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.

  • Cozy Status Faux Suede Platform Slippers

    For when comfort is the assignment and the aesthetic. These faux suede platform slippers serve soft luxury with a cozy faux fur lining and embroidered trim—basically, perfect for coffee runs, airport fits, or cozy nights in.

    Fit & Features

    • Round toe
    • Embroidered trim
    • Platform sole
    • Sturdy traction bottom
    • Soft faux fur lining
    • Faux suede exterior material
    • Runs true to size

    Style Number/Barcode: 07405-000008

    Category Name: 2026 Fall Outfit Trends

    Price: $28.90

    Availability: Out of Stock

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  • Fall Flirt Off-The-Shoulder Sweater

    Cozy just got a glow-up. This off-the-shoulder cable knit sweater blends fall comfort with flirty charm, featuring ribbed detailing and tied sleeves for that extra-soft finish. Pair it with leather or your go-to jeans—it’s your new cold-weather crush.

    Fit & Features

    • Soft rib knit stretchy fabric
    • Foldover off-the-shoulder neckline with bow ties
    • Fitted long sleeves
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06005-000192

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

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  • Falling for Knits Crop Sweater

    Cozy with a little edge. This cable knit crop sweater levels up your casual days with subtle distressed accents and a cute vibe—perfect for coffee runs, study dates, or layering over slip dresses.

    Fit & Features

    • Cable knit soft fabric
    • Crew neck
    • Long sleeves
    • Cropped-length hem with distressed accents
    • Runs true to size

    Style Number/Barcode: 06005-000138

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

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  • Season Chill Cable Knit Crop Sweater

    A cozy classic, reimagined for fall. This cropped cable knit sweater features a soft ribbed texture and Henley-style buttons for a laid-back yet polished feel. Pair it with high-rise denim or a mini skirt for your ultimate fall uniform.

    Fit & Features

    • Soft cable knit fabric
    • Crew neckline with henley-style buttons
    • Long sleeves
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000137

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

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  • Urban Icon Cropped Bomber Jacket

    The definition of cool-girl confidence. This faux leather bomber jacket brings an instant edge with its structured silhouette and timeless zip-front design. Throw it over your favorite mini or graphic tee—because every fall look needs a little attitude.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Collar neckline, snap-button closures
    • Zip-up front closure
    • Front pockets
    • Bomber silhouette
    • Adjustable drawstring hem
    • Runs true to size

    Style Number/Barcode: 06204-000053

    Category Name: 2026 Fall Outfit Trends

    Price: $59.90

    Availability: Out of Stock

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  • Fall for Knit Long Sleeve Mini Dress

    Cozy, flattering, and totally fall-coded. This ribbed knit mini dress features a sweetheart neckline and subtle ruching that shapes your silhouette while keeping it soft and effortless. Pair it with knee-high boots for a perfect fall day out.

    Fit & Features

    • Hacci rib knit stretch fabric
    • Sweetheart neckline, ruched bust seam
    • Fitted long sleeves
    • A-line silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000354

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Jet Set Mood Faux Fur Vest

    Your statement layer for cool-girl fall. This luxe faux fur vest brings high-glam texture and warmth with a plush finish that instantly elevates any look. Throw it over knits or leather for that “I just stepped off the runway” kind of energy.

    Fit & Features

    • Plush faux fur fabric, sewn-in woven lining
    • Sleeveless collar neckline
    • Hidden front hook and eye closures
    • Side pockets
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000037

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Bound To Impress Buckle Halter Crop Top

    All gas, no brakes—this halter top is your night-out power move. The sleek faux leather fit and double buckle front serve full confidence with a side of chaos (the good kind). Pair it with low-rise pants and an attitude.

    Fit & Features

    • Faux leather fabrication with subtle sheen
    • Halter neckline
    • Open back design
    • Double front buckle closures
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-000176

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Ice Queen Removable Faux Fur Denim Jacket

    Cooler weather, elevated. This cropped denim jacket brings a luxe twist with its removable faux fur collar and cuffs—soft, plush, and totally statement-making. Pair it with sleek basics or layer it over a party dress for that “it-girl” vibe.

    Fit & Features

    • Denim cotton fabric, sewn-in woven lining
    • Removable faux fur collar neckline
    • Long sleeves with removable faux fur cuffs
    • Single snap-button front closure
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06203-000023

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Downtown Girl Faux Leather Sherpa Crop Jacket

    For the girl who’s always on the move (and always looks good doing it). This cropped faux leather jacket with plush sherpa lining brings that downtown ease—structured, soft, and effortlessly elevated. It’s the jacket that makes even a coffee run feel like a moment.

    Fit & Features

    • Faux leather fabric, faux sherpa plush lining
    • Faux sherpa collar neckline
    • Long sleeves, faux sherpa cuffs
    • Front zip-up closure
    • Front pockets
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06201-000027

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chasing Time Leopard Watch

    It’s giving luxe with a wild streak. This gold-tone watch features a bold leopard print faux leather band and a sleek square face for that perfect mix of classic and daring. 

    Fit & Features

    • Watch face with roman numerals
    • Faux leather leopard print band
    • Adjustable buckle closure
    • Adjustable side dial

    Style Number/Barcode: 07007-000065

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Cool Intentions Pleated Denim Mini Skort

    She’s giving ‘effortless but planned.’ This pleated denim mini skort brings that flirty Y2K energy with just the right amount of edge—perfect for styling with your favorite sweater or baby tee.

    Fit & Features

    • Denim fabric
    • Mid-rise waist
    • Drop waist design, belted accent
    • Pleated mini-length overlay with front slit, A-line fit
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06603-000118

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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  • Season’s Sleek Thigh-High Stiletto Boots

    The definition of drama. These scrunch thigh-high boots strike the perfect balance of luxe and daring, with a pointed toe and sleek stiletto heel made to elevate all your fall outfits.

    Fit & Features

    • 3” stiletto heel, 9.5” leg opening, 23” shaft
    • Pointed-toe
    • Side zipper closure
    • Thigh-high scrunch silhouette
    • Sleek faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000062

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Western Chill Embroidered Suede Boots

    Cowgirl meets cozy season. These embroidered suede boots bring a western twist to your off-duty looks—perfect for pairing with denim, knits, or oversized flannels when the temps drop.

    Fit & Features

    • 1” in heel height, 6.5” leg opening, 7" shaft height
    • Round toe
    • Embroidered western-inspired detailing
    • Traction lug sole
    • Fuzzy faux fur lining
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-000074

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cool Intentions Faux Leather Bomber Jacket

    Effortlessly cool with just the right amount of edge. This faux leather bomber nails that borrowed-from-him vibe with ribbed trim details and a relaxed fit you’ll want to throw on with everything.

    Fit & Features

    • Faux leather fabric, sewn-in woven lining
    • Rib knit collar neckline
    • Long sleeves with rib knit cuffs
    • Front zip-up closure
    • Front zipper pockets
    • Rib knit crop hem
    • Runs true to size

    Style Number/Barcode: 06204-000051

    Category Name: 2026 Fall Outfit Trends

    Price: $59.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Season Shift Mock Neck Crop Sweater

    Soft knit, sporty stripes, and a cropped hem—this zip-up sweater makes autumn layering a breeze. Pair with denim and booties for crisp strolls, latte runs, or any fall plans.

    Fit & Features

    • Soft knit fabric
    • Long sleeves with striped cuffs
    • Zip-up mock neckline
    • Cropped-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000170

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrap Me Up Cable Knit Cardigan

    For when “just one more layer” becomes the whole look. This cable knit cardigan brings plush texture and balloon sleeves that add instant cozy-chic energy—perfect for layering over any outfit.

    Fit & Features

    • Soft cable knit fabric
    • Balloon long sleeves
    • Open front design
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-000168

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sleek Intentions Slingback Heels

    Effortless sophistication, start to finish. These faux suede slingback heels blend a sharp pointed toe with a classic stiletto heel—perfect for elevating your day or night look.

    Fit & Features

    • 4" Stiletto heel
    • Closed pointed-toe
    • Slingback adjustable ankle strap, buckle closure
    • Faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-000398

    Category Name: 2026 Fall Outfit Trends

    Price: $32.90

    Availability: Out of Stock

    Product Badge:
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  • Instant Edge Platform Ankle Booties

    The boot you’ll reach for on repeat. With a chunky platform sole and sleek faux leather finish, these ankle booties strike the perfect balance between laid-back edge and pulled-together style.

    Fit & Features

    • Block heel
    • Platform, lug sole
    • Closed round toe
    • Above-the-ankle height, pull tabs
    • Elastic gore design
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000013

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cloud Nine Faux Fur Bag

    Soft, fuzzy, and impossible to resist. This faux fur bag adds cozy-chic texture to any look—equally perfect for latte runs or layering into your fall-night lineup.

    Fit & Features

    • Buckle handle closure
    • Detachable crossbody strap
    • Lined spacious interior
    • Fuzzy faux fur material

    Style Number/Barcode: 07203-000092

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Frontier Chic Moto Boots

    Bring the western energy into your fall lineup with these knee-high boots. Featuring harness buckle detailing, a pointed toe, and a block heel, they bring western flair to a city chic vibe, perfect for styling with any look.

    Fit & Features

    • 3" Block heel, 8" leg opening, 13" shaft height
    • Pointed-toe
    • Harness buckle detailing
    • Knee-high shaft length
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000056

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $65.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Drift Oversized Jacket

    Cool-girl comfort meets vintage soul. This oversized jacket gives that perfectly worn-in feel with coated fabric, quilted lining, and a cozy corduroy collar. Toss it over flowy dresses or denim jeans for an effortless vibe this season.

    Fit & Features

    • Coated, vintage-inspired, cotton-blend woven fabric
    • Quilted woven lining
    • Long sleeves, snap-button straps
    • Corduroy collar neckline
    • Front zipper and snap-button closures, front flap pockets
    • Oversized fit

    Style Number/Barcode: 06201-000083

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kangol Tropic™ 504 Beige Beret

    Instantly raises your outfit IQ. This iconic Kangol beret adds that effortless, editorial touch. Whether you’re pairing it with a moto jacket or oversized blazer, it’s your go-to for any look this season.

    Fit & Features

    • "Kangol" embroidery and logo
    • Tropic yarn for a lightweight and comfortable fit
    • Classic beret silhouette

    Style Number/Barcode: 07302-000230

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Kangol Tropic™ 504 Black Beret

    Instantly raises your outfit IQ. This iconic Kangol beret adds that effortless, editorial touch. Whether you’re pairing it with a moto jacket or oversized blazer, it’s your go-to for any look this season.

    Fit & Features

    • "Kangol" embroidery and logo
    • Tropic yarn for a lightweight and comfortable fit
    • Classic beret silhouette

    Style Number/Barcode: 07302-000229

    Category Name: 2026 Fall Outfit Trends

    Price: $23.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free