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.

  • Strut Season Bow Stiletto Pumps

    Sleek, sculpted, and topped with a flirty bow, these heels are your VIP pass to every invite-only moment.

    Fit & Features

    • Stiletto heel
    • Closed pointed toe
    • Bow accent
    • Slingback ankle strap
    • Cushioned insole
    • Patent faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-000131

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Fierce Instincts Mesh Long Duster

    Channel a fierce vibe in this bold duster for your next night out with the squad. This must-have duster features a draped open front, long sleeves and a leopard print throughout. Complete look with high waist denim and clear heels.

    Fit & Features

    • Draped open front 
    • Long sleeves
    • Flowy long length 
    • Leopard print 
    • Sheer mesh fabric
    • Relaxed fit

     

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06202-0089

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brushed Knit Corset Waist Top

    Elevate your look in a corset waist top that gives your basis tees a chic upgrade. The top features a square neckline, short sleeves, and a stylish lace-up corset front to create a custom look. Perfectly pair this corset top with a satin midi skirt and some chic mules!

    Fit & Features

    • Short sleeves
    • Square neckline, detailed trim
    • High waist seam, ruched detailing
    • Lace-up corset front at the waist
    • Mid-length, form-fitting hem
    • Stretchy knit fabric

     

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-2593

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Set For Fall Over-The-Knee Boots

    Your fall wardrobe isn't complete without these over-the-knee boots! They feature an almond toe, side zipper, low heel, and an over-the-knee fit. The boots are composed of a half faux suede and half knit composition. Style with a chunky sweater.

    Fit & Features

    • Almond toe
    • Side zipper
    • Low heel
    • Over-the-knee fit
    • Half faux suede, half knit composition
    • Runs true to size

    Style Number/Barcode: 07402-0366

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Look Lace-Up Block Heels

    Level up your 'fit and achieve that chic look with these faux leather heels! They feature an open square toe, a thin strappy lace-up design, and a block heel. Pair these shoes with a cute blouse and a high waist mini skirt.

    Fit & Features

    • Open square toe
    • Strappy lace-up design, tie closure
    • Block heel
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07401-3852

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sparkly Twist Sweater Top

    This sweater has a sparkly twist perfect for giving your look some shine! It features long sleeves, a v-neckline, and a cropped hem on rib-knit fabric with a moderate stretch. Complete the look in faux leather shorts and booties.

    Fit & Features

    • Long sleeves, v-neckline
    • Twist front accent
    • Cropped hem
    • Sparkle rib-knit fabric
    • Moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1199

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek Trends Faux Leather Tie-Waist Shacket

    Hop onto this sleek faux leather shacket and set the trend everywhere you go! It features snap-button cuff long sleeves, a collared neckline, a button-down front, flap pockets with snap-closures, a tie-waist, and a relaxed scoop hem. Complete the look in knee-high boots.

    Fit & Features

    • Long sleeves, snap-button cuffs
    • Collared neckline
    • Button-down front
    • Flap pockets, snap closures
    • Tie-waist, relaxed scoop hem
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1273

    Category Name: 2026 Fall Outfit Trends

    Price: $20.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Airy Chiffon Skater Dress

    This adorably chic airy chiffon skater dress is perfect for your summer parties! It features a deep V-neckline with a tie-front design, long bishop sleeves with ruffled hems, a small waist cutout, and a short party skirt with a matching ruffled hem. Style this dress with rhinestone hoop earrings and strappy mules.

    Fit & Features

    • Deep V-neckline
    • Tie-front design
    • Long sheer bishop sleeves, elastic ruffled hems
    • Waist cutout, smocked detailing at the back
    • Short party skirt, ruffled hem, A-line silhouette
    • Sheer chiffon fabric, partial woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 05101-1639

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Super High Rise Skinny Ponte Pants

    Everything feels better when you make it high waist! Style these ponte stretch bottoms with all of your work wear favs, or dress them up with a leather jacket and heels for a fun night out!

    Fit & Features

    • Super high rise
    • Button + zipper closure
    • Faux front pockets
    • Functioning back pockets
    • Ponte material | Slight stretch
    • Skinny tapered leg

     Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small

    Style Number/Barcode: 06502-0317

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Destructed Knit Long Sleeve Cropped Sweater

    Bring the edge in this crop top! The cropped sweater features a crew neckline, long sleeves, and destruction details at the hem and cuff. Complete your look with high waist jeans.

    Fit & Features

    • Crew neckline 
    • Long sleeves
    • Destructed details at the hem and cuff
    • Cropped hem
    • Knit fabric
    • Relaxed fit 

    Style Number/Barcode: 06005-0861

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Have We Met Lace-Up Mini Dress

    Say hello to your new fave mini dress for day-to-night soirees! Featuring a sleeveless, square neck, spaghetti straps, high waist seam, side ruched seams, and an open-back with lace-up closure. Composed of brushed soft and stretchy knit fabric that hugs your curves like an hourglass. Finish the look in a sleek cropped jacket.

    Fit & Features

    • Sleeveless, square neck, spaghetti straps
    • High waist seam
    • Side ruched seams
    • Open-back, lace-up closure
    • Bodycon silhouette, mini-length hem
    • Brushed soft and stretchy knit fabric
    • Fits true to size

    Style Number/Barcode: 05102-4593

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coast to Curb Los Angeles Denim Jeans

    Big city energy meets laidback vibes—these jeans will be your favorite for grabbing matcha or any casual plans. The wide leg fit and bold Los Angeles embroidery make every sidewalk your runway.

    Fit & Features

    • Medium denim fabric
    • Mid-rise waist
    • Wide leg silhouette
    • Back pockets with "Los Angeles" embroidered lettering
    • Runs true to size

    Style Number/Barcode: 06602-000060

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Earn Your Stripes Bodysuit
    Not just for your favorite tee, stripes add a touch of classic chic to this bodysuit. Suit features all-over ribbing, underwire cups at bust, snap-button closure, and adjustable spaghetti straps at shoulders and back. Suit is made from a soft knit material with moderate stretch.

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

    Style Number/Barcode: 06001-1563

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bring On The Boho Vibes Printed Pants

    Bring on the major boho babe vibes in these printed wide leg pants! Pair with a crochet top and a trendy panama hat!

    Fit & Features

    • High rise waist
    • Back zipper closure
    • Flowy wide pant legs
    • All over detailed boho striped print
    • Woven gauze fabric | No stretch

    Style Number/Barcode: 06302-0118

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Smooth Moves Tie Front Top

    Show off your smooth style with a top that brings the sleek factor to your look! The top features a plunging V-neckline, a tie-front hem, and long sleeves with an elastic cuff. The top is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with high waist jeans.

    Fit & Features

    • V-neckline 
    • Tie-front hem
    • Long sleeves, elastic cuff
    • Cropped hem
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06202-0215

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cinched And Chic Crop Top

    Keep it chic with a crop top that is part stylish, part casual! The crop top features a crew neckline, short sleeves, and a drawstring hem. The top is composed of a cotton knit fabric that offers a relaxed fit with a moderate stretch. Complete look with plaid shorts and chunky sneakers.

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Drawstring hem
    • Cotton knit fabric 
    • Relaxed fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-0901

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Roots Faux Leather Cowboy Boots

    Embrace your country roots with these trendy faux leather cowboy boots! They feature a below-the-knee length, a pointed toe, a short block heel, and a western-inspired embroidered design. Pair with a mini dress and a cute handbag.

    Fit & Features

    • Below-the-knee length
    • Pointed toe
    • Short stacked block heel
    • Western-inspired embroidered design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-0852

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • A Toast To Cute Chenille Striped Sweater

    Raise a toast of hot cocoa in this chenille sweater perfect for keeping you cute and cozy all season! It features long sleeves with ribbed cuffs, a crew neckline, a striped pattern, and a trendy cropped hem on ultra-soft chenille knit fabric. Complete the look in high-rise jeans.

    Fit & Features

    • Long sleeves, ribbed cuffs
    • Crew neckline
    • Striped pattern
    • Cropped hem
    • Ultra-soft chenille knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1777

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Falling For Florals Organza Bomber

    Fall for this floral bomber that will have you wanting to layer it with all your favorite top!s The bomber features a zippered front, long sleeves, a gorgeous rose print and a sheer organza composition throughout. Complete your look with black skinny jeans and a basic bodysuit

    Fit & Features

    • Flat collar
    • Zippered front
    • Long sleeves
    • Floral print
    • Sheer Organza fabric 

     

    Model is 5'8" with a 32" bust,  25" waist and 35" hips. She is wearing a size small.

    Style Number/Barcode: 06204-0573

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Sweet Puff Sleeve Mini Dress

    Keep your look sweet and stylish in this adorable puff sleeve mini dress! It features a tie front detail and a short, curve-hugging fit. Pair this cute dress with some strappy heels and a chic mini handbag for a brunch date with your squad.

    Fit & Features

    • Short puff sleeves
    • Sweetheart neckline
    • Tie front detail
    • Back zipper closure
    • Short, form-hugging fit
    • Woven fabric
    • Runs true to size

    Style Number/Barcode: 05102-1011

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet And Sassy Chiffon Crop Top

    Sweet and sassy will be your go-to style in this adorable chiffon crop top. It features a sweetheart neckline, a tie-front detail at the bust, long sheer bishop sleeves, a stretchy smocked back design, a cropped, form-hugging fit, and an all-over leopard print pattern. Complete the outfit with high-rise jeans and cute mules.

    Fit & Features

    • Sweetheart neckline
    • Tie-front detail at the bust
    • Long sheer bishop sleeves, elastic cinched hems
    • Stretchy smocked back design
    • Cropped, form-hugging fit
    • Sheer chiffon fabric, front knit lining, leopard print
    • Runs true to size

    Style Number/Barcode: 06003-1550

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lots To Lug Platform Heels

    One look at these lug heels and you'll be hooked! They feature an almond toe, PVC toe strap, and buckle ankle strap with a lug platform sole. Complete your look with a little red dress

    Fit & Features 

    • Almond toe design
    • PVC toe strap
    • Adjustable buckle ankle strap
    • Lug platform sole
    • Runs true to size

    Style Number/Barcode: 07401-3803

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serve Shape Denim Belted Skort

    This denim mini skort hugs your curves with a waist-snatching belted vibe that pairs perfectly with crop tops and weekend fun!

    Fit & Features

    • Light wash denim fabric, color fade effect
    • Belted mid-rise waist
    • Bodycon fit, mini-length hem
    • Front button and hidden zipper closure
    • Four-pocket styling, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06603-000018

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Stylish Strut Faux Suede Boots

    Strut it out with boots that bring elevate your outfit! The boots feature an over-the-knee fit, a tie-back accent, an inner zipper closure, an almond toe, a stacked block heel, and inner zipper closure. The boots are composed of a faux suede material. Complete look with a sweater and high waist jeans. 

    Fit & Features

    • Over the knee fit 
    • Tie-back accent, inner zipper closure
    • Stacked block heel 
    • Almond toe
    • Faux suede material 
    • Runs true to size

    Style Number/Barcode: 07402-0388

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance