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.

  • All That Glows Open Back Mini Dress

    Glow up in a mini dress that features a deep round neckline, long bell sleeves, and an open back with tie straps. Complete look with platform heels for the perfect night out. 

    Fit & Features

    • Lurex knit fabric with moderate stretch
    • Round neckline
    • Long bell sleeves
    • Open back with tie straps, tassel detailing
    • Ribbed mini-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06005-2141

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

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  • Western Flair Buckle Strap Sling-Back Flats

    Bring that western flair to your chic fall 'fits with these sleek faux leather flats featuring a closed pointed toe, dual etched buckle straps with studded accents, and a sling-back strap. Style with hoop earrings.

    Fit & Features

    • Faux leather material
    • Closed pointed toe
    • Dual etched buckle straps, studded accents
    • Sling-back strap
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07405-0210

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

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  • Untamed Chic Leopard Print Pointy Flats

    Fit & Features

    • Flat insole
    • Pointy toe
    • Leopard print
    • Open slingback design
    • Runs true to size

    Style Number/Barcode: 07405-0207

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Sporty Chic 87 Script Baseball Cap

    Top off your look with this sporty baseball cap featuring an embroidered "87" along the front and a round curved brim to help shade your eyes. 

    Fit & Features

    • Traditional baseball cap design
    • Round top, curved brim
    • Adjustable back strap with metal buckle
    • Embroidered script: "87"

    Style Number/Barcode: 07302-1728

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Structure Long Sleeve Cropped Corset Top

    Fit & Features

    • Woven fabric with minimal stretch
    • Collared V-neckline
    • Button-down front closure
    • Long sleeves with dual button details
    • Corset-like bodice with flexible boning, side smocked accents
    • Angled cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2660

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

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  • The Modern Tortoiseshell Blue Light Eyeglasses

    Chic and smart at the same time—these tortoiseshell blue light glasses keep your look polished while blocking out screen glare. Perfect for study sessions, work hours, or scrolling marathons that last way too long.

    Fit & Features

    • Oversized square-shaped frame
    • Hard plastic
    • Tortoiseshell pattern
    • Blue light block lenses
    • 100% UV protection 

     

    Style Number/Barcode: 07008-1117

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Glam Buckle Shoulder Bag

    Fit & Features

    • Faux leather material
    • Adjustable top shoulder strap
    • Top zipper closure
    • Rectangular-shaped with rounded edges
    • Small buckle accent

    Style Number/Barcode: 07203-2079

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Elevated Leopard Print Woven A-Line Midi Dress

    Trendy and elevated, this leopard-printed woven midi dress features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, and a partially smocked back for added stretch. The high front slit adds a bold vibe to the mid-length A-line silhouette.

    Fit & Features

    • Leopard-printed woven fabric, no stretch
    • Square neckline, underbust seam
    • Adjustable spaghetti straps
    • Partially smocked back design
    • High front slit
    • Midi-length A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5923

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Glam Rectangle Sunglasses

    Elevate your look in these rectangle sunglasses made with tinted lenses that provide UV protection and built-in nose pads for comfort. Style with a handbag.

    Fit & Features

    • Angled rectangular-shaped design
    • Plastic frame
    • Asymmetric arms
    • Built-in nose pads
    • Tinted lenses
    • 100% UV protection

    Style Number/Barcode: 07008-1115

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $9.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Carefree Chic Long Sleeve Ribbed Knit Midi Dress

    An off-the-shoulder midi dress perfect for those carefree days! It features fitted long sleeves and a bodycon fit that shows off your curves. Pair with sneakers.

    Fit & Features

    • Ribbed knit fabrication, stretchy knit lining
    • Off-the-shoulder neckline
    • Fitted long sleeves
    • Midi length hem
    • Runs true to size

    Style Number/Barcode: 05102-5924

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • So Iconic Faux Leather Mary Jane Block Heels

    A chic twist on a classic, these Mary Jane faux leather block heels with mixed patent leather and mesh material with dual buckle strap accents. Style these shoes with a purse.

    Fit & Features

    • 1.5" Low block heel
    • Mixed faux patent leather and mesh material
    • Pointed-toe
    • Dual strap accent with buckle
    • Runs true to size

    Style Number/Barcode: 07401-5157

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Vibes High-Rise Straight-Leg Denim Jeans

    Fit & Features

    • Cotton-blend denim fabric
    • High-rise waist
    • Single button and front zipper closure
    • Traditional five-pocket and belt loop design 
    • Straight-leg fit
    • Runs true to size

    Style Number/Barcode: 06602-0545

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Wildly Fierce Leopard Stiletto Pumps

    These wild and fierce leopard stiletto pumps were made to be seen out in the wild! They feature a pointed toe and a trendy buckle design. Complete the look in a bodycon midi dress.

    Fit & Features

    • 3.5" Stiletto heel
    • Triple-strap buckle design
    • Closed pointy-toe
    • Luxe fit cushioned insole
    • Leopard print
    • Runs true to size

    Style Number/Barcode: 07401-5162

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorably Sleek Bow Strap Kitten Heel Pumps

    Adorable and chic, these sleek patent faux leather pumps feature a closed pointed toe, a bow accent strap, an adjustable sling-back strap, and a short kitten heel. Style with an oversized blazer.

    Fit & Features

    • 2" Short kitten heel
    • Patent faux leather material
    • Closed pointed toe
    • Bow strap
    • Thin adjustable sling-back strap, buckle detail
    • Runs true to size

    Style Number/Barcode: 07401-5165

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Fab Raffia Flower Stiletto Pumps

    Show up looking trendy and fab in these raffia design pumps featuring a closed pointed toe with a braided flower applique, a sling-back strap, and a sleek stiletto heel. Style with a midi dress for a rooftop bar!

    Fit & Features

    • 3.5" Stiletto heel
    • Raffia design, faux leather material
    • Closed pointed toe
    • Braided raffia flower applique
    • Sling-back strap
    • Runs true to size

    Style Number/Barcode: 07401-5163

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $45.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Style Ribbed Knit Off-Shoulder Midi Dress

    Minimal effort, major effect. This off-shoulder ribbed knit midi dress is your go-to for sleek confidence with a side of chic style. Pairs perfectly with a red lip and your best “don’t need to try” attitude.

    Fit & Features

    • Ribbed knit fabric, plenty of stretch
    • Asymmetric off-shoulder neckline, fold-over design
    • Long fitted sleeves
    • High-cut side slit
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5919

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Pickleball Social Club Baseball Cap

    Sport your favorite activity wearing this pickleball social club baseball cap featuring a vintage-like wash and an adjustable back strap to get a snug fit. Pair with a tennis skort.

    Fit & Features

    • Two-tone design
    • Round top
    • Curved brim
    • Vintage-like wash
    • Embroidered script reading "Pickleball Social Club" 
    • Two pickleball paddles graphic
    • Adjustable back strap with metal buckle

    Style Number/Barcode: 07302-1722

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Casual Chic Style Long Sleeve Ribbed Knit Midi Dress

    The perfect blend of casual and chic, this ribbed knit midi dress features a V-neckline, long fitted sleeves, and a form-hugging silhouette. Style with hoop earrings and sneakers for a cute everyday look.

    Fit & Features

    • Hacci ribbed knit fabric, plenty of stretch
    • V-neckline
    • Long fitted sleeves
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5920

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Pleated Charm High Waist Skort

    Charm all of your admirers in this pleated mini skort! Pair it with a crop top and bolero.

    Fit & Features

    • Knit fabrication
    • Ribbed high-rise waist with drawstring accent
    • Pleated mini skirt overlay
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06503-1243

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Trend Factor Buckle Trim Satin Crop Top

    Level up the trend factor of your night out look in this satin crop top featuring a sleeveless cowl neckline with a sleek buckle trim, a sultry bust cutout, adjustable spaghetti straps for a customized fit, and an asymmetric cropped hem. Style with faux leather pants and mules!

    Fit & Features

    • Satin woven fabric, minimal stretch
    • Cowl neckline with buckle trim
    • Square-shaped bust cutout
    • Adjustable spaghetti straps
    • Partially smocked back
    • Fitted asymmetric cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2658

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flawless Style Knit Off-The-Shoulder Long Sleeve Mini Dress

    Show off your stunning curves in this form-hugging mini dress made with pointelle knit fabric with plenty of stretch. It features a chic off-the-shoulder neckline with a fold-over design, long fitted sleeves, and ruched side seams along the short bodycon silhouette.

    Fit & Features

    • Pointelle knit fabric with knit lining, plenty of stretch
    • Off-the-shoulder neckline with fold-over design
    • Unlined long fitted sleeves
    • Ruched side and back seams
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5917

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Slay Over-The-Knee Block Heel Boots

    Fit & Features

    • Block heel
    • Faux leather material
    • Over-the-knee height
    • Pointed toe
    • Partial inner zipper closure, back adjustable tie
    • Form-hugging design
    • Runs true to size

    Style Number/Barcode: 07402-1064

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Look Thigh-High Block Heel Boots

    Fit & Features

    • Thin block heel
    • Faux leather material
    • Thigh-high
    • Pointed toe
    • Partial inner zipper closure
    • Back adjustable tie
    • Runs true to size

    Style Number/Barcode: 07402-1065

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Knit Platform Ankle Booties

    Elevate your everyday in these knit platform ankle booties designed with a block heel and a calf-length fit. Accessorize with a purse.

    Fit & Features

    • Block heel
    • Ribbed knit material
    • Closed-almond toe
    • Calf-length 
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07403-1834

    Category Name: 2026 Fall Outfit Trends

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free