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.

  • Cool Girl Sleek Faux Leather Cropped Pants

    Meet the pants that instantly turn every sidewalk into a runway. These faux leather wide-legs serve major cool-girl energy with their sleek sheen and relaxed, cropped silhouette. Dress them up with heels or down with sneakers—either way, they’re giving confidence, attitude, and effortless style.

    Fit & Features

    • Faux leather fabrication with a smooth, coated finish
    • Mid-rise waist, belt loops, front button closure
    • Straight-leg silhouette with a relaxed, cropped length
    • Functional side pockets and back faux welt pockets
    • Runs true to size

    Style Number/Barcode: 06402-000021

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • The Icon Faux Leather Capri Pants

    Take charge in these high-rise faux leather capri pants designed with sleek pintuck seams and a wide-leg silhouette that means business (and a little bit of drama).

    Fit & Features

    • Faux leather fabric, slight stretch
    • High-rise waist
    • Back zipper closure
    • Pintuck seam detailing
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06402-000020

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sweet Talk Polka Dot Crop Top

    Vintage flirt meets modern cool. This polka dot hook-and-eye top brings all the retro charm with a curve-hugging fit and scalloped edges—made for pairing with low-rise pants, mini skirts, or your favorite weekend latte.

    Fit & Features

    • Polka dot print, mesh fabric with knit lining, high stretch
    • Plunge V-neckline, dainty lace trim
    • Tie-back halter straps, partially open back
    • Front hook-eye closures
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-000792

    Category Name: 2026 Fall Outfit Trends

    Price: $32.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

  • Minimal Mood Faux Suede Kitten Heels

    Less is more, babe. These faux suede kitten heels keep it simple with slim straps and a sleek silhouette—aka the perfect pair for elevating jeans, dresses, and every OOTD in between.

    Fit & Features

    • 3" Kitten heel
    • Square toe
    • Thong strappy design
    • Soft faux suede material
    • Runs true to size

    Style Number/Barcode: 07401-000506

    Category Name: 2026 Fall Outfit Trends

    Price: $28.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9

  • 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
  • Bold Move Coated Hot Shorts

    These coated hot shorts are for the nights when subtle just isn’t on the agenda. Sleek, sculpting, and unapologetically bold, they bring that confident, going-out energy, whether you pair them with a crop top or an oversized jacket.

    Fit & Features

    • Coated faux leather finish
    • High-rise waist
    • Body-hugging fit
    • Short inseam cut
    • Back zipper closure
    • Runs true to size

    Style Number/Barcode: 06403-000103

    Category Name: 2026 Fall Outfit Trends

    Price: $26.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: L

  • Flirty Faux Fur Mini Skort

    This faux fur mini skort is the cutest cold-weather flex — plush on the outside, stretchy knit shorts on the inside, and flirty enough to dress up or down. It’s comfort meets glam with zero effort required.

    Fit & Features

    • Soft faux fur exterior, sewn-in knit lining
    • Mini skort silhouette
    • Side zipper and hook-eye closure
    • Stretchy knit shorts lining
    • Comfortable, pull-on fit
    • Runs true to size

    Style Number/Barcode: 06403-000101

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Luxe Moments Removable Faux Fur Mini Dress

    Giving retro glam with a cozy twist, this ribbed mini dress brings major soft-lux vibes. The faux fur collar and cuffs add effortless drama, making it the perfect piece for chilly nights when you still want to look very put together.

    Fit & Features

    • Rib knit fabric
    • Deep V neckline with a removable faux fur collar
    • Long sleeves with removable faux fur cuffs
    • Front button-down design for adjustable coverage
    • Bodycon mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000862

    Category Name: 2026 Fall Outfit Trends

    Price: $59.90

    Availability: In Stock

    Available Color: BROWN-2

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Fuzzy Feel Chunky Clog Mules

    Your cozy era just got taller. These faux fur trim platform clog mules serve up major ‘70s energy with a soft, plush finish and chunky heel that keeps every step comfy and cool.

    Fit & Features

    • Block heel
    • Almond toe, closed design
    • Faux fur trimmed
    • Platform sole
    • Runs true to size

    Style Number/Barcode: 07401-000593

    Category Name: 2026 Fall Outfit Trends

    Price: $30.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Street Ease Mesh Trim Sneakers

    These faux suede sneakers keep it sporty and cute with mesh trim detailing and a comfy round toe design. Perfect for off-duty days, coffee runs, and athleisure looks.

    Fit & Features

    • Round toe design
    • Lace-up front placket
    • Comfortable insole
    • Traction bottom
    • Faux suede and mesh trim
    • Runs true to size

    Style Number/Barcode: 07407-000003

    Category Name: 2026 Fall Outfit Trends

    Price: $8.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Downtown Sleek Faux Leather Booties

    Sleek and simple—these block heel booties are your new everyday pair. Easy to style, easy to wear, and always chic.

    Fit & Features

    • 3" Short block heel
    • Pointed toe
    • Side zipper closure
    • Ankle-length shaft
    • Faux leather material
    • Runs true to size

    Style Number/Barcode: 07403-000045

    Category Name: 2026 Fall Outfit Trends

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Blues Denim Stiletto Booties

    A playful spin on a staple—these denim stiletto booties bring just the right mix of flirty and fierce with a jean-like design perfect for making a bold statement.

    Fit & Features

    • 4" Stiletto heel
    • Pointed toe
    • Side zipper closure
    • Jean-like design, distressed accents and color fade effect
    • Ankle-length shaft
    • Denim material
    • Runs true to size

    Style Number/Barcode: 07403-000043

    Category Name: 2026 Fall Outfit Trends

    Price: $11.97 $32.90

    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
  • Downtown Chic Faux Leather Mini Skirt

    A little bold, very put-together. This faux leather mini skirt sits low on the waist with a sleek finish that instantly elevates your going-out lineup without trying too hard.

    Fit & Features

    • Faux leather fabrication with coated sheen, stretch knit lining
    • Low-rise waist, side zipper closure
    • Buckled belt with metal grommets
    • Pleated silhouette
    • Mini length hem
    • Runs true to size

    Style Number/Barcode: 06401-000028

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Saddle Chic Off Shoulder Top

    Bring a luxe, equestrian-inspired vibe to your cold-weather lineup with this off-shoulder ribbed knit top. The folded neckline gives that effortless, draped look while the gold-tone horsebit detail adds a polished designer touch.

    Fit & Features

    • Off-the-shoulder foldover neckline with a V-notch shape
    • Gold-tone horsebit hardware accent at the front
    • Ribbed knit fabric with a soft, stretchy feel
    • Long, fitted sleeves
    • Cropped, body-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 06005-000246

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • City Flirt Polka Dot Halter Top

    This halter top turns classic polka dots into a modern moment with its high neckline, cowl drape, and open back tie—perfect for dinner dates, city strolls, and spontaneous mimosa brunches!

    Fit & Features

    • Polka dot print, knit stretchy fabric
    • High halter neckline with tie closure
    • Cutout front bust
    • Open strappy back design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000344

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Snuggle Steps Faux Sherpa Platform Booties

    Cold outside, cozy inside. These microsuede platform booties keep things warm with faux sherpa lining and trendy with a hoop accent—basically your autumn to winter must-have!

    Fit & Features

    • 1.5” heel, 6” leg opening, 5” shaft
    • Round toe
    • Side hoop and strap trim
    • Platform sole
    • Faux sherpa lined
    • Microsuede material
    • Runs true to size

    Style Number/Barcode: 07403-000041

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wrapped in Charm Rib Knit Dress

    Soft meets sultry in this rib knit mini dress made for showing a little shoulder. The foldover neckline, waist wrap belt, and ruffled hem bring that flirty-feminine vibe—perfect for when cozy still calls for a look.

    Fit & Features

    • Rib knit fabric, sewn-in knit lining, moderate stretch
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves
    • Wrap waist belt accent with hardware insert
    • Bodycon fit
    • Ruffled mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000371

    Category Name: 2026 Fall Outfit Trends

    Price: $30.00 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Falling For Layered Wrap Scarf

    Soft, breezy, and endlessly versatile—this lightweight scarf is your go-to for layering season. Wear it as a wrap, knot it as an accessory, or drape it for effortless chic vibes.

    Fit & Features

    • Lightweight woven fabric
    • Wrap design
    • Versatile styling options

    Style Number/Barcode: 07305-000065

    Category Name: 2026 Fall Outfit Trends

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Golden Hour Off-The-Shoulder Mini Dress

    This long sleeve off-the-shoulder mini dress hugs in all the right places for that effortless “oh, this old thing?” vibe. Perfect for brunch, dinner dates, or any casual night out plans.

    Fit & Features

    • Smooth knit-lined stretchy fabric
    • Foldover off-the-shoulder neckline
    • Fitted long sleeves with flare slit cuffs
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 05102-000363

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Dark Rose Drama Low-Rise Jeans

    For the girl who likes her denim with attitude, these jeans take the lead. The lace-up waist and rhinestone detailing give your denim game a little edge, perfect for nights out.

    Shop Matching Top: Dark Rose Drama Denim Halter Top

    Fit & Features

    • Soft denim with subtle stretch
    • Low-rise waist with lace-up front
    • Rhinestone detailing
    • Rose pattern
    • Slim through the hip with a flared leg
    • Runs true to size

    Style Number/Barcode: 06602-000084

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Winter Crush Sherpa Trim Faux Leather Tube Dress

    Think après-ski, but make it going-out glam. The faux leather gives you that sleek, sculpted confidence, while the faux sherpa trim adds that touch of softness that balances the boldness just right. It’s the kind of piece that feels luxe, a little daring, and completely worth showing off.

    Fit & Features

    • Faux leather fabric with sewn-in knit lining, moderate stretch
    • Faux sherpa trims
    • Strapless straight-across neckline, no-slip strip
    • Back zipper with hook-eye closure
    • Dual belted accents at the waist
    • Mini-length bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 05102-000362

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bold Mood Snake Print Denim Mini Skort

    Meet the mini skort that does the flirting for you. The denim snake print adds that bold, I-run-the-room confidence—perfect for nights you want your outfit to do the talking.

    Fit & Features

    • Denim fabric, snake print
    • Mid-rise waist
    • Belted design, rectangular buckle
    • Mini-length overlay, form-hugging fit
    • Hidden fitted shorts
    • Runs true to size

    Style Number/Barcode: 06603-000130

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    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

    • 2" Stacked block heel, 7.5" leg opening, 13" shaft height
    • 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, BROWN

    Available Size: 5.5, 6.5