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.

  • Fiercely Bold Dragon Graphic Mini Dress

    Keep it fiercely bold with a mini dress that slays! The dress features a V-neckline, slashed detailing, an image of a dragon, text that reads: "Free Soul", long sleeves, and a mini-length silhouette. The dress is composed of a cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a moto jacket and booties.  

    Fit & Features

    • V-neckline
    • Slashed distressing 
    • Image of dragon 
    • "Free Soul" in black text
    • Long sleeves
    • Mini length silhouette
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1048

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • That's A Wrap Faux Leather Mini Skirt

    Get wrapped in this cute mini skirt that slays! The skirt features a high-rise waist, ruching, and a mini length with a wrap-style hem. The skirt is composed of a lined faux leather fabric that offers a form hugging fit with a moderate stretch. Complete look with a bustier and heels. 

    Fit & Features

    • High rise waist
    • Ruching
    • Mini length 
    • Wrap-style hem
    • Faux leather fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0373

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Good Instinct Snake Envelope Crossbody

    Your fashion instincts must be sharp with this snake crossbody! It features an envelope shape with a magnet snap closure and one interior pocket and a chainlink strap. Complete your look with booties.

    Fit & Features

    • Snake pattern, faux leather
    • Envelope shape
    • Magnet snap closure
    • Chainlink strap
    • One interior pocket

    Style Number/Barcode: 07203-0893

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Keeping It Chic Cutout Top

    Keep it chic with a crop that impresses with bold details! The top features a mock neck, a cutout at the bust, and long sleeves. The top is composed of a cotton knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a mini skirt. 

    Fit & Features

    • Mock neck 
    • Cutout at the bust
    • Long sleeves
    • Cotton knit fabric
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3732

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Folk Faux Suede Cutout Top

    Achieve stylish western vibes in this faux suede top! Featuring long sleeves, a mock neck, and a front cut out on a cropped hem. Complete the look with a chic faux leather skirt.

    Fit & Features

    • Long sleeves
    • Mock neck
    • Front cut out
    • Cropped hem
    • Faux suede fabric, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06001-3740

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Brave And Bold Dragon Lace Up Crop Top

    Keep it brave and bold with a crop top that showcases your one-of-a-kind style! The crop top features a mock neck, an image of two dragons facing one another with "Brave" written at the bottom, long sleeves, and an open back with lace-up ties. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with high waist shorts. 

    Fit & Features

    • Mock neck 
    • Image of two dragons
    • "Brave" written at the bottom
    • Long sleeves
    • Open back, lace-up ties
    • Ribbed knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06002-1041

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Trendy Vibe One-Shoulder Bodysuit

    Showcase a trendy vibe with this chic one-shoulder bodysuit. It features a single long fitted sleeve, a thong bottom with a dual snap button closure, and a form-hugging fit. Style this bodysuit with faux leather pants and clear mules.

    Fit & Features

    • One-shoulder neckline
    • Single long fitted sleeve
    • Thong bottom, dual snap button closure
    • Form-hugging fit
    • Cotton fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1037

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Color Block Bodycon Mini Dress

    This chic bodycon mini dress will stylishly elevate your night-out look. It features a V-neckline with a wrap-front bodice, long fitted sleeves, a high waist seam, a short, form-hugging silhouette, and an on-trend color block design. Complete the outfit with clear heels.

    Fit & Features

    • V-neckline, wrap-front bodice
    • Long fitted sleeves
    • High waist seam
    • Mini-length, form-fitting silhouette
    • Color block design
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05101-1346

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $37.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lug It Faux Leather Booties

    What's not to love about these faux leather booties? They feature an almond toe, lace-up on the front, block heel, side zipper, and lug sole platform. Style them with a denim jacket and hoops. 

    Fit & Features

    • Almond toe
    • Front lace-up
    • Block heel
    • Side zipper 
    • Faux leather material
    • Lug sole platform
    • Runs true to size

    Style Number/Barcode: 07403-1412

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Captivating Charm Statement Earrings

    Bring the captivating charm with these embellished statement earrings. They feature a thin linear post with a cascading attached snake charm. The earrings showcase all-over mini rhinestone embellishment. Style these earrings with a sleek clutch.

    Fit & Features

    • Linear post
    • Attached snake charm
    • Rhinestone embellishment
    • Post-back closure


    Earrings are final sale and may not be returned or exchanged.

    Style Number/Barcode: 07001-1085

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Heights Lace-Up Lug Booties

    Take your style to new heights in these lace-up booties! They feature an almond toe, a lace-up front, side zipper, block heel, and lug sole platform. Complete the look with faux leather pants.

    Fit & Features

    • Almond toe design
    • Lace-up front
    • Block heel
    • Lug sole platform
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1413

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Fashion Faux Suede Stacked Heel Boots

    Fashion meets chic in these faux suede boots perfect for adding to your rotation! They feature a pointed toe, stacked block heel, side zipper, and a knee-length fit on faux suede material. Complete your look in a trendy denim jacket.

    Fit & Features

    • Pointed toe
    • Stacked block heel
    • Side zipper
    • Knee-length fit
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-0743

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Essential Chic Over-The-Knee Boots

    These chic faux suede boots are a winter style essential! They feature a trendy over-the-knee design with a tie-back detail, a round toe, a partial inner zipper closure, and a block heel. Pair these boots with a mini dress and a faux leather jacket.

    Fit & Features

    • Over-the-knee design
    • Tie-back detail
    • Round toe
    • Inner zipper closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0746

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Staple Block Heel Booties

    These block heel booties will be a chic staple in your closet this season. They feature a pointed toe, trendy V-shaped cutouts on each side, a back zipper closure, and a block heel. Style these booties with a Panama hat and a cute crossbody purse.

    Fit & Features

    • Pointed toe
    • Side V-shaped cutouts
    • Back zipper closure
    • Block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1408

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Made For Walkin' Knee High Boots

    Take stylish steps in these knee-high boots for the perf chic look. Featuring a pointy toe, stacked block heel, side zipper, and elasticized inserts for easy on/off. The boots are composed of faux leather material. Complete your city-chic look in a sweater dress and beret.

    Fit & Features

    • Pointy toe
    • Stacked block heel
    • Side zipper, elasticized inserts
    • Knee-high length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0745

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Cozy Sherpa Detailed Boots

    Get a chic and cozy style this season with these faux suede boots that will totally elevate your look! They feature a below-the-knee design, a subtly pointed toe, a partial inner zipper closure, a faux sherpa trim, and a block heel and lug sole. Style these boots with a sweater dress.

    Fit & Features

    • Below-the-knee design
    • Pointed toe
    • Inner zipper closure
    • Faux sherpa trim
    • Block heel, lug sole
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0742

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simple And Elevated Faux Leather Booties

    These simple sleek faux leather booties will elevate your looks! They feature a pointed toe, an inner zipper closure, an ankle-high design, and a low stacked block heel. Style these booties with a cute shoulder bag.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Ankle-high design
    • Low stacked block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-1410

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring It Back Faux Suede Booties

    Bring it back to basics with fab booties that complete your layered outfits! The booties feature an around the ankle fit, an inner zipper closure, a pointed toe, and a low block heel. The booties are composed of a faux suede material. Complete look with a knit sweater and skinny jeans.

    Fit & Features

    • Around the ankle fit
    • Inner zipper closure
    • Pointed toe
    • Low block heel
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07403-1409

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simply Stylish Faux Suede Booties

    These simple yet stylish faux suede booties are a fall and winter essential! They feature a pointed toe, an ankle-high design, an inner zipper closure, and a short block heel for comfortable wear. Pair these booties with a sweater dress and a cute Panama hat.

    Fit & Features

    • Pointed toe
    • Ankle-high design
    • Inner zipper closure
    • Short block heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1406

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $31.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Glam Swag Rhinestone Layered Necklace

    Showcase your edgy-glam style in this layered necklace! It features two layers including a chain-link and rhinestone drop on a dainty chain. Compliment your look with a chic bodysuit.

    Fit & Features

    • Two layers
    • One chain-link
    • One dainty chain with rhinestone drop
    • Lobster clasp closure

    Style Number/Barcode: 07002-1031

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Sleek And Elevated Stiletto Booties

    These sleek stiletto booties will elevate your looks this season! They feature a pointed toe, an inner zipper closure, an ankle-high design, and a thin stiletto heel. Style these booties with a trendy shoulder bag.

    Fit & Features

    • Pointed toe
    • Inner zipper closure
    • Ankle-high design
    • Stiletto heel
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-1404

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $33.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek & Chic Faux Leather Paperbag Shorts

    Step out in these faux leather shorts for any daytime outing! They feature a high-rise paper bag waist with a self-tie belt, a 4-pocket design, short-length hem. Complete your look with a bodysuit.

    Fit & Features

    • High-rise paper bag waist
    • Self-tie belt, hidden zipper closure
    • 4-pocket design
    • Short-length hem
    • Faux leather fabric
    • Fits true to size

    Style Number/Barcode: 06403-0195

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cutie Spotted Leopard Pom Beanie

    Look and feel cute in this leopard beanie featuring a pom on the top and a ribbed, foldable cuff. Complete the look with a cozy sweater and leggings.

    Fit & Features

    • Leopard pattern
    • Pom on the top
    • Ribbed, foldable cuff
    • Knit fabric

    Style Number/Barcode: 07302-0439

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free