2026 Fall Outfit Trends

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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.

  • Only View One Shoulder Sweater Dress

    You're the best view around in this one-shoulder dress! It features a sleeveless bodice, a single strap, cutouts along the waist, a bodycon silhouette, and a side slit midi hem. Complete the look in hoop earrings and heels.

    Fit & Features

    • Sleeveless, one-shoulder, single strap
    • Cutouts along the waist
    • Side slit
    • Bodycon silhouette
    • Midi hem 
    • Sweater rib-knit fabric
    • Fits true to size

    Style Number/Barcode: 06005-1489

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Single Scoop Strappy Back Midi Dress

    Serve up a single scoop of you in this sultry midi dress for cocktail hour! It features a sleek, sleeveless, scoop neck, spaghetti straps, bodycon silhouette, and a strappy open back. Complete the look in glitzy earrings.

    Fit & Features

    • Sleeveless, scoop neck, spaghetti straps
    • Strappy open-back detail
    • Bodycon silhouette
    • Midi-length hem
    • Slinky knit fabric, knit lining, moderate stretch
    • Fits true to size

    Style Number/Barcode: 05101-1317

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cause A Scene Bodycon Mini Skirt

    Show off your form-fitting style in this mini skirt! The short skirt features a sleek high-rise waist, flattering bodycon silhouette, a fitted mini-length hem, and smooth knit fabric with an eye-catching sheen. For striking looks that turn heads, complete the look with a blazer for an evening downtown! 

    Fit & Features

    • High-rise elasticized waist
    • Bodycon silhouette
    • Fitted mini-length hem
    • Smooth knit fabric, sheen effect
    • Plenty of stretch
    • Runs true to size

      Style Number/Barcode: 06501-0912

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $19.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Supportive Sheer Stockings

      Keep it classy and add some stockings to your look! This pair of support stockings are designed to keep you firm with lifting and toning support all while keeping a natural look. Complete the look in a chic mini skirt and boots.

      Fit & Features

      • Supportive high-rise waist
      • Firm, lifts, and tones
      • Natural look
      • Soft and comfortable

       

      Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

      Style Number/Barcode: 07306-0042

      Category Name: 2026 Fall Outfit Trends

      Price: $10.90

      Availability: In Stock

      Available Color: BLACK

      Available Size: NS

    • Fashion Muse Faux Leather Under The Knee Boots

      Step up as a fashion muse in these faux leather boots! The under-the-knee boots feature a sleek pointed-toe, inner zipper closure, a block heel, and a croc pattern on sleek faux leather material. Complete the look with a trendy shoulder bag for an everyday style!

      Fit & Features

      • Pointed-toe
      • Inner zipper closure
      • Block heel
      • Under-the-knee shaft length
      • Croc pattern
      • Faux leather material
      • Runs true to size

      Style Number/Barcode: 07402-0912

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $45.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Stylish And Sculpted Bandage Midi Skirt

      This chic bandage midi skirt will create a stylish and sculpted look to show off your silhouette! It features a high-rise waist, a hidden back zipper, a midi-length hem, and a bodycon fit to put your gorgeous curves on display. The structured and stretchy bandage knit fabric offers a smooth figure-flattering fit. Style this midi skirt with a corset top and clear heel mules for happy hour!

      Fit & Features

      • High-rise waist
      • Hidden back zipper, hook and eye closure
      • Midi-length hem
      • Bodycon silhouette
      • Bandage knit fabric, smooth and sculpted look
      • Plenty of stretch
      • Runs true to size

      Style Number/Barcode: 06501-0911

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Clara Must Have Distressed Skinny Jeans
      Oasis by Eunina


      These must have Clara distressed skinny jeans will become your new fave pair! They feature a high rise waist, the traditional five pocket and belt loop design, a hidden zipper and front button closure, destructed detailing at the knees, and a skinny leg fit. The light wash jeans are composed of a denim fabric that offers a form-fitting style with moderate stretch.

      Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

      Style Number/Barcode: 06602-1690

      Category Name: 2026 Fall Outfit Trends

      Price: $4.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Major Rockstar Lace-Up Cropped Tank

      Bring those rocker-chic vibes to your night-out look with this trendy graphic tank! It features a sleeveless scoop neckline, a sultry lace-up front, a center wings graphic with the script "Rockstar," and a cropped, form-hugging fit. Style this tank with a faux leather mini skirt and booties.

      Fit & Features

      • Sleeveless scoop neckline
      • Lace-up front, tie at the hem
      • Center wings graphic with the script "Rockstar"
      • Cropped, form-hugging fit
      • Cotton fabric
      • Runs true to size

      Style Number/Barcode: 06002-0947

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Trend Alert Corduroy Puffer Jacket

      Achieve the stylish status of fab trendsetter with this corduroy puffer! The jacket features a mock neckline, long sleeves, a complete button-down and zip front, front pockets, and adjustable drawstrings at the hem. The jacket is composed of corduroy fabric with a smooth lining and offers a relaxed fit for a casual-chic look. Style this puffer with cute booties.

      Fit & Features

      • Mock neckline
      • Long sleeves, elastic-cinched hems
      • Button-down and zip front
      • Front lined pockets
      • Adjustable drawstrings at the hem
      • Corduroy fabric, smooth lining, minimal stretch, relaxed fit
      • Runs true to size

      Style Number/Barcode: 06201-0247

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $42.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Bow Three-Pack Claw Hair Clips

      Add a new level of cute to your updo in this three-pack set of bow claw hair clips! Complete the look in a chic shoulder bag.

      Fit & Features

      • Three-pack set
      • Bow-designed claw clips
      • Various colors

      Style Number/Barcode: 07006-0293

      Category Name: 2026 Fall Outfit Trends

      Price: $3.97 $9.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Trendy Twist-Front Ribbed Knit Crop Top

      Stay on trend this fall with this elevated basic! The crop top features long fitted sleeves, a deep V-neckline with a twist-front design, and a cropped, form-hugging fit. Style with high-rise denim and booties.

      Fit & Features

      • Long fitted sleeves
      • V-neckline
      • Twist-front
      • Cropped, form-hugging fit
      • Ribbed knit fabric, plenty of stretch
      • Runs true to size

      Style Number/Barcode: 06001-4470

      Category Name: 2026 Fall Outfit Trends

      Price: $11.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Time To Slay Moto Jacket
      It's your time to slay in this fiercely on trend moto jacket! It features a collar with black stud detailing, an asymmetric zip front with zipper detailing along the sides, a front buttoned pocket, long sleeves, and a belted waist. The faux leather jacket features a chic all over snake print.

      Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.

      Style Number/Barcode: 06204-0015

      Category Name: 2026 Fall Outfit Trends

      Price: $18.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Luxe Square Rhinestone Choker

      Shine with a luxe choker that makes a glam statement! The choker features a single row of rhinestones set in a square design. Complete your look with a midi dress and clear heels

      Fit & Features

      • Single row
      • Rhinestones
      • Square design 

      Style Number/Barcode: 07002-0430

      Category Name: 2026 Fall Outfit Trends

      Price: $5.97 $12.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Flowy Floral Woven Midi Dress

      Create an effortlessly pretty look in this floral woven midi dress! It features a trendy tie front detail and a flattering flowy mid-length silhouette. Pair the dress with block heels and gold hoops for the perfect date night outfit.

      Fit & Features

      • V neckline
      • Tie front detail
      • Three-quarter length flowy sleeves
      • Front waist cut out
      • Mid-length flowy fit
      • Floral printed woven fabric

       

      Model is 5'7" with a 32.5" bust, 24" waist and 34" hips. She is wearing a size small.

      Style Number/Barcode: 05102-0962

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Lookin' Trendy Ruched Crop Top

      You'll be lookin' trendy and chic in this ruched off-the-shoulder crop top! It features a sweetheart neckline with padded cups, long sheer fitted sleeves with ruched detailing, a front adjustable drawstring, and a cropped, form-hugging fit with all-over ruching. Style this top with a mini skirt and clear heels.

      Fit & Features

      • Off-the-shoulder sweetheart neckline
      • Padded cups
      • Long sheer fitted sleeves, ruched detailing
      • Front adjustable drawstring
      • Cropped, form-hugging fit, all-over ruching
      • Sheer knit fabric, knit lining, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06001-3853

      Category Name: 2026 Fall Outfit Trends

      Price: $13.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Croc Embossed Envelope Clutch

      Style up your chic 'fit with this trendy croc embossed envelope clutch! It features a foldover design with a chain tassel accent and an included faux leather and chain link shoulder strap to convert it to a crossbody. Pair this purse with a sleek bodysuit and high waist pants for an elevated look.

      Fit & Features

      • Foldover design
      • Faux leather and chain link top detail leading to metal tassel accent
      • Included faux leather and chain link shoulder strap
      • Croc embossed faux leather material

      Style Number/Barcode: 07203-0696

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $25.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Oh Cabby Days Faux Leather Hat

      It's always a happy day when you've got a trendy hat on! This cabby hat features a faux leather brim for a unique contrast, double-row braided trim, and button details. Cabby hat is composed of a canvas-like material. Complete look with a sweater and high waist jeans.

      Fit & Features

      • Traditional cabby design
      • Faux leather brim
      • Double-row braided trim
      • Buttons
      • Canvas material

      Style Number/Barcode: 07302-0374

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $15.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Pretty In Ombre Rib Knit Sweater

      Color yourself in this pretty ombre rib knit sweater featuring long sleeves, ribbed cuffs and crew neck, and an oversized silhouette. Complete the look in straight-leg jeans for a casual coffee date!

      Fit & Features

      • Long sleeves
      • Ribbed cuffs and crew neck
      • Oversized silhouette
      • Ombre pattern
      • Rib-knit design
      • Fits true to size

      Style Number/Barcode: 06005-1565

      Category Name: 2026 Fall Outfit Trends

      Price: $15.97 $38.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Preppy Princess Pinstripe Pleated Skort

      This new season, show off your preppy style in this pinstripe woven skort! It features a high-rise waist, a front pleated overlay with a hook and eye closure, a form-hugging fit, and a short hem. Complete the look in a basic tee for school or after-class hangs!

      Fit & Features

      • High-rise waist
      • Side zipper and hook-eye closure
      • Front pleated overlay, hook-eye closure
      • Form-hugging fit, short hem
      • Pinstripe pattern
      • Woven fabric, sewn-in lining, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06403-0327

      Category Name: 2026 Fall Outfit Trends

      Price: $6.97 $36.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Flawless Stud Faux Leather Mini Skort

      You'll be feeling and looking flawless in this faux leather skort! It features a flattering high-rise waist, a front skirt overlay with grommet stud trim, a form-hugging fit, and a short lining. The smooth faux leather fabric has no stretch. Complete the look in a basic bodysuit for an edgy concert outfit or date night!

      Fit & Features

      • High-rise waist
      • Side zipper, hook and eye closure
      • Front skirt overlay, grommet stud trim
      • Form-hugging fit
      • Short lining
      • Faux leather fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06401-0591

      Category Name: 2026 Fall Outfit Trends

      Price: $18.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Shaggy Long Line Cardigan
      'Tis the season for shaggy sweaters! This cardigan offers a popcorn shaggy design, an open front, long sleeves, and a long line hem. The soft knit material offers a toasty warmth and moderate stretch! Cardigan is fully lined.

      Style Number/Barcode: 06204-0139

      Category Name: 2026 Fall Outfit Trends

      Price: $17.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • So Posh Glen Check Mini Skirt

      Look oh-so-posh in this chic mini skirt! It features a high waist, a short, curve-hugging fit, a side slit, and a gray-hued glen check pattern with a pink accent throughout. Pair this skirt with a basic long sleeve crop top and booties for an elevated everyday 'fit.

      Fit & Features

      • High waist
      • Back zipper closure
      • Mini length, form-hugging silhouette
      • Side slit
      • Glen check pattern
      • Woven fabric with no stretch

      Style Number/Barcode: 06401-0290

      Category Name: 2026 Fall Outfit Trends

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Raising The Bar Faux Suede Stiletto Boots

      Raise the bar with boots that keep your look on point! The boots feature an over-the-knee fit, a lace-back accent, an inner zipper closure, a pointed toe, and a stiletto heel. The boots are composed of a faux suede material. Complete look with a ribbed mini dress and dainty necklaces.

      Fit & Features

      • Over the knee fit
      • Lace-back accent
      • Inner zipper closure
      • Pointed toe 
      • Stiletto heel 
      • Faux suede material 
      • Runs true to size

      Style Number/Barcode: 07402-0769

      Category Name: 2026 Fall Outfit Trends

      Price: $12.97 $46.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Classic 50/50 Wide-Fit Boots

      Cute and classic, these over-the-knee boots are exactly what you need! They feature a round toe design, a side zipper, and a low heel. The boots are composed of a half faux suede and half knit composition. Style with a cute trench.

      Fit & Features

      • Round-toe design
      • Side zipper
      • Low heel
      • Over-the-knee fit
      • Half faux suede, half knit composition
      • Boots offer a comfortable wide fit

      Style Number/Barcode: 07402-0371

      Category Name: 2026 Fall Outfit Trends

      Price: $15.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance