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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Fab Faux Suede Island Heels
The kind of heels you just can't live without! These faux suede heels go with everything, from date night to homecoming—these heels are a staple piece. They feature an open almond toe, a single toe, an ankle strap, and a stiletto heel. Complete your look with a midi dress and a necklace.
Fit & Features
- Closed-back
- Open almond toe
- Single toe and ankle strap
- Stiletto heel
- Faux suede material
- Runs true to size
Style Number/Barcode: 07401-1141
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ruffle Trim High-Waist Pants
Channel retro-chic vibes in these cute textured crepe pants! They feature a high paperbag waist with removable tie, a back zip, pockets at either hip, and wide legs.Style Number/Barcode: 06402-0046
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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A Little Edge Long Sleeve Top
Bringing a little fun to your basics! This top features a crew neckline, long sleeves, and a hem that hits mid torso. The hem and sleeves of this top feature a ruffled design that adds a little edge to your look!
Model is 5'8.5" with 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06001-1988
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tear Drop Rhinestone Collar and Duster Earrings Set
Dazzle with a collar necklace that stuns! The set features a v-sha[ed collar with a row of rhinestones, dark-hued teardrop gems, and larger rhinestones. The matching duster earrings feature rhinestones and teardrop gems. Complete your outfit with a sweeping formal dress and sleek stiletto heels.
Fit & Features
- V-shaped collar
- Rhinestones
- Dark-hued teardrop gems
- Matching duster earrings
Earrings are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged
Style Number/Barcode: 07002-0523
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Wild Thing Leggings
Show off your wild side in these leggings that wow. These leggings feature a high rise waist, a trendy animal print, and a skinny leg fit with a tapered hem. Pair your leggings with a crop top and sporty sneakers.
Fit & Features
- High rise waist
- Trendy animal print
- Side pocket
- Skinny leg fit
- Tapered hem
- Faux leather fabric
- Form hugging fit
Style Number/Barcode: 06502-0405
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Faux Suede Pointed Toe Sock Booties
These faux suede sock booties are essential to have for this fall and winter season! They feature a trendy pointed toe, an ankle-high sock bootie design and a sturdy block heel. Pair these booties with distressed denim for a casual everyday slay.
Fit & Features
- Ankle-high sock bootie design
- Pointed toe
- Inner zipper closure
- Block heel
- Faux suede material
Style Number/Barcode: 07403-0539
Category Name: 2026 Fall Outfit Trends
Price: $16.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Off The Shoulder Ribbed Knit Mini Dress
Button up in a chic mini dress that is perf to dress up or dress down in for your next outing! The dress features an off-the-shoulder neckline, short sleeves, a faux button-down front, 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 and denim jacket.
Fit & Features
- Off the shoulder neckline
- Short sleeves
- Faux button down front
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-1911
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Find Cropped Corduroy Jacket
This cropped corduroy jacket is a trendy find for this season! It features a collared neckline, long sleeves, a complete button-down front, dual buttoned chest pockets, a cropped frayed hem, and a relaxed fit. The smooth corduroy fabric has a cool all-over color block design. Layer this jacket over a basic tee and denim.
Fit & Features
- Collared neckline
- Long sleeves, single-button details
- Complete button-down front
- Dual buttoned chest pockets
- Cropped frayed hem, relaxed fit
- Corduroy fabric, no stretch, color block design
- Runs true to size
Style Number/Barcode: 06204-1290
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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Rockin' Them Lug Sock Booties
Rock those sock booties, girl! The booties feature a mid-calf length, an inner zipper closure, tie-straps, almond toe, lug sole, and a low block heel. Complete look with a mini skirt and moto jacket.
Fit & Features
- Mid-calf length
- Inner zipper closure
- Tie-straps
- Almond toe, lug sole
- Low block heel
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1539
Category Name: 2026 Fall Outfit Trends
Price: $24.97 $41.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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True Rock N Roll Graphic Tee
Unleash your inner rock babe! This trendy graphic tee features cap sleeves, a crew neck, and a front graphic with a script that reads, "Rock N Roll, Stay True" on a cropped hem. Complete the look in a sleek faux leather skirt for an edgy vibe.
Fit & Features
- Cap sleeves
- Crew neck
- Front graphic design
- Script reads, "Rock N Roll, Stay True"
- Cropped hem
- Jersey knit fabric
Style Number/Barcode: 06002-1205
Category Name: 2026 Fall Outfit Trends
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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GNO Matte Jelly Crossbody
Step out for GNO with a crossbody that keeps all essentials close to you! The purse features a small rectangular body, a fold-over turn-lock closure, a diamond stitch design, and a chain-link shoulder strap. The crossbody is composed of a matte jelly material. Complete the look with a bodycon dress and heels.
Fit & Features
- Matte jelly material
- Small rectangular body
- Fold-over closure, turn-lock
- Diamond stitch design
- Chain link shoulder strap
Style Number/Barcode: 07203-0946
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Make You Rattle Faux Leather Snake Booties
These snake booties will make you rattle with excitement! They feature a square toe, block heel, side zipper closure, and an above-the-ankle shaft on faux leather material. Complete your sassy look in a little black dress for a night out.
Fit & Features
- Square toe
- Block heel
- Side zipper closure
- Snake print
- Above-the-ankle shaft
- Faux leather material
- Runs true to size
Style Number/Barcode: 07403-1600
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stay Trendy Split Hem Pants
Keep your look trendy and chic with these high-rise knit pants. They feature an elasticized waist for comfortable wear, vertical seams running down the front, a flared-leg silhouette, and a front split hem design. Style with a cropped blouse and clear heels for happy hour.
Fit & Features
- High-rise elasticized waist
- Vertical seams running down the front
- Flared-leg silhouette
- Front split hem design
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-1621
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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Best Of Times Scoop Neck Midi Dress
Have the best of times with the girls in this sleek and sultry midi dress you'll love dressing up! It features a sleeveless scoop neck with spaghetti straps and a bodycon silhouette composed of double-lined slinky knit fabric. Complete the look in a chic jacket and heels.
Fit & Features
- Sleeveless scoop neck
- Spaghetti straps
- Bodycon silhouette
- Midi-length hem
- Double-lined slinky knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 05101-2100
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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Artsy Inspiration Abstract Pleated Satin Crop Top
This abstract print top will inspire your inner artsy side! It features peasant long sleeves, a sweetheart neckline, a center front ruched drawstring that lets you customize the style, and a cropped hem on pleated satin fabric with bust lining. Complete the look in high-rise jeans for an art show and dinner!
Fit & Features
- Peasant long sleeves
- Sweetheart neckline
- Center front ruched drawstring
- Cropped hem
- Abstract print
- Pleated satin fabric, bust knit lining
- Runs true to size
Style Number/Barcode: 06001-4879
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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Winter Chic Off-The-Shoulder Sweater Dress
This adorable ribbed knit sweater dress will give you a chic look for the winter season! It features an off-the-shoulder neckline with a fold-over design, long fitted sleeves, a midi-length, curve-hugging silhouette, and a high front slit. The knit fabric offers a moderate stretch for comfortable wear. Style with knee-high boots.
Fit & Features
- Off-the-shoulder neckline, fold-over design
- Long fitted sleeves
- Midi-length hem, fitted bodycon silhouette
- High front slit
- Ribbed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1578
Category Name: 2026 Fall Outfit Trends
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Rock 'N' Roll Zip-Front Cropped Graphic Tee
Level up your edgy concert 'fits with this cool-girl cropped graphic tee! It features a crew neckline, short sleeves, a complete double zip-front design, a front wings and flames graphic with the script, "Rock 'N' Roll," and a fitted cropped hem. The cotton-blend fabric has a moderate stretch. Style with a faux leather mini skirt and combat booties!
Fit & Features
- Crew neckline, short sleeves
- Complete double zip-front design
- Wings and flames graphic
- Script that reads, "Rock 'N' Roll"
- Fitted cropped hem
- Cotton-blend fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1608
Category Name: 2026 Fall Outfit Trends
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Make It Chic Chunky Chain Necklace
Make any of your casual 'fits chic with this chunky chain necklace! It features a collar-length oval-shaped chain-link design. Style with sleek hoops for a trendy look.
Fit & Features
- Chunky oval-shaped chain-link design
- Collar-length
- Back adjustable chain, lobster clasp closure
Style Number/Barcode: 07002-1635
Category Name: 2026 Fall Outfit Trends
Price: $5.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Seasonal Chic Plaid Oversized Top
Embrace a seasonal chic style in this plaid top perfect for coffee runs to casual dates! The top features slouchy long sleeves with button cuffs, a collar V-neckline, and an oversized silhouette on woven fabric with a trendy plaid print. Complete the look in distressed denim.
Fit & Features
- Slouchy long sleeves, button cuffs
- Collar V-neckline
- Oversized silhouette
- Plaid print
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2272
Category Name: 2026 Fall Outfit Trends
Price: $3.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On Your Radar Metallic Puffer Vest
Stay ahead of the fashion game in this metallic puffer vest! This sleeveless vest features a standing collar neckline, hidden front zipper and snap-button closures, and front pockets for keeping your hands warm, and has an adjustable drawcord hem. The vest is crafted from a faux leather metallic fabric with insulated woven lining. Complete the look in a smooth midi dress for a trendy style!
Fit & Features
- Sleeveless, standing collar neckline
- Hidden front zipper and snap-button closures
- Front pockets
- Adjustable drawcord crop hem
- Faux leather metallic fabric, insulated woven lining
- Runs true to size
Style Number/Barcode: 06201-0427
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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On That Basic Ribbed Top
Bring your look back to basics in this cute top! It features a round neckline, short sleeves with a lettuce edge trim and a cropped hem with matching trim. Top is composed of ribbed knit fabric that offers a relaxed fit with a moderate stretch.Style Number/Barcode: 06002-0216
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Roseanne One-Shoulder Satin Dress
Special Occasion
Captivate with elegance in this one-shoulder long satin dress, ideal for your next formal soiree, prom, or black-tie wedding. The luxurious stretch satin contours around the waist, revealing an alluring front-wrap design that showcases the legs, allowing you to walk and move with ease. The asymmetrical neckline serves as a sleek backdrop, perfect for highlighting a trendy choker necklace or bold chandelier earrings.
Fit & Features
- One-shoulder neckline, spaghetti strap
- Ruched side seam
- Wrap-front design, asymmetrical side slit
- Floor-length, form-fitting silhouette
- Satin fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05002-0813
Category Name: 2026 Fall Outfit Trends
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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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Keep It Casual Striped Romper
Complementary colors and elevated design details make this romper a must this season. Romper features an all-over vertical stripe pattern, butterfly sleeves, a deep V neck with surplice-style bodice, back cutout with single-button closure, elasticized back waist, and flowy shorts with pockets at either hip. Romper is fully lined and made from a woven cotton blend with little to no stretch.
Style Number/Barcode: 06303-0874
Category Name: 2026 Fall Outfit Trends
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance