! Make it a set with a matching top!Style Number/Barcode: 06501-0072
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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Sultry Chic Shirt Dress
Showcase a sultry chic look in this sleek shirt dress! It features a collar, long sleeves with detailed buttons, a plunging V neckline, a high waist seam leading to ruched detailing along the side, and a short, mini length. The dress is composed of a smooth satin-like fabric with minimal stretch.
Model is 5'9" with a 33" bust, 24" waist and 35.5 hips. She is wearing a size small.
Style Number/Barcode: 05101-0270
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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Classic Vibe High Waist Skinny Pants
These super high rise skinny pants are V on trend! Pair them with a chic blouse and some strappy mules for the perf look that can be taken from day to night!
Fit & Features
- High rise waist | Front V cut design
- Back zipper closure
- Skinny pant legs
- Stretchy woven fabric
- Form hugging fit
Style Number/Barcode: 06402-0185
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tres Chic Tapered Pants
Stay chic this season with printed, tapered pants. These trousers feature a high-rise elasticized waist, a tie detail, and tapered leg openings for a skinny fit. They're made of a lightweight crepe fabric with minimal stretch.
Model is 5'7" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06502-0151
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hustle Squad Slashed Crop Top
Get your hustle on girl! This statement tee features a crew neckline, short sleeves, a vertically slash detailing throughout, a graphic that reads: "Hustle Squad" and a cropped hem with slash detailing. Top is composed of a smooth knit fabric that offers a relaxed fit with a moderate stretch. Complete look with high waist jeans.
Fit & Features
- Crew neckline
- Short sleeves
- Slashed detailing
- Graphic: "Hustle squad"
- Cropped hem
- Cotton knit fabric
- Form hugging fit, moderate stretch. runs true to size
Style Number/Barcode: 06002-0914
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fall In Line Longline Anorak
Miss me with those cold-weather blues! Fall in line with a lightweight jacket that's a true closet staple.
Fits & Features- Zipper & Snap Button Front
- Fixed Hood
- Long Sleeves With Elastic Cuffs
- Toggle Drawstring At The Waist
- Functional Button Flap Hand Pockets
- Curved Hem I Longline Design
- Relaxed, Slightly Over-Sized Fit
Black: Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Olive: Model is 5'8" with a 34" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06204-0224
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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Off The Shoulder Wrap Front Crop Top
This adorable wrap front crop top is perfect for your next brunch out with the girls! It features an off the shoulder neckline, long fitted sleeves, a wrap front creating a V neckline, and a cropped hem. The soft knit fabric offers plenty of stretch and a form-fitting style.Style Number/Barcode: 06001-1756
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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Thigh High Snake Print Boots
Thigh highs don't always have to have a tall heel, and we love that! This pair is designed with an almond toe, a low block heel, and a textured faux leather material that showcases a snake print pattern with reflective scales. Boots include a side zipper that makes them easy to take off and put on, and have an elastic stretch at the leg opening.Style Number/Barcode: 07402-0043
Category Name: 2026 Fall Outfit Trends
Price: $25.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Waist Flare Pants
These high waist flare pants will turn your look into an instant classic! They feature a high rise waist, a back zipper closure, and fitted pant legs with a trendy flared hem. The pants are composed of a stretchy knit fabric.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06402-0071
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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Trendy Square Neck Tank Top
Elevate your look with this trendy square neck tank. The top features a sleeveless bodice, tank-like shoulder straps, a square neckline, and a cropped hem. Top is composed of a double lined stretchy knit fabric that offers a form hugging fit.Style Number/Barcode: 06001-1758
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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Dainty And Sleek Cubic Zirconia Cross Charm Necklaces
Dainty and sleek, these cross charm necklaces will complete your look. The pack features two dainty chain necklaces, the shorter layer with a mini cubic zirconia adorned cross charm, and the longer layer with a textured cross charm. Necklaces have adjustable lobster clasp closures.Style Number/Barcode: 07002-0162
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Plaid Knit Mini Dress
Pretty plaid is the way to go! This knit mini dress features a sleeveless bodice, spaghetti straps, a scoop neck, a square back, and a short, curve hugging fit. The dress offers plenty of stretch and includes a knit lining.Style Number/Barcode: 05102-0302
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Oval Hoop Earrings
Add these trendy hoops to your jewelry collection! They feature a thick tube-like hoop in an oval shape with an omega closure.
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07001-0172
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $8.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Sweet Smocked Peasant Top
Channel those boho vibes in this breezy peasant blouse! Top features a plunging V neck leading to a front tie, a fully smocked waist, and short puff sleeves with smocked trim. Top is made from a featherweight poly material with stretch through the waist and upper arms.Style Number/Barcode: 06003-0308
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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Newsgirl Cabby Hat
Extra, extra, read all about your stylish new hat! This newsboy-inspired cap features braided trim with button detail.Style Number/Barcode: 07302-0092
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Flare Pants
These basic flare pants will dress up your everyday 'fit! They feature a high rise elastic banded waist paired with form-fitting pant legs with a a flared hem. The pants are composed of a stretchy knit fabric for a comfortable fit.Style Number/Barcode: 06502-0146
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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Rock On Distressed Tunic Top
Hey, wild child! Show off your spirited side in this distressed tunic top (or be bold and make it a mini!). Top features a crew neck, short sleeves, shredded V detail at chest and hem, and a large "Rock On" contrast graphic. Top is cut for a slim fit and made from an ultra-soft rayon knit with moderate stretch.Style Number/Barcode: 06002-0188
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Be Honest Ruched Tie Front Top
Make 'em tell the truth in this sexy tie front bodysuit. This totally on-trend piece features elasticized trim, a tie front, and a bottom snap button closure. It's made of stretchy fabric for the perfect body-hugging fit.
Black: Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Red: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06001-1737
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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Babe In A Button Down Dress
Hey babe! Look ever so stylish in this trendy button down dress. It features long fitted sleeves, a wide V neckline, and a faux button down front. The dress is composed of a ribbed knit fabric that offers plenty of curve hugging stretch.Style Number/Barcode: 06005-0185
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cuter Clinch Front Ribbed Bodysuit
You love a bodysuit. So grab one that's even cuter than your last! This ribbed suit features adjustable spaghetti straps, a ruffle-trim neckline with clinch-front detail at bust, a thong-style bottom, and two-button snap closure. Bodysuit is made from a lightweight knit material with ample stretch.Style Number/Barcode: 06001-1744
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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Newsgirl Cabby Hat
Extra, extra, read all about your stylish new hat! This newsboy-inspired cap features braided trim with button detail.Style Number/Barcode: 07302-0093
Category Name: 2026 Fall Outfit Trends
Price: $7.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Smooth High Waist Pants
They fit, they flatter, and their high waist complements every curve! These pants feature a stretchy banded waist with back zip, slash pockets at front hip, seam detail at back, and long, slim legs. Pants are made from smooth nylon a blend with a touch of stretch for 9 to 5 comfort.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06402-0070
Category Name: 2026 Fall Outfit Trends
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tie It All Together Midi Dress
Tie your look all together with this adorable knit midi dress!
Fits & Features
- Long Fitted Sleeves
- V Neckline
- Tie Front Detail
- Mid-Length I Form-Hugging Fit
- Wide, Ribbed Knit
- Ample Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06005-0188
Category Name: 2026 Fall Outfit Trends
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance