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.

  • Sculpted Chic Ruched Midi Skirt

    Shop Matching Top: Sculpted Chic Ruched Halter Top

    Fit & Features

    • Smooth knit fabric with mini-length knit lining, plenty of stretch
    • High-rise waist
    • Ruching 
    • High side-slit with drawstring
    • Midi-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1083

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laidback Luxe Wide-Leg Palazzo Pants

    Chill in laidback luxe wide-leg palazzo pants. With a satin finish, mid-rise waist, and hidden pockets, they're your go-to for effortless style and comfort.

    Fit & Features

    • Woven satin fabrication
    • Mid-rise waist
    • Hidden side pockets
    • Elastic waistband
    • Flowy wide-leg hem
    • Runs true to size

    Style Number/Barcode: 06402-1452

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Bold Aura Leopard Print Knit Crop Top

    Shop Matching Bottoms: Bold Aura Leopard Print Knit Maxi Skirt

    Fit & Features

    • Leopard print brushed hacci knit fabric, plenty of stretch
    • Mock neckline
    • Long fitted sleeves
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06002-1969

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Shimmering Allure Abstract Print Glitter Mesh Top

    Get ready to dazzle in the shimmering allure abstract print glitter mesh top. With its off-shoulder neckline, ruching, and fitted sleeves, this top is your new go-to for standout style.

    Fit & Features

    • Sheer glitter mesh fabric with abstract print
    • Partial knit lining, plenty of stretch
    • Asymmetric off-shoulder neckline, ruching
    • Long fitted sleeves
    • Ruched side seams
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-5524

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glam Flair Sleeveless Cowl Neck Top

    Give your outfits flair with this sleeveless crop top showcasing a chic lace bralette inset perfect for date or girl's night. Pair with jeans.

    Fit & Features

    • Smooth lined knit fabrication
    • Sleeveless cowl neckline
    • Tank shoulder straps
    • Contrasting lace bralette insent
    • Runs true to size

    Style Number/Barcode: 06001-5530

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Instinct Leopard Print Sleeveless Top

    Take a walk on the wild side in this chic leopard sleeveless top with a lace bralette inset and a fitted crop hem that flaunts your figure. Style with a denim skirt.

    Fit & Features

    • Smooth knit lined fabrication
    • Sleeveless cowl neckline
    • Tank shoulder straps
    • Contrasting lace bralette inset
    • Leopard print 
    • Runs true to size

    Style Number/Barcode: 06001-5531

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirt It Up Floral Jacquard Satin Corset Skater Dress

    Flirt up the room at your next dressy affair in this adorable skater dress designed with a floral jacquard satin fabric for a chic look. It features a sleeveless sweetheart neckline with ruching at the bust and a tie-front detail, a corset bodice with vertical seam detailing, a lace-up back design to create that snatched fit, a V-shaped drop waist, and a short skater skirt with an iconic fit-and-flare silhouette.

    Fit & Features

    • Floral jacquard satin fabric with lace-trim lining
    • Sweetheart neckline, ruched underwire bust, tie-front detail
    • Thin adjustable shoulder straps, lace-up back
    • Corset bodice with vertical seam detailing, flexible boning
    • V-shaped drop waist
    • Short skater skirt, fit-and-flare silhouette
    • Runs true to size

    Style Number/Barcode: 05101-3837

    Category Name: 2026 Fall Outfit Trends

    Price: $30.97 $68.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Cozy Ribbed Knit Long Sleeve Top

    Fit & Features

    • Ribbed knit fabric
    • V-neck and back
    • Back bar strap
    • Long dolman sleeves
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06005-2146

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romantic Aura Flocked Floral Mesh Bustier Top

    Shop Matching Bottoms: Romantic Aura Flocked Floral Mesh Maxi Skirt

    Fit & Features

    • Lined mesh fabric with flocked velvet floral pattern
    • Sweetheart neckline, dainty lace trim
    • Short cap sleeves
    • Front hook-eye closures, ruching
    • Open back, top bar strap
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-5526

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Elevated Muse Crepe Longline Blazer

    Layer on this longline blazer to elevate your fall looks featuring a lapel collar, three-quarter-length sleeves with cuffed hems, side pockets, and a chic relaxed silhouette. The crepe fabric offers a structured fit with moderate stretch.

    Fit & Features

    • Crepe knit fabric with moderate stretch
    • Lapel collar
    • Three-quarter-length sleeves, cuffed hems
    • Dual side pockets
    • Long-line hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06202-0502

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Flirt Drop Waist Ruffled Hem Mini Dress

    Show off your stunning figure in this smooth knit mini dress featuring a boat neckline, long fitted sleeves, a cute scoop back, a drop waist design, and a short tiered ruffled hem with an A-line fit for that flirty flair. Style with strappy mules!

    Fit & Features

    • Smooth nylon knit fabric, plenty of stretch
    • Boat neckline
    • Long fitted sleeves
    • Scoop back
    • Drop waist
    • Tiered ruffled mini-length hem, A-line fit
    • Runs true to size

    Style Number/Barcode: 05102-5938

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Stylish It-Girl Fishnet Ballet Flats

    Show off your it-girl style with these trendy ballet flats featuring a sheer mesh fishnet design, a closed round toe, and an adjustable strap. Pair with a chic shoulder bag.

    Fit & Features

    • Sheer mesh fishnet design, faux leather material
    • Closed round toe
    • Adjustable strap with buckle detail
    • Flat sole
    • Runs true to size

    Style Number/Barcode: 07405-0211

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $20.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Got The Glam Off-The-Shoulder Asymmetrical Crop Top

    Live the glam life in this off-the-shoulder asymmetrical crop top with a chic foldover accent and cozy long sleeves on rib knit fabric. Complete the look with high-rise bottoms.

    Fit & Features

    • Ribbed knit fabric with moderate stretch
    • Off-the-shoulder neckline, foldover accent
    • Long fitted sleeves
    • Asymmetric cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2145

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Trend Corduroy Trim Woven Shacket

    Layer on the western trend with this cozy woven shacket designed with a geometric pattern, a corduroy trim, and distressed seams and hems. It features a collared neckline, long sleeves with buttons to cuff, a button-down front, and the perfect relaxed fit.

    Fit & Features

    • Geometric patterned woven fabric with corduroy trim
    • Distressed seams and hems
    • Collared neckline
    • Long sleeves with single-button detail
    • Complete button-down front, dual chest flap pockets
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1946

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Silhouette Lace Trim Plaid Mini Dress

    Flirty and adorable, this plaid woven mini dress features a sleeveless sweetheart neckline with a dainty eyelet lace and ribbon trim and front bow detail, spaghetti straps, and a short form-hugging silhouette to highlight your curves. Style with hoop earrings and sleek mules.

    Fit & Features

    • Plaid woven-blend fabric with moderate stretch, knit lining at the bust
    • Sweetheart neckline with lace and ribbon trim, front bow detail
    • Ruched bust, underbust seam
    • Spaghetti straps
    • Mini-length form-hugging fit
    • Runs true to size

    Style Number/Barcode: 05102-5934

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Vibes Corduroy Baseball Cap

    This corduroy baseball cap will give you all sorts of chic vibes! Style with a crop top and jeans.

    Fit & Features

    • Corduroy material
    • Baseball cap design
    • Curved brim
    • Adjustable back with metal hardware

    Style Number/Barcode: 07302-1738

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sporty Luxe Corduroy Baseball Cap

    Fit & Features

    • Corduroy material 
    • Wide brim
    • Baseball cap design
    • Adjustable back strap

    Style Number/Barcode: 07302-1736

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Faux Suede Espresso Script Cap

    Fit & Features

    • Faux suede fabrication
    • Classic baseball cap design
    • Script that reads "Espresso"
    • Adjustable back with metal hardware

    Style Number/Barcode: 07302-1739

    Category Name: 2026 Fall Outfit Trends

    Price: $2.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Chic Faux Suede Cowboy Script Hat

    A faux suede cowboy script hat that says it all! Style this hat with a basic romper for grabbing coffee.

    Fit & Features

    • Faux microsuede material
    • Baseball cap design
    • Curved brim
    • Script that reads: "Cowboy Hat"
    • Adjustable back with metal hardware 

    Style Number/Barcode: 07302-1741

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Wifey Baseball Cap

    Accessorize your bachelorette weekend 'fits with this adorable baseball cap featuring an embroidered script that reads "Wifey." Style with a white mini dress and sneakers!

    Fit & Features

    • Round top
    • Curved brim
    • Embroidered script reading, "Wifey"
    • Back adjustable strap with metal buckle detail

    Style Number/Barcode: 07302-1735

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Raise the Bar Faux Leather Wrap Mini Skirt

    Elevate your every day with a faux leather mini skirt that features a mid-rise waist and a chic wrap design that highlights curves. Complete outfit with ankle booties!

    Fit & Features

    • Faux leather fabrication
    • Mid-rise waist
    • Wrap design 
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06501-1081

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sporty Era Oversized Fleece Screen Sweatshirt

    Enter your sporty era with a sweatshirt that says it all! The oversized fleece sweatshirt features a crew neckline, long sleeves, and a contrasting "00" screen on the front. Complete with your favorite jeans! 

    Fit & Features

    • Fleece knit fabric with moderate stretch, ribbed hems
    • Crew neckline
    • Long sleeves
    • "00" screen
    • Oversized fit 

    Style Number/Barcode: 06002-1966

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Edge Oversized Fleece Screen Sweatshirt

    Add some edge to your casual look with this washed fleece sweatshirt featuring a crew neckline, long sleeves, a trendy motorcycle and wings screen with the script "Motorcycle 1986," and the perfect oversized fit. Style with jeans and sneakers!

    Fit & Features

    • Washed fleece fabric with moderate stretch
    • Ribbed hems
    • Crew neckline
    • Long sleeves
    • Motorcycle and wings screen
    • Script reading "Motorcycle 1986"
    • Oversized fit

    Style Number/Barcode: 06002-1965

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty In Plaid Sleeveless Knit Mini Dress

    Look and feel pretty in this plaid mini dress, which boasts a flirty V-neckline and bodycon silhouette that shows your curves! Pair with a leather jacket and flats.

    Fit & Features

    • Woven knit fabrication
    • Sleeveless v-neckline
    • Spaghetti straps
    • Plaid print 
    • Side slit
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 05102-5930

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free