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.

  • Effortlessly Pretty Lace And Knit Sleeveless Top

    Create an effortlessly pretty look in this sleeveless knit top featuring a V-neckline, a sheer lace overlay at the bust with a satin bow detail, and thin scalloped lace shoulder straps. Style with light-wash jeans and strappy mules.

    Fit & Features

    • Stretchy knit fabric
    • V-neckline
    • Sheer floral lace bust overlay with center satin bow detail
    • Scalloped lace elasticized shoulder straps
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-5464

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Alluring Chic Floral Mesh Halter Top

    This floral-printed mesh top features a chic cowl neckline with halter straps, an alluring open back with tie-back straps, and an asymmetric hem with a form-hugging fit. Style with a mini skirt and booties for a night out.

    Fit & Features

    • Floral-printed mesh fabric with front knit lining, plenty of stretch
    • Cowl neckline
    • Halter straps
    • Open back, tie-back straps
    • Asymmetric hem with lettuce-edge trim
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5467

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortlessly Trendy Striped Slit Maxi Dress

    A trendy maxi dress features a flattering square neckline, form-hugging fit, and a high front slit to show off your shoes. Perfect for styling with a denim jacket and sandals.

    Fit & Features

    • Striped pattern, stretchy knit fabric
    • Square neckline, spaghetti straps
    • High front slit
    • Form-hugging maxi-length fit
    • Runs true to size

    Style Number/Barcode: 05102-5867

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute Twist Strappy Back Crop Top

    A rib knit crop top features classic cap sleeves, a crew neckline, and a strappy tie back design meant to turn heads. Style with your favorite denim bottoms.

    Fit & Features

    • Rib knit fabric, moderate stretch
    • Cap sleeves
    • Crew neckline
    • Strappy tie back design
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06002-1936

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Luxe Glam Leopard Print Faux Fur Jacket

    Fit & Features

    • Leopard print faux fur fabric, sewn-in woven lining
    • Lapel collar
    • Long sleeves
    • Open front
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-0536

    Category Name: 2026 Fall Outfit Trends

    Price: $23.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Vintage Glam Concho Metal Belt

    Fit & Features

    • Large Concho charm design
    • Etched detailing
    • Lobster clasp closure

    Style Number/Barcode: 07301-1200

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Showstopper Off-The-Shoulder Top

    Stop the show with this off-the-shoulder top perfect for dressing up jeans or a skirt!

    Fit & Features

    • Smooth stretchy knit with front brushed knit lining, plenty of stretch
    • Asymmetrical off-the-shoulder neckline
    • Ruching
    • Long fitted sleeves
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-5459

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Sassy Look Sequin Leopard Print Hot Shorts

    Create a sassy look for your next night out in these leopard print hot shorts featuring a high-rise waist and a cheeky form-hugging fit. The all-over sequin embroidery adds a cool glam vibe to the sultry style.

    Fit & Features

    • Leopard print woven fabric with knit lining, plenty of stretch
    • All-over clear sequin embroidery
    • High-rise waist
    • Side zipper with hook-eye closure
    • Cheeky form-hugging fit
    • Shorts in size small have an 11" front rise with a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0634

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classically Chic Plaid Long Sleeve Oversized Shacket

    Your new favorite plaid long sleeve oversized shacket for cozy and trendy vibes. Complete the look with the matching skort.

    Shop Matching Bottoms: Classically Chic Plaid High Waist Wrap Skort

    Fit & Features

    • Plaid faux wool fabric, no stretch
    • Collared neckline
    • Button down front
    • Dual chest pockets with snap-button closures
    • Long sleeves with dual snap-button details
    • Runs true to size

    Style Number/Barcode: 06204-1898

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Wildly Chic Mid-Rise Leopard Print Baggy Pants

    These wildly chic leopard pants are all the rage this season! Featuring a trendy mid-rise waist and a baggy leg fit to give every outfit a cool vibe. Complete the look with a crop tee.

    Fit & Features

    • Leopard printed-twill woven fabric, no stretch
    • Mid-rise waist
    • Single-button and hidden front zipper closure
    • Traditional five-pocket and belt loop design
    • Baggy leg fit
    • Pants in size small have a 10" front rise with a 31" inseam
    • Runs true to size

    Style Number/Barcode: 06302-0834

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stop And Stare Backless Long Sleeve Top

    Everyone will stop and stare at you in this crop top featuring a flirtatious open back and a cropped hem on buttery smooth fabric. Complete the look in high-waisted jeans.

    Fit & Features

    • Buttery smooth knit fabric, plenty of stretch
    • High crew neckline
    • Long fitted sleeves
    • Open back, top spaghetti strap, lower back twisted strap
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-5454

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Preppy Babe V-Neck Cropped Sweater Vest

    The perfect sweater vest for a preppy babe vibe! It features a sleek V-neckline and a modern cropped hem perfect for pairing with high-waisted bottoms.

    Fit & Features

    • Ribbed sweater knit fabric, moderate stretch
    • Sleeveless V-neckline
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2084

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Feeling Chic Cutout One-Shoulder Top

    Feel chic in this one-shoulder top featuring a flirty cutout and ruched silhouette that flatters your figure. Complete the look in high-waisted pants.

    Fit & Features

    • Double-lined brushed knit stretchy fabric
    • Asymmetric one-shoulder neckline
    • Front cutout
    • Long fitted sleeves
    • Ruching
    • Fitted mid-length hem
    • Runs true to size

    Style Number/Barcode: 06001-5460

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Girl Next Door Ribbed Knit Henley Crop Top

    Keep it effortless in a henley crop top that features a plunging V-neckline with small button accents and short sleeves. The top is composed of a ribbed cotton knit with a mineral wash finish. Complete the look with sneakers.

    Fit & Features

    • Ribbed cotton knit fabric, mineral wash, moderate stretch
    • V-neckline
    • Short sleeves
    • Small button accents
    • Raw-cut cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1939

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Evening Perfection High-Rise Flocked Floral Maxi Skirt

    A high-rise maxi skirt flaunts a form-hugging silhouette, a high side slit, and a flocked floral pattern on mesh fabric. Perfect for styling with sleek stiletto heels. 

    Fit & Features

    • Flocked floral pattern, mesh fabric lined with stretchy knit
    • High-rise waist
    • Side slit
    • Form-hugging maxi silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1067

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • I'm Too Pretty For This Crop Graphic Tee

    This graphic tee features a classic crew neckline, short sleeves, and a sassy front graphic script that reads "I'm Too Pretty For This" along the cropped fitted hem. Perfect for casual styling with jeans or a skirt.

    Fit & Features

    • Stretchy knit fabric
    • Crew neckline
    • Short sleeves
    • Front graphic script reads "I'm Too Pretty For This"
    • Cropped fitted hem
    • Runs true to size

    Style Number/Barcode: 06002-1941

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Brat Cropped Graphic Tee

    Channel the iconic brat aesthetic in this cute graphic tee featuring a crew neckline, short cap sleeves, a cursive script reading "Brat," and a fitted cropped hem. Style with cargo pants and sneakers for a trendy everyday 'fit.

    Fit & Features

    • Stretchy cotton-blend fabric
    • Crew neckline
    • Cap sleeves
    • Cursive script reads "Brat"
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06002-1940

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Modern Chic One-Shoulder Crop Top

    A modern and chic crop top features an asymmetrical one-shoulder neckline with ruched seams. Perfect for styling with high-rise jeans and mules.

    Fit & Features

    • Double-lined modal blend knit fabric, moderate stretch
    • One-shoulder asymmetrical neckline
    • Ruched seams
    • Cropped length hem
    • Runs true to size

    Style Number/Barcode: 06001-5457

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Snuggly Chic Colorblock Striped Chenille Cropped Sweater

    Feel snuggly and chic in this colorblock striped chenille cropped sweater with cozy long sleeves and a boat neckline. Pair with a mini skort and boots.

    Fit & Features

    • Chenille knit fabrication, moderate stretch
    • Boat neckline
    • Colorblock striped pattern
    • Long sleeves
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2085

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Vibes Cropped Plaid Shacket

    Every girl needs this plaid shacket to create cute cold-weather fits'! The shacket features a classic plaid pattern on cozy faux wool fabric that helps keep you warm. Complete the look with boots.

    Fit & Features

    • Faux wool fabrication, no stretch 
    • Collared neckline
    • Button-down front
    • Dual buttoned chest pockets
    • Long sleeves with single-button detail
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1896

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cutest Agenda Buckle Plaid Mini Skort

    A plaid mini skort features a high-rise waist with trendy dual side faux leather buckle accents and a faux wrap skirt design that shapes the form-hugging fit. Perfect with boots for back-to-school styling. 

    Fit & Features

    • Plaid pattern, woven fabric, slight stretch
    • High-rise waist with dual side faux leather buckle accents
    • Faux wrap skirt design
    • Form-hugging mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 06403-0631

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid Moment Sleeveless Knit Romper

    Fit & Features

    • Plaid printed woven knit fabrication with minimal stretch
    • Strapless straight neckline, no-slip strip
    • Flexible boning, back zipper with hook-eye closure
    • Mini skirt length front overlay, dual side slits
    • Cheeky shorts
    • Romper in size small is 23" top hem to bottom hem with a 12" front rise and a 3" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0627

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adore You Floral Tapestry Lace Up Vest

    Everyone will adore you in this floral vest designed with a sassy lace-up and cropped length to show off your figure. Complete the look with jeans.

    Fit & Features

    • Floral jacquard tapestry woven fabric, knit lining
    • Sleeveless halter neckline, elastic strap detail
    • Lace-up front
    • Stretchy smocked back
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1886

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Darling Impression High Rise Ruffle Lace Mini Skirt

    A darling lace mini skirt features a high-rise waist with a rosette trim, a form-hugging fit, and a ruffled mini-length hem. Perfect for styling with heels.

    Fit & Features

    • Lace fabric lined with stretchy knit
    • High-rise waist, rosette trim
    • Form-hugging fit
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-1066

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale