2026 Fall Outfit Trends

STYLE SPOTLIGHT

Women's Denim Bottoms

Fall Sweaters & Cardigans

Women's Jackets

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.

  • Level Up Platform Block Heel Booties

    Level up your look in these chic block heel booties! Featuring a stylish platform and a sleek block heel, these booties are perfect for your next party. Simply pair them with a LBD and stunning statement earrings for a gorgeous look.

    Fit & Features

    • Almond toe
    • Platform
    • Thin block heel
    • Dual zipper detailing
    • Faux nubuck material

    Style Number/Barcode: 07403-0380

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Viva La Velvet Biker Shorts

    Live it up in velvet biker shorts to glam up any outfit! Style with a cute crop top or oversize tee-shirt for a look that's ready to go! The biker shorts feature a high rise waist, a mid-thigh length, and composed of luxe velvet fabric. 

    Fit & Features

    • High rise waist
    • Mid-thigh length
    • Velvet fabric
    • Form hugging fit

    Style Number/Barcode: 06503-0184

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brushed Knit Biker Shorts

    These brushed knit biker shorts will easily become a fall staple! They feature a flattering high rise waist and a curve-hugging fit with a soft, brushed knit fabric. Pair these trendy shorts with a crop top and chunky sneakers to get that casual it-girl vibe.

    Fit & Features

    • High rise waist
    • Mid-length shorts
    • Form-hugging fit
    • Brushed knit fabric

    Style Number/Barcode: 06503-0180

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fierce Fashionista Heeled Sock Booties

    Showcase major fierce fashionista vibes in these chic heeled sock booties! They feature a trendy sock bootie design with a sturdy block heel. Pair these with a classic pair of high rise denim for a go-to fall look.

    Fit & Features

    • Pointed toe
    • Block heel
    • Inner zipper closure
    • Sock bootie design
    • Faux suede fabric

     

    Bootie runs small. Size up a whole size up.

    Style Number/Barcode: 07403-0384

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Over The Knee Flat Heel Boots

    Get ready for the cooler months in these adorable over the knee flat heel boots! They feature a smooth faux suede material and a tie back detail. Pair these chic boots with a sweater dress for that total fall vibe.

    Fit & Features

    • Over the knee design
    • Almond toe
    • Flat heel and sole
    • Inner zipper closure
    • Faux suede material
    • Tie back detail

     

    Boot runs small. Size a half size up.

    Style Number/Barcode: 07402-0202

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Such A Chic Vibe Faux Leather Sneakers

    These adorable faux leather sneakers have such a chic vibe! They feature a lace-up front with a thick sole and a PU material. Pair these cute sneaks with medium wash denim for the perfect everyday 'fit.

    Fit & Features

    • Rounded toe
    • Lace-up front
    • Thick sole
    • PU material


    Please be advised that these sneakers run 1 size too small.

    Style Number/Barcode: 07407-0175

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wrapped In Style Faux Nubuck Block Heels

    Get wrapped in style with these chic heels that dress up all your best outfits! The heels feature an open back, wrap-around straps, an open square toe, a wide strap over the toe, and a narrow block heel. Complete look with a wrap mini dress and laritat necklace. 

    Fit & Features

    • Open back
    • Single strap over the back of the ankle
    • Wrap-around straps
    • Open square toe
    • Wide strap over the toe
    • Narrow block heel 
    • Faux nubuck material  

     

    Please be advised that these heels run small, purchase one size up. 

    Style Number/Barcode: 07401-2438

    Category Name: 2026 Fall Outfit Trends

    Price: $16.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Distressed Denim Block Heel Booties

    Add an edge to your outfit with denim booties that keep your look on point. The booties feature a mid-calf length, a distressed detailing, a denim fabric body, a peep toe, and a stacked block heel. Complete your look with a mini skirt and crop top. 

    Fit & Features

    • Mid-calf length 
    • Denim fabric body
    • Distressed detailing
    • Peep toe
    • Stacked block heel

    Style Number/Barcode: 07403-0381

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Faux Croc Embossed Purse

    Add this essential purse for your chic every day look! The purse features a trendy faux croc-embossed design, a top zipper closure, and a shoulder strap. Complete look with a bodysuit and high waist jeans. 

    Fit & Features

    • Croc-embossed design
    • Top zipper closure
    • Small rectangular body
    • Shoulder strap 
    • Faux leather material

    Style Number/Barcode: 07203-0384

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Untamed and Fierce Faux Nubuck Block Heels

    Keep it fierce in heels that let you unleash your inner fashionista. The heels feature an adjustable ankle strap, a trendy narrow block heel, an open square toe with a single strap over the toe. Complete your trendsetting look with a bodycon dress and a cropped blazer. 

    Fit & Features

    • Adjustable ankle strap
    • Closed-back 
    • Open square toe
    • Single strap over the toe
    • Narrow block heel 
    • Faux Nubuck material 
    • Available in Leopard print and Natural 

    Style Number/Barcode: 07401-2442

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Plaid Suspender Mini Skirt

    Give your 'fit a sassy vibe in this plaid suspender mini skirt! It features spaghetti straps, a sultry side slit and a form-hugging style to enhance your curves. Pair this skirt with a fitted long sleeve bodysuit for an overall gorgeous look.

    Fit & Features

    • Spaghetti straps
    • High waist
    • Short, form-hugging fit
    • Side slit
    • Plaid woven fabric
    • Moderate stretch

    Style Number/Barcode: 06401-0257

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The One Basic One Shoulder Ribbed Mini Dress

    This ribbed dress is the one that you can't live without! Dress up this beauty with duster earrings and mules for a glam night out outfit. The dress features a one-shoulder neckline, a ruched mini length silhouette, and composed of a ribbed knit fabric. 

    Fit & Features

    • Sleeveless bodice
    • One-shoulder neckline
    • Ruched body
    • Mini length silhouette
    • Ribbed knit fabric
    • Form hugging fit

    Style Number/Barcode: 05102-0997

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic In Plaid Knit Mini Skirt

    Get a chic look in pretty plaid in this must-have mini skirt for fall! It features a curve-hugging silhouette with a trendy side slit. Pair this skirt with a bodysuit and strappy heels for a go-to casual date night look.

    Fit & Features

    • High rise waist
    • Short, form-hugging fit
    • Side slit
    • Allover plaid print
    • Knit fabric

    Style Number/Barcode: 06501-0311

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Get On-Trend Long Sleeve Romper

    Make sure you are the trendiest member of your squad in this must-have romper! It features long fitted sleeves and an overall curve-hugging silhouette. Add on some chunky sneakers and chic shades for a comfy look you can wear lounging and out and about.

    Fit & Features

    • Scoop neckline
    • Long fitted sleeves
    • Form-hugging fit
    • Shorts hit mid-thigh
    • Knit fabric

    Style Number/Barcode: 06503-0181

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lace-Up Faux Suede Over The Knee Boots

    Give your 'fit a trendy vibe in these faux suede over the knee boots! They feature an adorable side lace-up detail, an inner zipper closure, and a low heel. Pair these boots with your fave cozy sweater dress for a must-have date night look.

    Fit & Features

    • Over the knee design
    • Round toe
    • Low heel
    • Inner zipper closure
    • Side lace-up detail
    • Faux suede material

     

    Please be advised that these boots run small. Fit model recommends one size up.

    Style Number/Barcode: 07402-0204

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Effortlessly Edgy Block Heel Booties

    Get an effortlessly edgy look in these faux nubuck block heel booties! They feature an ankle-high design with a chunky lug sole and a tall, sturdy block heel. Pair these booties with dark wash skinny jeans and an oversized sweater for major fall vibes.

    Fit & Features

    • Ankle-high design
    • Round toe
    • Inner zipper closure
    • Lug sole
    • Block heel
    • Faux nubuck material
    • Partial elastic detail at ankle

    Style Number/Barcode: 07403-0386

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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
  • On That Basic Open Back Sleeveless Catsuit

    Channel those basic vibes in a catsuit that can be dressed up for a casual day out. The catsuit features a sleeveless square neckline, spaghetti straps, and a partially open back. The relaxed fit bodice leads to a skinny leg fit with a tapered hem. Style your catsuit with chunky sneakers for a casual low-key outfit.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Partially open back 
    • Skinny leg fit with a tapered hem
    • Smooth knit fabric,
    • Form-hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0464

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish And Chic Stiletto Booties

    Stylish and oh-so-chic, these stiletto booties are a must-have for a night out with the girls! They feature an open toe design with a sexy stiletto heel. Pair these booties with a curve-hugging bodycon dress for a gorgeous look from head to toe.

    Fit & Features

    • Open toe
    • Dual front cut outs
    • Sleek stiletto heel
    • Back zipper closure
    • Above the ankle height
    • Faux nubuck material

    Style Number/Barcode: 07403-0382

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Twist Back Ribbed Knit Midi Sweater Dress

    Keep your look on point and trendy in this chic twist back knit sweater dress! Featuring a partially open back and a mid-length, curve-hugging silhouette, this dress is perfect for the fall season. Dress it up with statement earrings for a cute fall date night.

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Open back with twist back detail
    • Mid-length silhouette
    • Form-hugging fit
    • Ribbed sweater knit fabric

    Style Number/Barcode: 06005-0846

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Cozy Vibes Duster

    Get major cozy vibes in this adorable flowy duster! It features long fitted sleeves, a mid-length flowy fit and a textured knit fabric. Complete your loungewear look with chic slides for the ultimate stay at home 'fit.

    Shop Matching Top: Major Cozy Vibes Cropped Tank

    Shop Matching Bottoms: Major Cozy Vibes Wide Leg Pants

    Fit & Features

    • Long fitted sleeves
    • Mid-length hem
    • Flowy, relaxed fit
    • Textured knit fabric

    Style Number/Barcode: 06202-0117

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Give Me Space Knot Hem Tee

    You need space, girl! Let this tee do the speaking for you. The tee features a crew neckline, short sleeves, and a graphic that reads: " If You Can Read This You Are Too Close". The sassy knot hem styles well with high rise biker shorts! 

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Lettered graphic 
    • Cropped knot hem 
    • Jersey knit fabric
    • Relaxed fit, moderate stretch 

    Style Number/Barcode: 06002-0635

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Cozy Vibes Cropped Tank

    Get major cozy vibes in this adorable cropped tank! It features a flattering scoop neckline, a majorly cropped hem and a textured knit fabric. Complete your loungewear look with chic slides for the ultimate stay at home 'fit.

    Shop Matching Duster: Major Cozy Vibes Duster

    Shop Matching Bottoms: Major Cozy Vibes Wide Leg Pants

    Fit & Features

    • Tank-like shoulder straps
    • Scoop neckline
    • Cropped hem
    • Form-hugging fit
    • Textured knit fabric

    Style Number/Barcode: 06001-2938

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clearly Chic Lucite Block Heels

    Clearly stay on trend in heels that keep your looks stylish and chic. The heels feature an adjustable ankle strap, an open almond toe with clear strap, and a lucite block heel. Complete your look with a chic sweater dress and duster earrings. 

    Fit & Features 

    • Adjustable clear ankle strap
    • Clear strap at the heel
    • Open almond toe with clear strap
    • Lucite block heel
    • Faux patent leather sole

    Style Number/Barcode: 07401-2388

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale