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.

  • Only Accepting Good Vibes And Tequila Baseball Cap

    This cute baseball cap captures the motto to live by! It features a traditional baseball cap design with a round top, a curved brim, a back adjustable strap, and a fun embroidered script that reads, "only accepting good vibes and tequila." Style with hoop earrings for happy hour with the girls!

    Fit & Features

    • Traditional baseball cap design
    • Round top, curved brim
    • Back adjustable strap, clasp closure
    • Embroidered script: "only accepting good vibes and tequila"

    Style Number/Barcode: 07302-1533

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In The Lineup Mock Neck High Slit Midi Dress

    This alluring mock neck high slit midi dress needs to be in your winter lineup! It features a mock neckline, long fitted sleeves, a trendy ruched side seam with an adjustable drawstring, an asymmetric midi-length hem creating a high-cut side slit, and a form-hugging silhouette to flaunt your figure. The brushed knit fabric offers plenty of stretch. Style this midi dress with ankle booties!

    Fit & Features

    • Mock neckline
    • Long fitted sleeves
    • Ruched side seam, adjustable drawstring
    • Asymmetric midi-length hem, high-cut side slit
    • Form-hugging silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5404

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Attract And Allure Marble Print Midi Dress

    Attract and allure in this marble print midi dress that puts your curves on display! It features a high crew neckline, long fitted sleeves, a midi-length hem with a form-hugging silhouette, and an all-over trendy marble print pattern. The sheer mesh fabric includes a full-length sleeveless knit lining. Style this mid-length dress with clear heel mules for a cool-girl vibe for a rooftop bar!

    Fit & Features

    • Crew neckline
    • Long fitted sleeves
    • Midi-length hem, form-hugging fit
    • Marble print, sheer mesh fabric
    • Full-length sleeveless knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5403

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Can't Wait Faux Sherpa Leather Trench Coat

    When the chill hits, you'll want to wear this faux leather trench coat to keep stylish and toasty! With long sleeves featuring faux sherpa cuffs, a faux sherpa lapel collar neckline, a tie-front belted waist, hidden side pockets to keep your hands warm, and a mid-length hem, you'll turn heads in style and luxury. Complete the look in knee-high boots.

    Fit & Features

    • Long sleeves, faux sherpa cuffs
    • Faux sherpa lapel collar neckline
    • Tie-front belted waist
    • Hidden side pockets
    • Mid-length hem
    • Faux leather fabric, sewn-in woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06201-0415

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Trends Houndstooth Puffer Vest

    Layer on this new and trending puffer vest to showcase a fab style this autumn and winter season! The cropped vest features a sleeveless design, a standing collar neckline, front zipper closure, pockets for keeping your hands warm, and a cute houndstooth print. Crafted from an insulated nylon woven fabric, this vest helps keep you warm and protected from the elements. Complete the look in a casual smooth dress for a coffee run and hangouts!

    Fit & Features

    • Sleeveless design
    • Standing collar neckline
    • Front zipper closure and pockets
    • Cropped hem
    • Houndstooth print
    • Insulated nylon woven fabric
    • Runs true to size

    Style Number/Barcode: 06201-0411

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Check It Off Corduroy Checkered Puffer Jacket

    This puffer jacket will keep your style in check! With a unique checkered pattern and soft corduroy fabric, this jacket features a trendy and cozy feel with long sleeves, a standing collar neckline, front pockets to keep your hands warm, and a cropped hem. The jacket is composed of an insulated nylon-woven lining designed to help keep you warm. Complete the look with a knit beanie for a snow day or grabbing coffee!

    Fit & Features

    • Long sleeves
    • Standing collar neckline
    • Front zipper closure
    • Front pockets, cropped hem
    • Checkered pattern, corduroy fabric
    • Insulated nylon-woven lining for extra warmth
    • Runs true to size

    Style Number/Barcode: 06201-0412

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cool Captured High Rise Cargo Denim Jeans

    Capture effortless-cool style in these cargo denim jeans perfect for casual wear! They feature a flattering high-rise waist and straight-leg silhouette with trendy cargo flap pockets, seam detailing, and medium-wash denim fabric. Complete the look with a graphic tee and sneakers!

    Fit & Features

    • High-rise waist
    • Straight-leg silhouette
    • Side and back cargo flap pockets, seam detailing
    • Front button and hidden zipper closure
    • Belt loop accents, three-pocket styling
    • Medium wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0516

    Category Name: 2026 Fall Outfit Trends

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L, XL

  • Flirty Retro Strapless Flare Denim Jumpsuit

    You'll be the cutest in the room with this flirty retro denim jumpsuit! Featuring a strapless neckline, five pockets, and belt loop accents, as well as a flattering hip-hugging fit and flared hem, this denim jumpsuit is a must-have for any fashion-forward wardrobe. Complete the look with a chunky necklace for a concert or bar night!

    Fit & Features

    • Strapless neckline
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Hidden front hook-eye and zipper closure
    • Hip-hugging fit, flare hem
    • Denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0473

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Charm Eyelash Knit Cardigan Sweater

    A playful addition to your wardrobe, this eyelash knit cardigan sweater is the perfect way to stay warm in style. With its fitted long sleeves and scoop neckline, this sweater will keep you cozy all day long. A tie-front closure, front slit, and cropped hem add a flirty touch to the soft and cozy eyelash knit fabric. Complete the look in a skirt and knee-high boots for an adorable outfit!

    Fit & Features

    • Fitted long sleeves
    • Scoop neckline
    • Tie-front closure and slit
    • Cropped hem
    • Soft eyelash knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1804

    Category Name: 2026 Fall Outfit Trends

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Season Of Fun Denim Collared A-Line Mini Dress

    It's the season of fun with this casual and cute denim mini dress perfect for everyday styling! It features long sleeves with dual button cuffs, a collared neckline, button-down front closures, two flap pockets, a belted waist with buckle closure, and a flattering A-line silhouette. Complete the look in sleek hoop earrings.

    Fit & Features

    • Long sleeves, dual button cuffs
    • Collared neckline
    • Button-down front closures, two flap pockets
    • Belted waist, buckle closure, belt loop accents
    • A-line silhouette, mini-length hem
    • Denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 05102-5402

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Utilitarian Flare Faux Leather Cargo Joggers

    Step up your edgy style in these faux leather joggers perfect for concerts or hitting up the bar! They feature a flattering high-rise waist with a partial elasticized band, hidden side pockets, a skinny jogger-style leg silhouette, faux cargo flap pockets, and an elasticized hem. Complete the look in a corset top and rhinestone heels for a hint of sparkle!

    Fit & Features

    • High-rise waist, partially elasticized band
    • Front button and hidden zipper closure
    • Hidden side pockets, faux cargo flap pockets
    • Skinny-leg jogger silhouette
    • Elasticized hem
    • Lined faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1358

    Category Name: 2026 Fall Outfit Trends

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Class In Session Plaid High Slit Mini Skort

    This sassy plaid skort will earn you an A+ in style! With a high-rise waist, form-hugging fit, and mini-length hem, you'll turn heads in all the right ways - not to mention the stunning front skirt overlay and high slit. Complete the look in a cute short-sleeved top for school or casual hangs!

    Fit & Features

    • High-rise waist, elastic waistband
    • Form-hugging fit
    • Front skirt overlay, high slit
    • Mini-length hem
    • Short lining
    • Plaid print, knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06503-1100

    Category Name: 2026 Fall Outfit Trends

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Coolness In Check Faux Sherpa Bomber Jacket

    Keep your coolness in check with this faux sherpa bomber jacket perf for casual styling! It features a collared neckline, long sleeves with tapered hems, a zip-front design, lined side pockets, and a relaxed fit. The lined cozy faux sherpa fabric features a trendy checkered print pattern. Layer this bomber jacket over a crop top with faux leather pants and combat boots!

    Fit & Features

    • Collared neckline
    • Long sleeves, tapered hems
    • Complete zip-front design
    • Dual lined side pockets
    • Relaxed fit
    • Checkered print, faux sherpa fabric, smooth woven lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06201-0409

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Vibes Faux Sherpa Shacket

    Layer on all the cozy vibes with this trendy faux sherpa shacket! It features a collared neckline, long sleeves, a button-down front, buttoned chest pockets, side pockets, and a relaxed oversized fit for that ultra-comfy feel. The soft faux sherpa fabric includes a cotton-blend lining. Pair this adorable shacket over a basic bodysuit with faux leather leggings and combat boots!

    Fit & Features

    • Collared neckline
    • Long sleeves, single button detail
    • Complete button-down front
    • Dual buttoned chest pockets
    • Dual lined side pockets
    • Faux sherpa fabric, cotton-blend lining, minimal stretch
    • Relaxed oversized fit

    Style Number/Barcode: 06201-0408

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cadet Babe Cargo Pocket Mini Dress

    Take rank as a cadet babe in this sleeveless mini dress perfect for elevating your basics! It features a square neckline, spaghetti straps, cargo flap pockets with pull tabs, and a flattering bodycon silhouette on stretchy rib knit fabric. Complete the look with a denim jacket.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cargo flap pockets, pull tabs
    • Bodycon silhouette
    • Mini-length hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 05102-5399

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic For The Season Cable Knit Bolero

    This cozy cable knit bolero is a chic style pick for the season! It features long fitted sleeves, an open front, and a cropped hem. The cable knit fabric has an ultra-soft feel and offers plenty of stretch. Complete your look with the matching tube top and a faux leather mini skirt for a fab holiday party look.

    Shop Matching Top: Chic For The Season Cable Knit Tube Top

    Fit & Features

    • Long fitted sleeves
    • Open front
    • Cropped hem
    • Ultra-soft cable knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1795

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic For The Season Cable Knit Tube Top

    This cozy cable knit tube top is a chic style pick for the season! It features a strapless straight-across neckline, a curved cropped hem, and a form-hugging fit. The cable knit fabric has an ultra-soft feel and offers plenty of stretch. Complete your look with the matching bolero and a faux leather mini skirt for a fab holiday party look.

    Shop Matching Bolero: Chic For The Season Cable Knit Bolero

    Fit & Features

    • Strapless straight-across neckline
    • Curved cropped hem
    • Form-hugging fit
    • Ultra-soft cable knit fabric
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1794

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Timeless Satin Flower Rose Hair Clip

    Dress up your tresses with this timeless flower hair clip. Crafted with luxe satin roses and a discreet metal clip, this exquisite hair accessory adds a touch of sophistication and elegance to your look. Style this floral hair clip with a chic clutch for a formal soiree!

    Fit & Features

    • Satin flower roses
    • Metal clip

    Style Number/Barcode: 07006-0423

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • High Class Mock Neck Long Sleeve Midi Dress

    Enjoy feeling like a boss in this high-class midi dress! The fitted long sleeves with thumbholes offer protection without compromising style, while the mock neckline, bodycon silhouette, and midi-length hem create a sleek and modern look. The stretchy ribbed knit fabric has a full-length lining. Complete the look with statement booties for a dinner downtown!

    Fit & Features

    • Fitted long sleeves with thumbholes
    • Mock neckline
    • Bodycon silhouette
    • Midi-length hem
    • Stretchy ribbed knit fabric, full-length knit lining
    • Runs true to size

    Style Number/Barcode: 05102-5396

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Can't Help It Off-The-Shoulder Sweater Dress

    If chic comes naturally, this sweater maxi dress can't help but make your style shine! The maxi dress features an off-the-shoulder folded neckline, fitted long sleeves, a flattering bodycon silhouette, and a side slit on stretchy rib knit fabric. Complete the look in sleek stiletto heels for date nights or holiday parties!

    Fit & Features

    • Off-the-shoulder folded neckline
    • Fitted long sleeves
    • Bodycon silhouette, side slit
    • Maxi-length hem
    • Stretchy rib knit sweater fabric
    • Runs true to size

    Style Number/Barcode: 06005-1793

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Laced Up In Chic Style Corset Belt

    Get laced up in chic style with this cool-girl corset belt! It features a snatched corset silhouette with an underbust design, a triple lace-up front design with tie detailing, dual strap accents, a woven front, and a stretchy elastic back with a zipper closure. Style over an oversized blouse with distressed jeans!

    Fit & Features

    • Corset silhouette
    • Underbust design
    • Triple lace-up front design, dual strap accents
    • Woven front, stretchy elastic back
    • Back zipper closure, O-ring detail

    Style Number/Barcode: 07301-0695

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Spotted Downtown Faux Leather Baseball Cap

    Get spotted in this sleek faux leather baseball cap downtown! Style the hat with a sleeveless basic mini dress to complete your outfit of the day.

    Fit & Features

    • Classic baseball cap
    • Wide and curved brim
    • Back adjustable strap
    • Faux leather material

    Style Number/Barcode: 07302-1530

    Category Name: 2026 Fall Outfit Trends

    Price: $7.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Snatched Look Faux Leather Corset Belt

    Create a stylishly snatched look with this edgy faux leather corset belt. It features a corset silhouette with a curved underbust design, a smooth faux leather front, and an elastic strappy back with snap button closures. Wear over a sweater dress for a chic vibe paired with over-the-knee boots!

    Fit & Features

    • Corset silhouette
    • Curved underbust design
    • Faux leather front
    • Elastic strappy back
    • Snap button closures
    • Moderate stretch

    Style Number/Barcode: 07301-0694

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Out And About Long Sleeve Short Dress

    This adorable long sleeve short dress is ideal for those casual days where you're out and about! It features a square neckline with a ruched bust and an adjustable tie-front drawstring, long fitted sleeves, a fitted high waist seam, a short-length hem, and a flowy A-line silhouette. The lined brushed crepe fabric offers plenty of stretch. Style this short-length dress with a chunky knit cardigan and over-the-knee boots for a coffee date!

    Fit & Features

    • Square neckline
    • Ruched bust, tie-front drawstring
    • Long fitted sleeves
    • High waist seam
    • Short-length hem, A-line silhouette
    • Brushed crepe fabric, knit lining, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-5395

    Category Name: 2026 Fall Outfit Trends

    Price: $19.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free