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.

  • Fancy Me Satin Mesh Ruche Bustier

    Fancy yourself in this satin bustier perfect for dressing up your favorite pants or skirts! The bustier top features a sweetheart neck, adjustable spaghetti straps, a mesh-lined built-in padded bust with underwire support, side-lined mesh panels, flexible boning inserts, and a cropped hem and a back zipper closure. Complete the look in best-selling bottoms for a birthday dinner or date night!

    Fit & Features

    • Sleeveless sweetheart neck
    • Adjustable spaghetti straps
    • Mesh-lined built-in padded bust, underwire
    • Side-lined mesh panels, flexible boning inserts, cropped hem
    • Back zipper and hook-eye closure
    • Lined satin fabric
    • Runs true to size

    Style Number/Barcode: 06003-2277

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Babe On The Go Mini Satchel Bag

    You're a stylish babe on the go, so you need a cute mini satchel bag to hold your essentials and match your fab 'fits! This bag features a trendy textured bubbled exterior design, a convenient top zipper closure revealing a spacious interior, two top handle straps, and a thin chain-link shoulder strap that you can attach to convert the bag to a crossbody. Pair this mini satchel with hoop earrings and strappy mules for a city-chic vibe.

    Fit & Features

    • Textured bubbled exterior design
    • Top zipper closure
    • Spacious interior
    • Two top handle straps
    • Attachable chain-link shoulder strap, lobster clasps
    • PVC material

    Style Number/Barcode: 07203-1938

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Winter Chic Mock Neck Long Sleeve Skater Dress

    This chic short skater dress will elevate your casual winter looks! It features a mock neckline, long fitted sleeves, a high waist, a short-length hem, and an adorable fit and flare skater silhouette. The ribbed knit fabric offers plenty of stretch. Style this short dress with over-the-knee boots and hoop earrings for a coffee date!

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • High waist seam
    • Short-length hem
    • Skater silhouette
    • Lined ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5445

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Preppy Posh Strapless A-Line Pleated Mini Dress

    Look fabulously mod with this strapless mini dress! Made from smooth woven fabric, discover a next-level fashionista vibe in this dress featuring an A-line silhouette, belt loop accents along the waist, and a pleated mini-length hem for added flair. Complete the look in a blazer for weekend plans!

    Fit & Features

    • Strapless neckline
    • A-line silhouette
    • Belt loop accents along the waist
    • Pleated mini-length hem
    • Smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5444

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The 90s Are Calling Denim Strapless Mini Dress

    This denim mini dress celebrates the fashion of the 90s! The short dress creates a timeless classic look with its strapless neckline, button closure, belt loop accents, and skirt seam detailing to make a bold statement and flattering bodycon silhouette. Complete the look with on-trend chunky platform heels for a party!

    Fit & Features

    • Strapless neckline
    • Button closure, side zipper, belt loop accents
    • Skirt seam detailing
    • Bodycon silhouette
    • Mini-length hem
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5442

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Button Up Babe Denim Strapless Mini Dress

    Look and feel like a total babe in this denim mini dress at concerts or parties! The short dress features a sweetheart neckline, bust seam detailing, a trendy asymmetrical button front design, a flattering bodycon silhouette, and a mini-length hem. Complete the look with a mini handbag.

    Fit & Features

    • Strapless sweetheart neckline
    • Bust seam detailing
    • Back zipper closure
    • Asymmetrical button front design
    • Bodycon silhouette, mini-length hem
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05102-5443

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $62.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cadet Cutie Cargo Pocket Mini Dress

    Rise up in rank looking cute in this mini dress! The short dress features a sweetheart neckline, adjustable spaghetti straps, cargo-flap pockets along the bust, snap-button down closures, belt loop accents and side pockets, and a flattering bodycon silhouette. Complete the look in sleek hoop earrings for a day out with the girls!

    Fit & Features

    • Sleeveless sweetheart neckline, adjustable spaghetti straps
    • Cargo-flap pockets along the bust
    • Snap-button down closures
    • Belt loop accents, side pockets
    • Bodycon silhouette, mini-length hem
    • Texture woven fabric, minimal stretch
    • Runs small, recommend to size up

    Style Number/Barcode: 05102-5441

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready To Go PVC Clear Crossbody Bag

    Style this PVC clear crossbody bag and go on your next adventure! The bag features an adjustable and detachable strap, faux leather trim, a top zipper closure, and a spacious interior for keeping your essentials in. Perfect for concerts, festivals, or a day out adventuring! Complete the look in a trendy baseball cap.

    Fit & Features

    • Adjustable and detachable strap
    • Faux leather trim
    • Top zipper closure
    • Spacious interior
    • Clear PVC material

    Style Number/Barcode: 07203-1935

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wild Thing Chiffon Zebra Print Blouse

    Look chic and make heads turn with this sensational chiffon zebra print blouse! The top features sheer peasant long sleeves with buttoned cuffs, a V-neckline, front button closures with pleating, and a flirty ruffled trim crop hem. Style with faux leather bottoms for dinner and drinks downtown!

    Fit & Features

    • Sheer peasant long sleeves, buttoned cuffs
    • V-neckline
    • Front button closures, pleating
    • Ruffled trim crop hem
    • Zebra print
    • Chiffon fabric, partial sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 06003-2269

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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
  • Endless Possibility Surplice Crop Blouse

    This cropped blouse has endless styling possibilities with your favorite bottoms! It features peasant long sleeves with button cuffs, a lapel collar V-neckline, front flap pockets, a surplice bodice, and an elasticized crop hem on texture lightweight woven fabric. Complete the look in sleek high-rise pants for a casual meeting or dinner party! 

    Fit & Features

    • Peasant long sleeves, button cuffs
    • Lapel collar V-neckline
    • Front flap pockets
    • Surplice bodice
    • Elasticized crop hem
    • Texture lightweight woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2271

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • 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
  • Edgy Attitude Faux Leather Under-The-Knee Boots

    These chic faux leather under-the-knee boots will give your outfits an edgy attitude you'll love. They feature an under-the-knee design with asymmetric stitching and trendy studded accents, buckle straps at the ankle, an inner zipper closure for easy on-and-off styling, a round-shaped toe, and a tall block heel. Style with a mini dress and an oversized blazer!

    Fit & Features

    • Under-the-knee design, pull tabs
    • Asymmetric stitching, studded accents
    • Buckle straps at the ankle
    • Inner zipper closure
    • Round toe, tall block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0968

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tough Girl Chic Platform Combat Lug Booties

    You'll be looking tough girl chic all season in these faux leather combat booties perfect for adventures downtown or concerts! These boots are designed with a round toe and lace-up placket for a classic combat style and a platform lug sole and block heel provide both style and stability, making these boots perfect for all-day wear. Elevate your style game with these fierce and functional booties by pairing them with an edgy crop jacket.

    Fit & Features

    • 3" Block heel
    • Inner zipper closure
    • Lace-up
    • Round toe
    • Platform lug sole
    • Runs true to size

    Style Number/Barcode: 07403-1721

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seasonal Style High-Rise Midi Skirt

    Step aside jeans, this midi skirt is here on rotation! It features a high-rise elasticized waistband, a flattering bodycon silhouette, and a midi-length hem on ribbed knit fabric with plenty of stretch. Complete the look with a fab mini handbag for a coffee date or dinner with friends!

    Fit & Features

    • High-rise elasticized waistband
    • Bodycon silhouette
    • Midi-length hem
    • Ribbed knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0944

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Perfect Dainty Layered Circle Charm Necklace

    This dainty necklace features two interlocking circle charms and a lobster clasp closure on a layered chain link, making it an exquisite addition to any jewelry collection. Complete the look in a cute sweater and jeans!

    Fit & Features

    • Dainty layered chain link
    • Interlocking circle charms
    • Lobster clasp closure

    Style Number/Barcode: 07002-1643

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Dare To Be Bold Faux Leather Over-The-Knee Boots

    Dare to be bold with these sleek faux leather over-the-knee boots that are sure to create a fiery 'fit. They feature an over-the-knee height, a pointed toe, an inner zipper closure for easy on-and-off styling, and a stiletto heel. Pair these faux leather boots with an LBD and gold jewelry for a cool night-out vibe.

    Fit & Features

    • Over-the-knee height, back slit
    • Pointed toe
    • Inner zipper closure
    • Stiletto heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0966

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Take A Walk Patent Block Heel Booties

    Take a walk on the stylish side in these patent leather booties! They feature a sleek square toe, inner zipper closure, a short block heel, and an ankle-length shaft height. Complete the look with a trendy coat for grabbing coffee downtown!

    Fit & Features

    • Square toe
    • Inner zipper closure
    • Block heel
    • Ankle-length shaft height
    • Patent leather material

    Style Number/Barcode: 07403-1720

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Heat Up The Night Over-The-Knee Stiletto Boots

    These over-the-knee stiletto boots will heat up the night and create a fiery going-out look! They feature an over-the-knee height with a fitted silhouette, a pointed toe, a sleek stiletto heel, an inner zipper closure for easy on-and-off wear, and a top tie-back design. Pair these fabulous over-the-knee boots with a little black dress and gold jewelry!

    Fit & Features

    • Over-the-knee height
    • Pointed toe
    • Stiletto heel
    • Inner zipper closure
    • Top tie-back design
    • Faux microsuede material
    • Runs true to size

    Style Number/Barcode: 07402-0965

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Beyond Precious V-Neck Ruffle Babydoll Dress

    You'll be looking beyond precious in this babydoll dress - the perfect summer staple!  The ruffle trim shoulder straps and v-neckline create a delicate and alluring look, while the ruffled babydoll silhouette and side pockets add a touch of playful charm to the short-length hem. Complete the look in trendy sandals.

    Fit & Features

    • Woven fabric, bust lining, no stretch
    • Ruffle trim shoulder straps
    • V-neckline
    • Ruffle babydoll silhouette
    • Side pockets
    • Runs true to size

    Style Number/Barcode: 05102-5422

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning Allure Lace And Faux Leather Bodysuit

    This sultry sheer lace and faux leather bodysuit will give off a stunning allure and create a snatched silhouette! It features a sleeveless sweetheart neckline with a structured padded bust, adjustable spaghetti straps for a customized fit, sheer lace panels down each side for a sultry flair, a thong-cut bottom with a snap button closure, and a form-hugging fit. The sleek faux leather fabric has a chic sheen. Style this bodysuit with high-rise jeans and clear heel mules!

    Fit & Features

    • Sleeveless sweetheart neckline, structured padded bust
    • Adjustable spaghetti straps
    • Sheer lace side panels, eyelash lace trim
    • Thong-cut bottom, dual snap button closure
    • Form-hugging fit
    • Faux leather fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-5030

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Miss Independent Over-The-Knee Boots

    Are you ready to become Miss Independent? These over-the-knee boots feature an almond toe and thin block heel, an inner zipper closure, and over-the-knee shaft length, you'll not only look stunningly fashionable, but powerfully confident. Complete the look in a chic sweater mini dress for the perfect autumn outfit!

    Fit & Features

    • Almond toe
    • Inner zipper closure
    • Thin block heel
    • Over-the-knee shaft length
    • Runs true to size

    Style Number/Barcode: 07402-0967

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Like A Charm Dainty Lariat Necklace

    This dainty necklace works like a charm with every outfit! It features a lariat-style design on a chain link with coin charms and a lobster clasp closure. Complete the look with bangle bracelets for a dance party!

    Fit & Features

    • Dainty lariat-style design
    • Chain link
    • Coin charms
    • Lobster clasp closure

    Style Number/Barcode: 07002-1642

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classic High-Rise Straight-Leg Boyfriend Jeans

    This classic pair of straight-leg boyfriend jeans will become your new favorite staple. They feature a high-rise waist, a trendy boyfriend-style design with a snug fit at the waist and a straight-leg silhouette, a chic clean denim design, and front button-down closures. The cotton-blend denim fabric has minimal stretch. Style these jeans for every day with a cropped sweater and ankle booties or a crop top and mules!

    Fit & Features

    • High-rise waist
    • Boyfriend-style straight-leg silhouette
    • Clean denim design
    • Five-pocket and belt loop design
    • Top front button, hidden front button-down closures
    • Cotton-blend denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0481

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale