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.

  • Chic Staple Long Sleeve Corduroy Shacket

    This corduroy shacket will be your staple layering piece for creating chic looks. Pair with knee-high boots.

    Fit & Features

    • Corduroy fabric with distressed seams and hems, no stretch
    • Collared neckline
    • Button-down front
    • Large buttoned chest pockets
    • Long sleeves with single-button detail
    • Oversized fit
    • Runs true to size

    Style Number/Barcode: 06204-1969

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Demure Script Dainty Chain Necklace

    Keep up the trends in this dainty chain necklace with a script that reads "Demure" and is secured with a lobster clasp closure. Complete the look with a going-out dress.

    Fit & Features

    • Dainty chain-link
    • Script that reads "Demure"
    • Lobster clasp closure

    Style Number/Barcode: 07002-2068

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $8.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Attitude Distressed Faux Leather Jacket

    Fit & Features

    • Distressed faux leather fabric with smooth woven lining
    • Collared neckline
    • Long sleeves with single snap button detail
    • Zip-front
    • Dual front flap pockets
    • Cropped elastic cinched hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1970

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Always Chic Satin Button-Down Long Sleeve Top

    Keep it classy in the always chic satin button-down long sleeve top. With its collared neckline and oversized fit, it's your go-to for effortless elegance and endless style.

    Fit & Features

    • Satin woven fabric
    • Collared neckline
    • Complete button-down front
    • Long sleeves
    • Long-length hem
    • Oversized fit

    Style Number/Barcode: 06003-2690

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Adorable Fave Leopard Satin Mini Bubble Skirt

    Pounce into style with this leopard satin mini bubble skirt. High-waist, pleated, and oh-so-fab, it’s your new go-to for fierce vibes and endless fun.

    Fit & Features

    • Satin woven fabric, leopard print, sewn-in knit lining
    • High-rise waist
    • Pleating
    • Mini-length bubble hem
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 06401-0723

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Twist Of Chic High-Slit Knit Midi Dress

    Bring a twist of chic to the every day with a midi dress that features an asymmetrical one-shoulder neckline with a trendy twist shoulder accent and a daringly high side slit. Complete look with slingback shoes to take you from the office to happy hour! 

    Fit & Features

    • Stretchy knit fabrication
    • Asymmetrical one-shoulder neckline
    • Twist shoulder strap accent
    • High side slit
    • Midi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5983

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Next Level Chic Houndstooth Woven Cropped Shacket

    Level up your look to casually chic with this trendy woven cropped shacket designed with a houndstooth pattern. It features a collared neckline, a complete button-down front, and a cropped hem with a relaxed fit.

    Fit & Features

    • Houndstooth woven fabric, no stretch
    • Collared neckline
    • Long sleeves with single-button detail
    • Button-down front, button accents down the back
    • Chest pockets
    • Cropped hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1965

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Effortless Slay Fleece Zip-Up Bomber Jacket

    Effortlessly slay your everyday 'fits with this fleece woven bomber jacket designed with a complete zip-front, long sleeves, front pockets, and a mid-length hem with the perfect relaxed fit. Style with a crop top and mini skirt!

    Fit & Features

    • Fleece woven fabric with moderate stretch
    • Ribbed hems
    • Complete zip-front
    • Long sleeves
    • Dual front pockets
    • Mid-length hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1966

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Charm Faux Leather Bubble Mini Skirt

    Charm your way through any room in this faux leather bubble mini skirt and embrace that femme energy! Pair the skirt with a printed crop top.

    Fit & Features

    • Faux leather fabrication, sewn-in knit lining
    • Drop-waist silhouette
    • Elastic bubble hem
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06501-1102

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Chic Flair Faux Leather And Sherpa Bomber Jacket

    Standout from the crowd in this faux leather bomber jacket with a faux sherpa collar to give cozy vibes to your look. Pair with jeans.

    Fit & Features

    • Faux leather fabric with smooth woven lining, no stretch
    • Faux sherpa-lined collar
    • Long sleeves, ribbed cuffs
    • Zip-front design
    • Large chest pockets with buttoned flap closures, lined side pockets
    • Cropped ribbed hem
    • Runs true to size

    Style Number/Barcode: 06204-1964

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sleek Staple Cropped Faux Leather Shacket

    This sleek faux leather shacket is designed with a collared neckline, long sleeves, a complete zip-front, and two large front pockets for a trendy touch. The cropped hem paired with the relaxed fit makes it the perfect fall layering piece!

    Fit & Features

    • Smooth faux leather fabric, minimal stretch
    • Collared neckline
    • Long sleeves with single-button detail
    • Zip-front
    • Dual large front pockets
    • Cropped hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1960

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Showstopper Abstract Print Mesh Maxi Dress

    Serve chic vibes in this airy-lined mesh maxi dress designed with a multi-colored abstract print for a bold allure. It features a strapless straight-across neckline, a high-cut side slit, and a long bodycon silhouette to showcase your stunning curves.

    Fit & Features

    • Abstract printed sheer mesh fabric with knit lining, plenty of stretch
    • Strapless straight neckline
    • High side slit
    • Maxi-length hem
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5982

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Polished Perfection Contrast Waist Pants

    Fit & Features

    • Woven knit fabrication
    • High-rise waist, hidden zipper closure
    • Contrast-hued waist trim accent
    • Belt loops with slant pockets
    • Straight leg
    • Pants in size small has a 13" front rise with a 29" inseam
    • Runs true to size

    Style Number/Barcode: 06402-1455

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cute In Plaid Strapless Plaid A-Line Mini Dress

    Look and feel cute in this plaid strapless dress with a flattering A-line silhouette and a mini-length hem. Complete the look with a choker necklace.

    Fit & Features

    • Plaid print, woven fabric, woven lining
    • Strapless neckline
    • Back zipper closure
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-5980

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Fab Off-The-Shoulder Belted Mini Dress

    Level up your everyday 'fit with this trendy mini dress made with smooth stretchy knit fabric. It features an off-the-shoulder straight neckline with short sleeve cuffs, a drop waist front belted design with a textured metal buckle, and an asymmetric mini-length hem with a fab A-line silhouette.

    Fit & Features

    • Smooth knit fabric with top knit lining, plenty of stretch
    • Off-the-shoulder straight neckline, short sleeve cuffs
    • Ruched detailing
    • Drop waist front belted design, textured metal buckle
    • Asymmetric mini-length hem
    • A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05103-5989

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetter Alert Coated Faux Leather Flared Pants

    Set the trends in this coated faux leather flare pant featuring a sleek high-rise waist and a flattering straight-leg fit that flares out at the hem. Pair with a long sleeve top.

    Fit & Features

    • Coated faux leather fabrication
    • High-rise waist
    • Single button with hidden zipper closure
    • Straight-leg fit
    • Flared hem
    • Runs true to size

    Style Number/Barcode: 06402-1456

    Category Name: 2026 Fall Outfit Trends

    Price: $39.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Preppy Charm Pleated Knit Mini Skirt

    Bring the preppy charm in this pleated knit mini skirt featuring a flattering mid-rise waist perfect for styling with a cropped cardigan.

    Fit & Features

    • Sweater-knit fabrication
    • Mid-rise fit
    • Pleats 
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06501-1099

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Girl Vibe Cable Knit Vest

    Show off a chic girl vibe in this cable knit vest featuring a V-neckline, cap sleeves, stylish high-cut side slits for added movement, and the perfect relaxed fit to layer over your fave tops. Pair with a mini skirt and knee-high boots!

    Fit & Features

    • Cable knit fabric, moderate stretch
    • V-neckline
    • Cap sleeves
    • High-cut side slits
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2180

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Sleek Coated Faux Leather Capri Pants

    Unlock a sleek look in these faux leather high-rise capri pants in a chic fitted silhouette perfect for capturing those 90s vibes. Pair with a jacket.

    Fit & Features

    • Coated faux leather fabrication
    • High-rise waist
    • Single button with zipper closure
    • Five-pocket with belt loop design 
    • Capri length hem
    • Runs true to size

    Style Number/Barcode: 06402-1453

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • First Look Contrast Wide-Leg Pants

    Fit & Features

    • Woven knit fabrication, moderate stretch 
    • High-rise waist
    • Contrast-hued foldover waist accent
    • Slant pockets
    • Wide-leg hem
    • Runs true to size

    Style Number/Barcode: 06402-1454

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Edgy Glam Faux Patent Leather Slingback Buckle Pumps

    Pull off an edgy-glam allure in these patent leather slingback buckle pumps perfect for styling with a crossbody purse.

    Fit & Features

    • 2.5" Low block heel
    • Faux patent leather material
    • Closed pointed-toe
    • Metal grommet strap over the toe
    • Slingback strap
    • Runs true to size

    Style Number/Barcode: 07401-5223

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stylish Edge Studded Strappy Stiletto Mules

    Chic with a stylish edge, these faux leather mules feature an open almond-shaped toe, a dual-banded strap design accented with grommet and studded detailing, and a sleek stiletto heel. Pair with a clutch for your next night out.

    Fit & Features

    • 3.5" Stiletto heel
    • Faux leather material
    • Open almond toe
    • Dual-banded strap design, grommet and studded detailing
    • Open back, on-and-off styling
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5215

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Icon Sling-Back Kitten Heel Pumps

    Fit & Features

    • Stiletto kitten heel
    • Patent faux leather closed pointed-toe
    • Adjustable sling-back strap, buckle detail
    • Faux leather padded insole
    • Runs true to size

    Style Number/Barcode: 07401-5213

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serving Sleek Square Neck Bodycon Midi Dress

    Serve a gorgeous sleek silhouette in this brushed knit midi dress featuring a sleeveless square neckline, thin tank straps, and a midi-length bodycon fit to hug your curves. Style with hoop earrings and stiletto heels.

    Fit & Features

    • Brushed knit fabric with knit lining, plenty of stretch
    • Square neckline
    • Thin tank shoulder straps
    • Midi-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5975

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale