2026 Fall Outfit Trends

Loading...

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.

  • Mini Moment Faux Suede Tote Bag

    Small but seriously stylish. This mini microsuede tote nails that luxe, low-effort vibe with its sleek shape, side buckle detail, and surprisingly roomy interior—perfect for holding your essentials without cramping your style.

    Fit & Features

    • Top handles
    • Detachable crossbody strap
    • Side buckled strap accent
    • inner buckled strap closure
    • Spacious interior with an open pocket
    • Micro faux suede material

    Style Number/Barcode: 07203-000093

    Category Name: 2026 Fall Outfit Trends

    Price: $15.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • On Repeat Under-The-Knee Boots

    Classic, clean, and effortlessly cool—these under-the-knee boots are your new everyday staple. The smooth faux leather and sleek shape give any outfit that “put-together without trying” vibe.

    Fit & Features

    • Stacked block heel
    • Round toe
    • Under-the-knee height
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000105

    Category Name: 2026 Fall Outfit Trends

    Price: $46.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: 5.5

  • Zip Me Up Off-The-Shoulder Top

    Effortlessly cool with a touch of attitude—this off-the-shoulder zip top nails that chic but not trying too hard vibe. The structured fit hugs just right while the front zipper adds that subtle, sultry edge perfect for night-out plans or casual moments.

    Fit & Features

    • Woven fabric, moderate stretch
    • Off-the-shoulder neckline, fold-over design
    • Long fitted sleeves
    • Front zipper closure with double zip design
    • Mid-length hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06003-000177

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Quiet Luxe Off-The-Shoulder Maxi Dress

    Minimal effort, maximum impact. This off-the-shoulder maxi brings that sleek, sculpted vibe with a foldover neckline and curve-hugging silhouette that’s equal parts timeless and sultry.

    Fit & Features

    • Soft rib knit stretchy fabric
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves
    • Bodycon fit
    • Center back slit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06005-000183

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Checkmate Plaid Mini Skort

    A classic, but make it cool. This plaid mini skort gives preppy a refresh with its tailored fit and built-in shorts—perfect for pairing with knee-high boots and a coat.

    Fit & Features

    • Plaid pattern, knit fabric
    • High-rise waist
    • Form-hugging silhouette
    • Mini-length hem, shorts lining
    • Runs true to size

    Style Number/Barcode: 06503-000196

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sharp Hour Faux Leather Watch

    Classic meets contemporary. This square watch pairs a faux leather band with a minimalist design for that effortlessly polished, always-on-time energy.

    Fit & Features

    • Square analog clock, adjustable side dial
    • Faux leather strap
    • Polished finish
    • Adjustable buckle closure

    Style Number/Barcode: 07007-000064

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Mood Oversized Sweater

    This oversized sweater keeps it effortlessly chic with a slouchy fit and soft knit texture that feels like your coziest day ever—just styled better. Pair it with mini skirts, tall boots, or your favorite denim for all-season cuteness.

    Fit & Features

    • Soft rib knit fabric
    • Crew neckline
    • Relaxed long sleeves
    • Oversized fit
    • Pullover styling

    Style Number/Barcode: 06005-000182

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Statement Season Faux Leather Trench Coat

    Statement season starts here. This sleek faux leather trench coat brings a chic attitude with a perfectly structured fit—made for nights out, city strolls, and every unapologetically confident moment in between. Style with the matching mini skort.

    Shop Matching Bottoms: Statement Season Faux Leather Mini Skort

    Fit & Features

    • Patent faux leather fabric, crinkle texture
    • Lapel collar, back flap accent
    • Long sleeves, strap details
    • Open front, tie-front belt
    • Long-length hem
    • Structured fit
    • Runs true to size

    Style Number/Barcode: 06204-000073

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $79.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Street Muse Off-The-Shoulder Distressed Sweater

    A little edgy, a little undone—the perfect balance of effortless cool. This off-the-shoulder knit sweater brings major It-girl energy with distressed details and a slouchy, body-skimming fit. Perfect for styling with denim and attitude.

    Fit & Features

    • Soft rib knit fabric
    • Foldover off-the-shoulder neckline
    • Long sleeves
    • Distressed crop hem
    • Runs true to size

    Style Number/Barcode: 06005-000129

    Category Name: 2026 Fall Outfit Trends

    Price: $42.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Laced In Denim Strapless Mini Dress

    Meet the denim moment everyone’s talking about. This strapless corset mini cinches you in all the right places with lace-up sides and a structured bodice that gives instant shape. It’s flirty, bold, and begging to be admired at concerts or nights out.

    Fit & Features

    • Denim fabric with slight stretch
    • Strapless neckline
    • Corset-seamed bodice, back zipper and hook-eye closure
    • Rhinestone-embellished lace-up side plackets
    • Curved drop waist seam
    • Skater silhouette, frayed edge trim, mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000273

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $56.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Streak Snake Print Denim Jeans

    A little wild, a lot iconic. These snake print wide-leg jeans serve instant edge with a mid-rise fit that keeps it cool and wearable. Pair them with a crop tee or a sleek bodysuit—either way, they’re the main event of your outfit.

    Fit & Features

    • Snake print, cotton denim fabric, non-stretch
    • Mid-rise waist
    • Wide-leg fit
    • Front button and hidden zipper closure
    • Belt loop accents, five-pocket styling
    • Runs true to size

    Style Number/Barcode: 06602-000076

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Heavy Duty Cool Lug Boots

    Built to flex with every fit. These faux leather lug sole boots bring that effortless street edge with an under-the-knee cut and chunky tread that keeps things grounded but sleek.

    Fit & Features

    • 3.5” block heel, 7.5” leg opening,15” shaft height
    • Square toe
    • Inner zipper closure
    • Under-the-knee length
    • Luxe fit cushioned insole
    • Traction lug sole
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07402-000073

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $50.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Blue Crush Denim Halter Skater Dress

    Meet your new denim obsession. This square neck halter mini dress serves curve-hugging confidence with belted detailing and flirty side cutouts made for catching glances.

    Fit & Features

    • Stretch denim fabric, knit panty lining
    • Adjustable belted halter square neckline, foldover accent
    • Back zipper and hook-eye closure
    • Side waist cutouts
    • Front seam detailing
    • Skater short-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000241

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Higher Standards Kitten Heel Boots

    When subtle meets statement. These faux suede over-the-knee boots add instant polish to any look—with a sleek pointed toe and low kitten heel that keeps it chic and comfy. Perfect for date nights, coffee runs, and everything in between.

    Fit & Features

    • 2.5” Kitten heel, 8" leg opening, 21" shaft height
    • Pointed-toe
    • Scrunched over-the-knee length
    • Pull-on/off styling
    • Smooth faux suede material
    • Runs true to size

    Style Number/Barcode: 07402-000107

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $58.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Polished Edit Plaid Pleated Mini Skort

    For the girl who plans her power moves and her outfits. This plaid mini skort pulls any look together with a polished, pleated fit that means business (but still plays it cool). Style with the matching blazer.

    Shop Matching Jacket: Polished Edit Plaid Blazer

    Fit & Features

    • Woven fabric, plaid print
    • Mid-rise waist
    • Side button accents
    • Pleating
    • Mini-length hem, A-line silhouette
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06403-000082

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cozy And Captivating Bodycon Mini Dress

    All eyes on you. This off-the-shoulder ribbed mini dress hugs every curve in soft, stretchy knit with a foldover neckline that adds just the right amount of flirt. The long sleeves balance the bodycon fit for a look that’s equal parts cozy and captivating.

    Fit & Features

    • Soft rib knit stretch fabric
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000405

    Category Name: 2026 Fall Outfit Trends

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Too Cool High-Rise Wide Leg Pants

    Your “don’t mess with me” pants—sleek, sculpting, and effortlessly cool. These faux leather wide-leg pants bring major attitude with a high-rise fit that snatches the waist and elongates the leg. Dress them up, tone them down, they always deliver main character polish (without saying it).

    Fit & Features

    • Sleek faux leather fabric, minimal stretch
    • High-rise waist
    • Wide-leg fit
    • Front button and hidden zipper closure
    • Belt loop accents, faux front pockets, open back pockets
    • Runs true to size

    Style Number/Barcode: 06402-000027

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Street Code Faux Leather Cargo Pants

    Utility, but make it chic. These faux leather cargo pants bring a bold edge with a high-rise fit and wide-leg silhouette that’s all confidence, no effort. They’re the kind of pants that turn errands into an outfit moment.

    Fit & Features

    • Sleek faux leather fabric, slight stretch
    • High-rise waist, elasticized trim insert
    • Wide-leg silhouette
    • Cargo side pockets, hip side pockets
    • Front button and hidden zipper closure
    • Belt loop accents
    • Runs true to size

    Style Number/Barcode: 06402-000015

    Category Name: 2026 Fall Outfit Trends

    Price: $44.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: M, L, XL

  • Effortless Off-Duty Faux Leather Cabby Hat

    Meet the hat that instantly upgrades your outfit. With its sleek faux leather finish and structured cabby silhouette, this piece brings that effortless off-duty polish that looks perfectly put together without even trying.

    Fit & Features

    • Faux leather material
    • Classic cabby hat design
    • Flat top
    • Short curved brim
    • Side button accents

    Style Number/Barcode: 07302-000163

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All Day Cute Striped Knit Sweater

    Stripes that never miss. This mock neck dolman sweater pairs soft knit comfort with a relaxed crop hem with slit accents that pair perfectly with fall and winter styling!

    Fit & Features

    • Striped pattern, cotton-blend knit fabric
    • Mock neck
    • Dolman long sleeves
    • Relaxed fit
    • Cropped-length hem, slit accents
    • Runs true to size

    Style Number/Barcode: 06005-000177

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Glammed Up Removable Fur Cardigan

    Serving cozy glam in the chicest way, this rib knit cardigan levels up your cold-weather looks with plush, removable faux fur trim at the collar and cuffs. The fitted silhouette and button-up front make it effortlessly polished—perfect for pairing with denim, faux leather, or full-on sparkle.

    Fit & Features

    • Soft rib knit fabric
    • Removable faux fur collar neckline
    • Fitted long sleeves with removable faux fur cuffs
    • Button-up front closures
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06005-000175

    Category Name: 2026 Fall Outfit Trends

    Price: $44.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Catch The Light Glitter Faux Leather Mini Skirt

    Meet your new go-to for going out. This glitter-coated faux leather mini skirt brings that perfect mix of shine, edge, and confidence—because subtle was never really your thing.

    Fit & Features

    • Coated glitter faux leather fabric
    • High-rise waist
    • Five-pocket and belt loop design
    • Front button closure
    • Mini-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06401-000022

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Cool Intentions Faux Leather Pants

    The cool-girl classic your closet’s been waiting for. These faux leather straight-leg pants nail that effortless balance—structured, smooth, and just the right amount of bold. Perfect with an oversized tee, a blazer, or whatever vibe you’re feeling.

    Fit & Features

    • Faux leather fabric, minimal stretch
    • High-rise waist
    • Straight-leg fit
    • Front button and hidden zipper closure
    • Belt loop accents, faux front pockets, open back pockets
    • Runs true to size

    Style Number/Barcode: 06402-000028

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet And Snug Cable Knit Mini Dress

    Cozy meets curve-hugging. This cable knit mini brings that soft, flirty energy with a foldover off-the-shoulder neckline and bell sleeves for extra charm. Perfect for date nights in or dressing up your coffee run fit.

    Fit & Features

    • Soft cable knit fabric, stretch knit lining
    • Foldover off-the-shoulder neckline
    • Long bell sleeves
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000395

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free